50 Unique Airbnbs in New England: Cabins, Treehouses, & More!

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If you’re traveling in the New England region, the lodging options are pretty darn great.

You don’t have to sort through the 1000s of stunning New England Airbnb and VRBO properties to find the best, because I’ve compiled a list of the best and most unique Airbnbs in New England (and VRBOs too, of course!), including a few we’ve personally stayed in!

These vacation rentals are a MUST-BOOK and some of the most unique VRBOs and Airbnbs in New England, including treehouses, cabins, tiny homes, beachside cottages, historic farms, and architectural wonders.

I’ve even included a New England castle you can book!

 Have fun exploring my list of the best and most unique Airbnbs in New England!
A woman stands smiling in a checkered shirt and jean shorts
Yes, this is me with a lobster. #justnewenglandthings

Table of Contents

Best Airbnbs in New England (and VRBOs, too!)

1. Coyote’s Den at the Howling Woods – Tremont, ME

There are few places more beautiful in New England than Maine’s Acadia National Park. We love visiting this region, and camping here is especially wonderful in the warm New England summertime.

Instead of traditional campsite camping, however, why not try a rustic tiny home instead? Can you resist the coziness of snuggling up in this unique New England Airbnb in the winter?

Tent shaped cabin in the snowy woods is a popular off the grid New England vacation rental
Photo courtesy of the owner @howlingwoods and @misfit.farmFor the adventurous that are looking for Off the Grid New England Airbnbs, this could be a perfect fit!

According to the listing, the hut is built “with bent maple poles in the style of an Iroquois Longhouse. There are large windows that let in the morning sun, space for storage, a wood stove perfect for winter stays and a cozy twin-sized bed.”

The Coyote’s Den can accommodate 2 guests. When you’re not hanging out in the hut, you can explore the host’s grounds. They’ve got a seven-acre forest with trails leading past various fairy houses and art installations.

If you want to get farmy, you are able to pet the goats, mini horse, and other animals, and pick your own herbs and vegetables from the garden. Heads up, this is an Off the Grid New England vacation rental with no electricity, the tiny home is heated by a stove, and there is an outhouse on the property for guest use.

Click Here to Check Prices & Book!

2. Villino Totemsin (Totem Villa) – hot tub + sauna – Fairlee, Vermont

A unique New England vacation rental with glass walls is seen illuminated from within at night
Photo via Airbnb

This unique Airbnb has been featured in Boston Magazine! This gorgeous timber-framed home, partially designed by a famous architect, is definitely one of the coolest places to stay in all of Vermont.

You’ve got massive windows, a Finnish steam sauna, and 2 stone fireplaces, but that’s just the start of all that you’ll enjoy at this unique Vermont Airbnb that can sleep up to 8!

If you’re looking for New England Airbnbs where you can soak in a hot tub under a starry sky, this is a heck of a contender. Be sure to read the whole listing on Airbnb as there are many important details to know before booking.

Click Here to Check Prices & Book!

3. Tree House at the Shire – Conway, New Hampshire

A tiny house rental in New Hampshire is seen lit up with warm lights from within on a snowy day
Photo via Airbnb

Ummmmm can we just talk about how absolutely adorable this tree house in New Hampshire is??? This would be the perfect unique Airbnb rental for a couple in search of a cozy, yet rustic stay in beautiful NH.

There is limited electricitiy, an outdoor composting toilet, and the sink is outdoors, but do you know what it has in spades? Quaint charm and no distractions so you and your person can focus on enjoying each other’s company in this darling treehouse!

Click Here to Check Prices & Book!

4. SkyView Treehouse- Luxury Waterfront Retreat – Belgrade, Maine

An elevated treehouse in Maine with elegant design features and beautiful stone hearth
Photo via Airbnb

Not interested in roughing it in a rustic treehouse like the one above in New Hampshire? No worries, cross the border to this absolutely stunning luxury treehouse in Maine!

You won’t want for any creature comforts in this gorgeous vacation rental that can sleep up to 4 and includes a hot tub and a fireplace for maximum comfort and coziness!

Oh, and don’t forget the access to the lake… swoon!!

Click Here to Check Prices & Book!

5. Vermont Tree Cabin on Walker Pond, private retreat – Newport, Vermont

A hot tub on a wooden deck with a wooden swing and table and chairs with umbrella
Photo via Airbnb.com; hot tubs always help put properties on the list of the best New England Airbnbs!

The Vermont tree cabin located in Waterford is the perfect retreat for two guests! It even has its own outdoor jacuzzi on a private patio that’s filled with outdoor seating and breathtaking views of the forest.

The treehouse was recently built in 2004 and even served as the host’s own home for a while while they made their official house. So, you can imagine how much care was put into it! There’s a full kitchen, bedroom, bathroom with hot shower, and trees everywhere you look at this unique New England Airbnb.

It’s located only a short drive from both Cannon Mountain and Burke Ski Resort, so if you’re a fan of skiing, then you’re in luck!

Click Here to Check Prices & Book!

6. Treehouse at Bliss Ridge Farm: Best Views in VT! – Moretown, Vermont

A wooden bridge leading to one of the cutest Airbnb treehouses in New England
Photo via Airbnb.com; isn’t this one of the cutest Airbnb treehouses you’ve ever seen?

This New England treehouse at Bliss Ridge Farm argues that they have the best view in the whole state! It’s inspired by Dr. Seuss and sits on 88 acres of an organic hill farm. The wilderness and hiking trails are everywhere you look.

This Vermont treehouse can host up to seven guests at a time, so it’s a lot bigger than it looks on the outside. There’s even a grill, hammock, and living room inside. To get to the treehouse, you even get to walk across a fun bridge!

If you’re traveling with a large group or you want a cozy getaway, this is the perfect accommodation for you. It may even be one of the most unique places to stay in New England!

Click Here to Check Prices & Book!

7. Luxurious historic home in the Heart of Grafton Village – Grafton, Vermont

Red building with white trim is one of the top vacation rentals in New England
Photo via VRBO

Have you ever wished you could see what it would be like to go back in time? Are you part traveler and part historian? Perhaps a time travel experience to a sweet old fashioned corner of Vermont would be your perfect experience! You’re going to love this unique historic property, one of the best VRBOs in New England!

Welcome to this luxurious and historical vacation home in the quintessential town of Grafton, Vermont. This 1840 house is nestled in a village on the National Register of Historic Places in America by USA Today magazine, and also listed in “1,000 Places to See Before You Die!” travel guides. 

This New England VRBO feels secluded, but is within walking distance of the village, main street, park, general store and tavern. With 2 bedrooms and 2 and a half baths, this NE vacation rental is in pristine condition, completely updated, and features a steeple high attached barn, luxurious library, fireplace, screened porch and renovated kitchen.

Click Here to Check Prices & Book!

8. Cozy Mountainside Chalet w/ Gas Fireplace, Deck, & Sunset Views – New Durham, New Hampshire

Art Deco fireplace on a blue wall in a New England vacation home on VRBO

VRBO New Hampshire has outdone themselves with this 3 bedroom mountainside chalet in the Lakes Region! So lovely. Check out that unique mantle, too!

Just 12 minutes from downtown Wolfeboro, there’s plenty to do nearby but this beautiful New England VRBO is a destination in its own right.

Renovated in 2019, the chalet “is fully stocked with all the comfortable linens, kitchen/dining amenities, games, books, and puzzles you could want!”

There’s also great outdoor space with a firepit, deck, and yard, and six guests can stay comfortably at this New England VRBO. What are you waiting for? And did I mention it’s pet-friendly?!

Click Here to Check Prices & Book!

9. Apple Blossom Cottage : A Tiny House – Jamaica, Vermont

Small colorful Airbnb in New England with porch in the snowy woods
Image courtesy of Airbnb; how cool is this tiny house in New England??

Looking for a unique tiny Airbnb in New England? You’ve found it!

Can you believe this adorable tiny house can sleep five people? It’s true! The Apple Blossom Cottage is beyond adorable, and is beautifully outfitted to meet all your needs.

Located in southwestern Vermont, the cabin is tucked away in the woods, with easy access to Stratton Mountain (for ski lovers), shopping in Manchester, VT, and plenty of hikes and outdoor adventures. This sweet spot might be the cutest tiny house AirBnb Vermont has.

Click Here to Check Prices & Book!

Read Next: The Ultimate New England Road Trip Itinerary

10. Mid-Century Glass Octagon in the Berkshires – Otis, Massachusetts

A beautiful octagonal 2 story New England Airbnb with windows all around showing the lighted interior inside at dusk
Photo courtesy of the property; this is an AMAZING New England Airbnb!

Looking for a one-of-a-kind New England Airbnb? Look no further than this phenomenal and unique Airbnb in the Berkshires!

Floor-to-ceiling windows allow you an unfettered 360-degree view of the 7 acres this octagonal glass tree house rests on. This unique vacation home manages to be both spacious and cozy with a wood-burning fireplace and expansive views that are impossible to grow tired of.

Kitchen and bathroom essentials are provided. This Airbnb treehouse is ideally situated in the Berkshires for many activities, including wintertime skiing, summer sight-seeing, and Tanglewood and The Norman Rockwell Museum less than a half an hour up the road. Wifi is also available in the treehouse.

If you are looking for unique, interesting, and absolutely breathtaking, this is the New England Airbnb for you!

Click Here to Check Prices & Book!

PS: Treehouse obsessed? Don’t miss our list of the best treehouse rentals in New England!

A room decorated in witchy, occult decor at a Salem MA vacation rental
Photo via VRBO

When it comes to unique New England VRBOs, the Warlock House plays to anyone who has an interest in the occult! Located in witchy Salem, Massachusetts, this is the place to stay for those in search of spooky.

This 3 bedroom, 1 bath house can sleep up to 6, and with features like a Haunting Hallway, Spirit Parlour, and rooms with names like the Pumpkin Patch, the Herbarium, and the Raven’s Rest. How cool is that??

Click Here to Check Prices & Book!

12. Dragonwood Castle on Waterfront w/Stunning View – Prospect Harbor, Maine

Interior chalet with circular room of windows at a gorgeous New England VRBO

Looking for unique places to stay in New England? If you’ve always wanted to stay in a castle, this property should shoot right to the top of your New England bucket list.

Maine vacation meets Hobbit adventure in this outstanding and unique New England VRBO. I’m personally quite obsessed and ready to go book a stay ASAP. This may be one of the most beautiful AND unique places to stay in New England!

You’re just 100 feet from the ocean in this Maine castle, which houses 7 guests. Head up to the turret for views over the water and views of Prospect Harbor Lighthouse. Located 4 miles from Winter Harbor and roughly 38 miles to Acadia National Park, this is an excellent place to base yourself to experience the best of Maine.

Click Here to Check Prices & Book!

Large white vacation rental surrounded by shrubbery, lawn and trees is one of the best VRBOs in New England

Looking for a quick family escape from NYC?

Just 2.5 hours away from the city, this light and bright Massachusetts vacation home will welcome you with open arms (or perhaps, with open doors!)

This 3100 square foot house is uniquely epic, with its own tennis court, a hammock, two fireplaces, playhouse for the kids, jacuzzi tub, and a whole lot more. And of course, it’s beautiful!

What more could you want from a New England family friendly VRBO!

Click Here to Check Prices & Book!

14. Beautifully Renovated Classic Vermont Lake View Cottage – Westmore, Vermont

Adirondack chairs and picnic table on a lawn overlooking a body of water with mountains in the distance at one of the prettiest New England VRBOs

This Vermont VRBO, known as “The Honeymoon Cottage” lies at the end of a quiet dirt road and offers these amazing views of Lake Willoughby.

You will fall in love with this quaint and cozy spot, that is best for 4 guests (two adults and two kids fit very comfortably). If you’re in search of a sweet summer vacation spot in the Northeast Kingdom of Vermont, you should definitely consider this property.

Click Here to Check Prices & Book!

15. Premier Waterfront Home in Connecticut – Waterford, Connecticut

Aerial view of mansion at the edge of a beach and a body of water at a beachfront VRBO in New England

If you’re keen to be right on the water, you can’t beat the location of this CT VRBO.

Located in Pleasure Beach, you’ll stay in a 3-bedroom house with direct access to the Long Island Sound. You’ll also have your own private dock and three kayaks available for your use. Up to 8 people can enjoy this New England VRBO on the beach and its remarkable sunset views.

Click Here to Check Prices & Book!

16. Secluded New Hampshire log home on 10 acresMarlow, New Hampshire

Mountain cabin with large deck and gazebo is one of the coolest VRBO cabins

Cabins are one of the most popular places to stay in New England, and every state has its share of great options. This one in Marlow, NH is close to lots of outdoor activities and around 20-30 minutes from Keene, Sunapee, Claremont, golf courses, and ski resorts (Mt. Sunapee, Pat’s Peak, Granite Gorge).

This New England VRBO is a classic cabin with a woodstove and plenty of wood paneling, and would be a perfect place to bring the family. This VRBO cabin in New Hampshire can suit 6 adults and 2 children (bunk beds).

Click Here to Check Prices & Book!

17. “Margaret” Penthouse Suite: Amazing views of Casco Bay, right in the Old Port – Portland, Maine

White sectional couch next to a wall of windows at a hip New England VRBO

The city of Portland is a great travel destination and you’ll have the best seat in the house in this unique penthouse apartment VRBO!

Situated on the top floor of a renovated 1850s warehouse, this space has awesome views of the Old Port and Casco Bay. Just walk downstairs and across the street for fresh seafood. Head the other way for tons of Portland’s favorite shops and restaurants, including the famous Holy Donut.

4 guests can stay in this 2 bedroom/2 bath VRBO penthouse suite in Portland Maine.

Click Here to Check Prices & Book!

18. Tranquility And Sunsets At Our Renovated Beach Bungalow. Front Porch To Relax! – Warwick, Rhode Island

Turquoise house with white roof and porch is one of the cutest vacation rentals in Rhode Island

Isn’t this just one of the most charming rental properties in Rhode Island? Get away from the crowds with this serene property “Rosie on the Bay.”

Watch magical sunsets from your front porch and then walk down just a few steps and find yourself on the water of Greenwich Bay. This VRBO beach bungalow in Rhode Island is suitable for 6 guests. Check the listing for more details!

Click Here to Check Prices & Book!

19. Take a Ferry to the Island of Your Dreams! – Isleboro, Maine

Grey Cape Cod style two story house at a popular New England vacation rental in Maine

If you’re interested in unique VRBOs in New England, you’re going to love this barn style island rental!

Maine’s islands are some of the states ultimate vacation destinations, and vacationing on an island in Maine is certainly a unique way to enjoy New England!

Hop on the ferry to Isleboro to find this awesome barn-style vacation home. This New England VRBO is warm and welcoming, can accomodate 8 guests, and has a waterfront location. You also get the use of a float and dinghy.

Rainy day? Curl up next to the fire with a book from the well-stocked library.

A description of the island from the location: “Islesboro is ten miles long and a mile wide. It offers two grocery stores(w/liquor), a library, bookstore, gift/paper/lunch store and the snack shack at the ferry. You will also find a golf club, public tennis courts and also a kids sailing program. Biking is great – especially to the snack shack which is only 1/4 mile from the house and offering the best sunsets in Maine!”

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20. North Bay Sunsets and Lakeside Living Await! –  Poultney, Vermont

Wooden chairs and steps leading into a body of water on a sunny day with a mountain in the distance at one of the most popular lake VRBOs in New England
Photo via VRBO.com; views like this are what make this vacation rental one of the most popular lake VRBOs in New England!

Here is a classic cabin on my personal favorite Vermont lake, Lake St. Catherine! This Vermont vacation rental offers everything you need for the perfect summer stay.

Nine guests can stay in this updated and spacious home, which has lots of great features (skylight over the bed, anyone?!) Love New England Airbnbs with unique features like that!

You’ll love the views and easy lake access from this spot. Be sure to check out the listing for all the details.

Click Here to Check Prices & Book!

21. FABULOUS Makonikey OCEANFRONT With Private Beach !** Wrap Around Deck, Pets Ok, A/C – Vineyard Haven, Massachusetts

Deck with steps leading down to the beach and the blue ocean at a private beach VRBO on Martha's Vineyard

You can’t find a more perfectly unique New England summer vacation spot than this: your own private beach on the island of Martha’s Vineyard. 

While the views are the focal point of this Martha’s Vineyard VRBO, this is an all-around lovely home that can accommodate 8 guests.

Everywhere you look you’ll find big windows offering dreamy ocean views, and there is plenty of space for relaxing and dining with friends and family.

Click Here to Check Prices & Book!

22. Just you, the lake, and the brilliant foliage! – Great Barrington, Massachusetts

A wooden bridge leading to the 3rd story of a house in the woods at a New England VRBO
Photo via VRBO

This New England vacation rental is giving off major treehouse vibes, while still planted firmly on the ground. Located in an excellent area of the Berkshires, Massachusetts, this New England VRBO is lakeside and great for all seasons.

The 3rd floor master suite is especially cool, boasting a study and a piano.

The other two bedrooms are located on the ground floor of this gorgeous Berkshires VRBO, and in between you’ll find the full kitchen, dining area, living room and TV/game room, and a wood-burning stove on the second floor.

Click Here to Check Prices & Book!

23. Epic Luxury Treehouse – next to Dog Mountain ! – Saint Johnsbury, Vermont

A Vermont Airbnb with lights hanging on the deck at the top of a flight of stairs
Photo via Airbnb

This is such a fantastically unique Vermont Airbnb! A bit of an elevated glamping cabin, this Airbnb is a great opportunity to unplug, with no TV, no Wifi, no AC. There is a gas fireplace to keep you comfy cozy in the cold weather months.

Technically, you can sleep 6 in this Airbnb, but this lovely cabin is the perfect spot for a romantic Vermont escape! Sounds like the perfect couples retreat in beautiful Vermont.

Click Here to Check Prices & Book!

24. Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate! – Fitzwilliam, New Hampshire

Body of water with trees and a mansion in the distance you can rent

You need to look at the listing to truly appreciate this unique NH VRBO. It’s a castle! And there’s so much to see and appreciate in and around the 11,000 square foot castle in New England.

The estate is on 500 acres with miles of walking trails, groomed x-country ski trails, an outdoor hot tub, and a 5000-gallon swimming pool.

22 guests can stay within the castle walls, where you’ll find amenities and features such as a marble and granite fireplace, a gorgeous grand piano, authentic tapestries and scrolled glass doors, a bar in the finished basement and a third floor playroom filled with toys. This rentable New England castle is definitely one of the coolest vacation rentals in the Northeast!

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25. 26 School House – Secluded waterfront with panoramic views and magnificent sunsets – Mystic, Connecticut

Body of water and rocky shore with a large white compound among the fall trees at a vacation rental in New England

Not only does this 3,000-square foot waterfront New England vacation home have glorious views in all directions, but it has a professionally redesigned chef’s kitchen you will be head over heels for.

Here’s a great description of what you can expect at this Mystic VRBO: “The house is located in a protected wetlands area with many old growth trees on the property. The house was carefully designed to fit into the surrounding environment.

Egrets, osprey, deer turkeys, red fox, swans, and ducks are frequent visitors. There are seal sightings in the winter months. The sun room is surrounded on three sides by water and is a phenomenal spot to relax, read a book, or dine and watch the constant parade of boats going to Mystic Seaport and the marinas.”

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26. Modern “Treehouse” in Truro Hills – Truro, Massachusetts

A sunny large kitchen with Cathedral ceilings and an island kitchen piece of furniture

Nestled among the trees of Cape Cod, this Truro vacation rental feels like a treehouse. But it’s not! No climbing is required for guests to enjoy this property! In fact, it’s a 3 bedroom, 3 bath beautiful home that will feel like absolute luxury.

8 guests will find comfortable and well-decorated rooms, an open plan living space, and plenty of outdoor areas perfect for gathering together for a relaxing evening.

Click Here to Check Prices & Book!

27. Vermont Treehouse compound: Spend a few days In the Trees – West Pawlet, Vermont

Gnarled wood treehouse in the woods is one of the coolest vacation rentals in New England

One of the most unique VRBOs in New England, booking this spot is like stepping into a fairytale! Intertwined with the branches of the trees, this Vermont treehouse VRBO almost blends into the woods themselves.

The listing describes it so well. “This two treehouse compound is organic in its feel and design, with living trees intermingling with the structure inside and out. Made from all local materials or reclaimed elements, it seems out of time as though you took a turn and found yourself in the pages of a story book. Don’t be surprised if Gnomes or Elves drop by for tea.”

You’ll definitely want to check out the listing for all the great photos of this space, and to get the specifics on how many can stay, when this New England treehouse is available, and more.

Click Here to Check Prices & Book!

28. Private Family-Friendly Mountain Retreat 30 Acres 180 Degree View! Sauna Wifi – Jefferson, New Hampshire

A large green field in front of a beautiful New England vacation rental with interior lights lit

With it’s sweeping, wrap-around balcony, this is just a beautiful New Hampshire vacation rental.

From the deck and windows of “Bray Hill House” you’ll enjoy unparalleled mountain views. This could be the ideal spot to base yourself for a getaway in the White Mountains. Dozens of attractions are within easy reach, including the Mount Washington Cog Railway (30 minutes away), zip-lining and canopy tours (30 minutes), and Franconia Notch State Park with its aerial tramway (45 minutes).

The listing gives a great idea for parents seeking a family trip, too: “On a private road at 1,500 feet elevation, our contemporary home is ideal for a family getaway when you’re looking for a comfortable base to return to after a day of adventuring with the kids. The Great Room with fireplace and the full kitchen and family dining area are on the main level, with bedrooms on the second level, so you can put the kids to bed and relax downstairs. A full-size washer and dryer make cleanup easy after a day of exploring.”

Sounds good to me!

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29. #374 | Studio | Remodeled Studio | 3rd Floor Mt Mansfield Views – Stowe, Vermont

A swimming pool in front of the snowy ground and a chalet style vacation spot in New England

Planning an epic ski trip? You may wish to journey to Stowe, Vermont, one of the most classic New England destinations ever. If you’re planning on plenty of skiing, this studio spot with views of Mount Mansfield is as a good as it gets.

4 guests can stay at this remodeled studio, located at The Lodge at Spruce Peak. According to the listing: “the unit is ski-in and ski-out with easy access to the lifts and ski valet. Check-in at the front desk, enjoy full use of the heated outdoor pool, hot tubs, and the award-winning spa. Take a trip to Stowe and enjoy Mountainside living for LESS.”

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30. Waterfront With Its Own Sandy Beach – Rockville, Rhode Island

Saltbox style New England vacation rental on a dirt road surrounded by Autumn trees

Here is a woodsy escape that is not too far from the coast, so you can have a trip that combines both! Although you’re close to Mystic, Providence, and Newport, the owners say you won’t want to leave this chill and pretty property.

Surrounded by thousands of acres of open space, this Rhode Island VRBO has a private beach on beautiful Wincheck Pond. In addition to swimming, you can go kayaking, canoeing and paddle boarding with the provided water craft.

This 3-bedroom vacation home in Rhode Island sleeps 6.

Click Here to Check Prices & Book!

31. Incredible Views Of Hen Cove and Walk to the Beach! – Bourne, Massachusetts

Table and chairs in a white modern kitchen at a Cape Cod VRBO property

This Massachusetts beach house comes with panoramic views out its many windows. Why not enjoy a wonderful view as you relax with family and friends during your New England vacation?

Just a five-minute walk from Hen Cove Beach, this home was remodeled in 2019 and is cozy and clean for parties of 6-8. The listing recommends the home as suitable for 4-5 adults and 2-3 children. Come and see for yourself why this Cape Cod VRBO has 5/5 stars and is rated as “Exceptional.”

Click Here to Check Prices & Book!

32. Farm House Apartment on a Working Cattle Farm – Loudon, New Hampshire

Looking through Autumn trees and a big pile of leaves at a New England Airbnb
Image shared courtesy of property owner; isn’t this gorgeous?

Have you ever wanted to stay at a working cattle farm? Now’s your chance! This is one of the cutest New England Airbnbs we’ve seen.

Located in New Hampshire, the 36 acre Miles Smith Farm was founded in the 1830s and still functioning today.

A sign reading \
Image shared courtesy of property owner; this would certainly be a unique New England Airbnb stay!

This special New England Airbnb has scenic views and a bevy of Scottish highland cattle. According to the site, “Our Scottish Highlander cattle are so tame we ride them. You can too!” Ok! Sign me up!

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33. Enchanted Tiny Tower nestled in the Berkshires – Tyringham, Massachusetts

Photo courtesy of the property; how darling is this unique New England Airbnb?

We cannot get over how enchanting this Airbnb cottage is. Is this the most romantic Airbnb New England has to offer? Maybe! It’s on thousands of wishlists and for good reason.

Like something out of a fairytale (or a Hobbit village), this place oozes romance and charm. And as an extremely popular property, this is a worthy contender for best Airbnb in New England.

This is a somewhat famous place—it used to be a sculptor’s summer studio and is set in the artsy, nature-filled Berkshires of Western Massachusetts.

With a canopied bed and all the amenities you need, this would be ideal for a summer getaway or honeymoon stay. Plus, you can roam the lovely grounds and enjoy the lily pad pond, babbling brook, and more. Ah, what a dream!

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34. Surround Yourself with Nature Tipi – Chatham, New Hampshire

A tipi is situated among trees with fall foliage in New Hampshire
Photo via Airbnb

For those looking for bucket list style places, this is such a unique New England Airbnb!

You can sleep up to 4 in this off the grid tipi that’s perfectly situated on 45 acres in beautiful New Hampshire. This is pretty primitive, with no electricity or running water, but that’s all a part of the allure for those in search of an off grid adventure!

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35. Luxurious Two-Story Treehouse | Minutes from Mount – Newbury, New Hampshire

A two story New England treehouse sits among a forest with fall colors ablaze
Photo via Airbnb

Oh my goodness, tell me this doesn’t look like an absolutely stunning New England treehouse? I am adding this to my list of places I want to stay ASAP!

This beautiful Airbnb offers four season lodging with unique features like a Hobbit door, wrap around deck, and a dining room table built on a kiln-dried tree stump!

This cool New England vacation rental can sleep 4, but I’d love to have a romantic getaway here. Who’s with me?

Click Here to Check Prices & Book!

36. Charming Lake Cottage Access Boston and Providence – Wrentham, Massachusetts

A four poster bed with a blue quilt in a wood paneled room with many windows in a New England Airbnb
Photo via Airbnb.com; this room is so light!

While many of the New England Airbnbs we’ve included on this list are good for two people, here’s one that’s great for a family or a group. This Airbnb cottage houses up to 6 happy guests. With beautiful wood craftsmanship and tons of natural light, this is a gorgeous New England vacation rental.

Lake Pearl is at the end of the road, with a boat launch and nearby beach access, so you can enjoy lakeside fun for sure, but if you want to make day trips to the cities, you’re also conveniently located between Boston and Providence.

This would be an ideal property for a family looking for a stay in Massachusetts that isn’t right in the middle of urban busy-ness. Planning to see a Patriots game? Gillette Stadium is just 10 minutes away.

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37. Classic Yacht Rental in Dowtown Providence – Providence, Rhode Island

A yacht vacation rental in Rhode Island floats on the water with autumn foliage behind it
Photo via Airbnb

Sleep aboard your very own floating vacation rental in Providence, Rhode Island!

This RI yacht can sleep up to 6 people, and it’s conveniently located at a Providence marina that is also host to a variety of PVD nightlife options. This is definitely a unique New England vacation rental!

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38. Treetop Sanctuary – Dunbarton, New Hampshire

A long aerial walkway at a vacation rental in the treetops
Photo via Airbnb

As far as unique Airbnbs in New England go, this is an amazing option in New Hampshire! This treetop Airbnb offers a cozy and charming place to stay nestled in the trees.

Sleeping up to 4 guests, this would be a fantastic option for an intimate getaway with friends, especially in autumn. Could you imagine enjoying your morning coffee while surrounded by vibrant New Hampshire fall foliage? I can!

Click Here to Check Prices & Book!

39. Water Forest Retreat – Octagon – Norwich, Connecticut

Stone steps lead to an octagonal Airbnb in New England
Photo via Airbnb

Okay, this is such a unique Connecticut Airbnb, I absolutely adore this!

This is 122ft.² octagonal cedar Airbnb that is electrified and heated and just so happens to be perfectly situated next to a brook. How more picturesque can it possibly get?

This is a bit off the grid still, with an outdoor composting toilet (which is heated, according to the listing details!), but it would be such a fun couples or bestie trip for anyone looking for a peaceful spot to unwind.

Of course, note the very tiny size here. You better really be a fan of whoever you book this spot with!

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40. Charming studio in renovated 19th-century church –  Brattleboro, Vermont

A bed with a white bedspread and across the room a couch and a white door

Have you ever wanted to spend the night in a historic church? This Brattleboro Airbnb is your chance! This lovely white church building is complete with steeple and stained glass, but has been converted into an oh-so-cozy place to stay.

This building was once the Swedish Congregational Church, located in historic Swedeville, a secluded hilly Brattleboro neighborhood built by Swedish immigrants in the 1800’s. The apartment can fit up to 4 guests and is just one mile from downtown Brattleboro.

This super unique New England Airbnb is in a good location in southeast Vermont–close to lots of great options for Vermont weekend getaways and also convenient to nearby NH and MA.

Plus, there are many great Brattleboro restaurants nearby.

Click Here to Check Prices & Book!

41. Stunning West End Apartment – Portland, Maine

Photo courtesy of the property; doesn’t this Portland Maine Airbnb look so modern and bright?

So maybe a vacation sans electricity is not for you. Perhaps urban escapes are more your thing. If so, Portland ME is a fantastic small city that will delight you in every way.

This New England vacation rental is set in the West End, a safe and convenient spot that will give you access to everything.

With wifi and all the essential amenities, you’ll have a nice stay in this modern, sunny flat. But with tons of great restaurants, shopping, and culture, Portland will have you out and about exploring most of your visit.

If this place were available for a long term rental, we might want to snatch it up.

Portland is an awesome city, and a place we’ve considered living. For young couples in their 20s and 30s, it’s an ideal New England destination and this Portland AirBnb is truly hip.

Click Here to Check Prices & Book!

42. The Canopy Treehouse, a Luxury Carbon Free Retreat – Sanford, Maine

A treehouse in Maine illuminated from within at night, with a person enjoying the hot tub below
Photo via Airbnb

For those of us who like feeling like we’re doing our part to reduce our footprint while traveling, this luxury carbon free Airbnb is an excellent option.

This is sustainable travel at its finest, with alternative energy sources fueling your every modern need, and the peaceful and picturesque setting feeding your inner needs.

Plus, there’s a hot tub. Eco luxury, anyone?

Click Here to Check Prices & Book!

43. Little Place Guest House (deck, EV station) – Burlington, Vermont

A wooden table with 2 chairs next to a kitchen stove and sink at a Burlington Vermont VRBO
Photo Credit Carolyn Bates – Image shared with permission of property owner; isn’t this little kitchen so cute?

Of all the places to stay in Vermont, Burlington is one of the most exciting. This little city on a hill overlooks the sparkling Lake Champlain…and you know, it’s where we once lived!

With a distinctive bohemian flair, Burlington attracts artsy, open-minded folk who fall in love with the Green Mountain State. Burlington is a lot of fun. If you’re looking for a Burlington Vermont AirBnb for your stay, we recommend the Little Place Guest House.

The property is light and open with a soothing feeling of simplicity. It’s a perfect retreat for your Vermont getaway. Located in the Old North End, the property is right in the pulse of Burlington.

There’s so many things to do in Burlington. You can walk to the busy downtown in just 10 minutes, where you can stroll Church Street and enjoy coffee shops, restaurants, shopping, breweries, and street performers. This sweet place is a great choice for 2 guests, and it’s convenient to the waterfront, takeout, and other amenities.

Click Here to Check Prices & Book!

See more: 12 Fantastic Airbnbs in Burlington, Vermont

44. Lavender Farm Private Luxury Suite – South Kingstown, Rhode Island

A red Airbnb in Rhode Island sits behind a field of Lavender
Photo via Airbnb

Looking for a unique vacation rental in Rhode Island? You’re going to love this extra charming Airbnb that lets you sleep on the same property as 4000+ lavender plants!

Technically, this lovely rental sleeps 4, but I think it would be perfect for a romantic Airbnb stay.

I think this unique Airbnb experience should be on everyone’s bucket list. After all, don’t we all dream of drifting off to sleep in a field of lavender from time to time?

Click Here to Check Prices & Book!

45. Cozy Wooded Cabin/private hot tub/fireplace/river – Jackson, New Hampshire

Paneled room with furniture and a small window in a vacation rental in the White Mountains of New Hampshire

This is a perfect romantic Airbnb in New England for two, with one of my favorite unique features: an outdoor hot tub!

Jackson has a great White Mountains location, and this property is super charming. You’ve got a fireplace to keep you warm while you’re tucked inside this cozy New England cabin, and when the stars come out at night, head out for a private dip in the hot tub.

With a nice secluded feel, this could be the perfect New Hampshire Airbnb for your next romantic getaway.

Click Here to Check Prices & Book!

Read Next: 15 Amazing Cabins in the White Mountains, NH

46. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes! – Dennis Port, Massachusetts

A cozy sitting room with a green couch and wicker chair in a Cape Cod VRBO
Image shared with permission of owner – On Instagram @cottagesofcapecod; this is such a darling Cape Cod VRBO!

Planning a Cape Cod vacation this summer? This adorable cottage is waiting for you, and is certainly one of the cutest vacation rentals in Massachusetts.

The Sand Pebble Cottage, located within walking distance to the beach, is perfect for two people, and is even pet-friendly, so bring your pup along for the adventure!

This place may be tiny, but it’s packed with charm, and its main selling point is its excellent location. You can walk everywhere, which, on a summer beach vacation, is truly what you want.

Walk to ice cream shops, restaurants, the beach, and more from this adorable Cape Cod cottage.

Click Here to Check Prices & Book!

47. Quaint cottage located directly on Long Meadow Pond – Bethlehem, Connecticut

A sunset on a lake at a Connecticut VRBO
Photo courtesy of the property; can’t you just imagine your next family vacation at this gorgeous lakeside VRBO?

If you’re looking for lakeside vacation rentals in Connecticut, look no further! This beautiful Bethlehem cottage VRBO is absolutely ideal for anyone looking for a peaceful lake getaway in New England.

While the footprint of this Connecticut cottage is quaint, it’s amenities and things to do are large! With a beautiful patio with a grill for lakeside grilling out, foosball, air hockey, kayaks, paddleboards, a canoe and a rowboat, there will be plenty to do for the entire group at this lovely New England VRBO on the lake.

Oh, and it sleeps up to 6, so this is an excellent Connecticut family VRBO!

Click Here to Check Prices & Book!

Read Next: Best New England Vacation Spots

48. Moose Meadow Lodge Treehouse – Waterbury, Vermont

An open door in a wood paneled room with a table and chairs, rug and fireplace in a New England VRBO
Image shared courtesy of property owner; so much rustic charm happening in this New England treehouse!

This stunning log treehouse in Vermont is New England glamping at its best. This rustic treehouse vacation rental is pristine and serene in its design and it looks absolutely wonderful.

You’ll get the opportunity to connect with nature while staying in a one-of-a-kind property. Two guests can cozy up in this New England Airbnb, so it’s a pretty perfect spot for couples looking for some great one on one time together!

One of my most favorite features that I think makes this a unique New England treehouse to stay in is that it is a part of the Moose Meadow Lodge Bed & Breakfast, so breakfast is included. Woo hoo!!!

Click Here to Check Prices & Book!

Read Next: The Best Romantic Getaways in Vermont

49. Vermont Schoolhouse Farm Cottage – Sauna + Hot Tub – Shaftsbury, Vermont

A pink house with a side deck on a hill with Adirondack chairs on the lawn at a vacation rental in New England
Photo by Caroline McDougall – Studio Hill Farm; this unique New England vacation rental is so cute!

Want to do some glamping in New England?

Located in pretty Southern Vermont, you genuinely cannot go wrong with this magazine-worthy, unique New England Airbnb. A newly-renovated, historic schoolhouse overlooks the host’s sprawling organic farm (how quintessentially Vermont is that?)

With lovely views, a hot tub, and a panoramic barrel sauna that gives off some serious Hobbit house vibes, this place looks incredible.

This awesome property is not far from the towns of Manchester and Bennington, both of which offer a lot to do and see in all seasons.

Click Here to Check Prices & Book!

50. The SugarMaple Treehouse @ Vermont ReTREEt – Hancock, Vermont

A snowy Airbnb with LED lights on the exterior in Vermont.
Photo via Airbnb

Who doesn’t love a Vermont treehouse in the mountains? Not this girl!

This Vermont Airbnb is so beautiful, with a long covered entrance that feels just the right amount of dramatic for its surrounding scenery. This is a gorgeous property, and the amenities are a bit rustic with an outdoor heated shower and composting toilet, but there is internet!

This Airbnb sleeps up to 2, so bring your favorite person along.

Click Here to Check Prices & Book!

What about Glamping in New England?

In recent years, a new and unique style of travel has hit the scene—and it’s really taken off. That travel style is called glamping, and it is a mix between glamour and camping; in other words, a way to be in nature without sacrificing the luxuries of a comfortable hotel stay.

As this trend has grown in popularity, countless places to go glamping in New England have emerged. This is the ideal region for this kind of travel experience. The six New England states are bursting with beautiful outdoor spaces that lend themselves perfectly to camping—and now, to glamping.

Glamping is, essentially, a step up from camping. Glamping can range from a super-luxurious tent experience that is decorated and outfitted to give you a real hotel or resort-type stay. Other glamping spots are more rustic, but they still go above and beyond a simple canvas tent and sleeping bads.

I recently enjoyed a Lumen Nature Retreat glamping trip with my son, and it was amazing!

A tiny glamping building with fall foliage surrounding

You can read more about my experience here: Lumen Nature Retreat: Luxury Glamping in the White Mountains

Final Thoughts: Unique New England Vacation Rentals

There are so many great options for where to stay in New England, especially if you start thinking outside the hotel chains.

Whether you choose to go glamping or book one of these fantastic New England VRBOs or Airbnbs, have fun and enjoy your stay!

Have you stayed in an epic New England vacation rental or AirBnb? Let us know! We’re always looking for the coolest Airbnbs in New England and the top spots in the region.