21 Best Airbnbs in Vermont: Vacation Rentals to Book ASAP

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Call me biased, but I don’t think there’s any place quite like Vermont. When it comes to amazing places to visit in New England, Vermont is always the first one I recommend.

A woman leans against a vintage pickup truck outside of a classic Vermont general store
Just enjoying Vermont like I always do!

There are so many great reasons to visit VT, and if all you need is the perfect place to stay in Vermont, you’ll want to keep reading for the dreamiest VRBO and Airbnbs in Vermont to book ASAP.

Table of Contents

Dreamiest VRBO & Airbnb Vermont Vacation Rentals

1. Luxurious Historic Home in the Heart of Grafton Village! – Grafton, VT

A small red rental cottage in Vermont surrounded by green foliage
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!

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.

The house itself feels secluded yet is within walking distance of the village, main street, park, general store, and tavern. With 2 bedrooms and 2 and a half baths, the home is in pristine condition, completely updated, and features a steeple high attached barn, luxurious library, fireplace, screened porch and renovated kitchen.

2. Stunning Lakeside Home – Ideal Family Getaway or Work From Home SpotLudlow, VT

A Vermont vacation rental with a large stone hearth and living area that overlooks lake
Photo via VRBO

Perfectly nestled into the trees beside the lake, this 2800 sq ft home sleeps 8 with 3 bedrooms and 2.5 baths. A wood-burning fireplace, patios, dock, and use of paddleboards, canoe and a kayak make this home away from home about as comfortable a Vermont vacation rental a person could want!

With Okemo and Killington just a quick drive up the road, this beautiful lakeside home also offers an excellent winter landing spot for all kinds of fun Vermont snow adventures!

3. Moose Meadow Lodge Treehouse – Waterbury, VT

This stunning log treehouse in Vermont is New England glamping at its best. This space is designed as pristine and serene and it looks like an absolutely wonderful Airbnb Vermont treehouse.

An open door in a wood paneled room with a table and chairs, rug and fireplace in a treehouse in Vermont
Image shared courtesy of property owner; for a unique experience, book this treehouse Airbnb in Vermont!

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  treehouse Vermont Airbnb.

4. Sugarbush 1963 Authentic Chalet Ski In Out Full Remodel 2022 – Warren, VT

A ski in, ski out wooden chalet near Sugarbush Ski Resort on a snowy slope
Photo via VRBO

Ski in-Ski out of this newly remodeled Vermont chalet on Sugarbush Mountain. This chalet sleeps 10 and features lots of light from the many huge windows so you can enjoy the views of the mountain and ski trails.

The rooms are beautifully decorated, with a large kitchen and dining room, an outside deck and wraparound porch, large bedrooms, and bathrooms. When it’s time to relax, sit on the deck and enjoy the fabulous Mad River Valley views!

5. Vermont Schoolhouse Farm Cottage with Sauna + Hot Tub – Shaftsbury, VT

A pink Airbnb in Vermont with a side deck on a hill with Adirondack chairs on the lawn
Photo by Caroline McDougall – Studio Hill Farm; Airbnb Shaftsbury VT

Want to do some glamping? How about a Vermont Airbnb with a sauna? How about a Vermont Airbnb with a hot tub? How about an Airbnb in Vermont with BOTH?

Located in pretty Southern Vermont, you genuinely cannot go wrong with this magazine-worthy 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.

4 Different views of an airbnb in Vermont in the 4 seasons
Photo by Caroline McDougall – Studio Hill Farm; definitely one of the best Vermont Airbnbs, just look at these pictures!

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.

6. Sterling Treehouse – Stunning Forested Home – Stowe, VT

Aerial view of treehouse in the middle of fall trees
Photo via Airbnb.com; if you’re looking for a Stowe VT Airbnb, here it is!

If you want to immerse yourself in nature while visiting Vermont, look no further than Sterling Treehouse, located on 40 acres of land for a true getaway experience.

This amazing Stowe Airbnb with breathtaking views of Vermont’s natural forests is suitable for up to nine guests. It features three bedrooms, ten beds, and one and a half bathrooms.

The Stowe Airbnb cabin was custom built by a couple who wanted a Vermont getaway yet still wanted to share their home with kids from the city. It’s filled with tons of amenities, including a 10-person table, a deep bathtub, a Stahl fire pit, and more. 

No Vermont retreat is complete without access to hiking trails, which are located right at the front door. There are also trails for cross country skiing and biking!

7. Cozy Cottage with Dock, Kayaks, & Canoe – Come Enjoy Lakeside Living – South Hero, VT

A long deck that leads out to a lake at a Vermont vacation rental
Photo via VRBO

Enjoy your own lake view and access in this charming cottage in South Hero, Vermont.

This is the perfect setting for a getaway at any time of year. This VRBO cottage features a wood fireplace, screened porch, air conditioner, spacious kitchen, and a gas grill on the patio.

You’ll also have access to 3 kayaks and a canoe while staying at this VT VRBO. Check out White’s Beach nearby, where you will find a swimming area and the perfect spot for a picnic.

8. Cozy Converted Barn on Secluded 6.5 Acres with Hot Tub – Shaftsbury, VT

A rustic living area with wood stove in a Vermont vacation rental
Photo via VRBO

If lots of nature and privacy are what you’re looking for, look no further than this rustic and secluded converted barn on 6 and a half acres. This Vermont vacation rental is comfortably furnished and features a bear-claw bathtub as well as a shower, gas stove, and all the amenities of home, plus a large master bedroom with its own cozy fireplace/gas stove.

Enjoy amazing views of Mount Anthony and the Bennington Monument, and walk the 4 acres of nature trails through an old orchard and woodlands.

This VT vacation home is located only 10 minutes to downtown Bennington, but it’s like stepping into another world where nature abounds. View wildlife like you’ve never seen up close: deer, grouse, wild turkeys, rabbits, bobcats, and lynx. There’s fly-fishing on the nearby Battenkill river, and shopping the outlet stores in nearby Manchester. Marvel at the Autumn leaves and foliage, and have a bonfire right in your yard.

This the perfect four season Vermont vacation rental!

9. Historic Renovated Barn at Boorn Brook Farm – Manchester Vermont

A Vermont VRBO from above with fall colors surrounding a sprawling property
Photo via VRBO

Ready for the quintessential Vermont experience? You’ll find it here on the 25 acres of Boorn Brook Farm. This home was built in the 1820s and was once the country estate of famed painter and fly fisherman Ogden Pleissner. Perfect for a family vacation or a romantic getaway, there is plenty to do here in every season.

In the summer, take falconry lessons at the Green Mountain Falconry School onsite. There is a spring-fed pond for swimming, a beach, tennis courts, hiking, and fishing in the brook or trout pond, as well as a hammock and swing. Fall brings unbelievable views of foliage as only Vermont can display. Enjoy a cozy fire in the stone fireplace, play pool in the game room, or watch the sunset from the hot tub right outside of the master bedroom.

Wintertime brings skating on the pond, sledding, snowshoeing or cross-country skiing. Downhill skiing and snowboarding are both available at nearby Bromley or Stratton Mountain ski areas. Other activities found nearby include sleigh rides, snowmobiling, shopping and restaurants.

10. Magical Cozy Vermont Cabin & Sauna – Marshfield, Vermont

Are you looking for an Instagram worthy Vermont cabin rental? Hi, you’ve found it. This Vermont Airbnb is beyond cool.

Mountain cabin lit up at night
Photo courtesy of the property; if you’re looking for a magical Vermont vacation rental, well, here ya go!

Not only is it a stunning Nordic inspired cabin, but there’s a nearby sauna for you to use as well. This Airbnb is situated approximately half an hour from Montpelier, Vermont’s quaint and quirky capital city. but it is in a secluded woodsy area that will feel like wilderness.

You’re likely to experience a sense of hygge  in this cabin, which the owner describes as a rustic romantic hobo hideaway.” With virtually zero light pollution in this part of Vermont, you’ll have stunning stargazing opportunities. Nicely furnished, this place looks super cozy but is still definitely a rustic getaway. Check it out, this could be the perfect romantic Airbnb for couples!

11. Cozy Log Cabins located in the Green Mountains of Vermont – Brookfield, VT

A log cabin surrounded by vibrant green grass and trees at a VRBO in Vermont
Photo via VRBO

Spend an idyllic retreat in a real Vermont log cabin in the woods! This rental cabin sleeps 6 and is on 232 beautiful acres of land. It features a fully equipped kitchen with a wood-burning stove, a covered porch complete with a rocking chair, as well as an outdoor grill and picnic table. Enjoy your own paddle boat and pond!

You can have a picnic and watch nature stroll by as you catch glimpses of deer, wild geese, and mallards. This is one of the most serene settings in all of Vermont!

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

Gorgeous mountain chalet with glass wall and colorful lights inside
Photo via Airbnb

How about staying in a Vermont Airbnb that’s been featured in Boston Magazine? This incredible timber-framed home, partially designed by a famous architect, is definitely one of the most popular vacation rentals in Fairlee and might be one of the coolest places to stay in all of Vermont.

With massive windows, a Finnish steam sauna, and 2 stone fireplaces, that’s just the start of all that you’ll enjoy at this unique Vermont Airbnb.

Fairlee is just over the border from New Hampshire, so it’s a convenient location, although you may not want to leave this hidden gem. Be sure to read the whole listing on Airbnb as there are many important details to know before booking.

13. Log Cabin Getaway near Middlebury and Green Mtns

Exterior of wooden cabin covered with snow
Photo via Airbnb

Do you want to be in the ideal location between the Green Mountain National Forest and the Champlain Valley? This classic log cabin Airbnb is exactly what you want. Not only is it in a very convenient spot close to the town of Middlebury, it’s also incredibly cute inside.

Located on a farm, you might be surprised with some special gifts from the hosts (such as fresh eggs and maple syrup). In the colder months, cozy up to the gas fireplace with a book and some wine, and in warmer seasons, enjoy the grounds surrounding the cabin.

14. Baby Barn, Architect Owner – South Londonderry, VT

A spacious living room with floor to ceiling windows in a Vermont vacation rental
Photo via VRBO

You’ll be floored to spend your vacation in this beautiful, award-winning “Baby Barn” within 5 minutes of 3 exciting ski mountains in Southern Vermont: Magic Mountain, Stratton and Bromley!

This elegant home features a master bedroom with a brick fireplace, 3 bedrooms with queen beds, a loft with a twin and a double bed, and 3 bathrooms for your convenience. The house also has a lovely porch with wonderful views of the meadow and Magic Mountain. The house is located in a private setting with sledding available on the property, as well as several miles of private cross country trails.

At this VRBO, you can enjoy Vermont as it was meant to be!

15. Cabin tucked away on 8 acres w/creek, love dogs – Elmore, VT

Wooden chalet with wooden porch railing
Photo via Airbnb.com; cozy cabin Vermont Airbnbs are a must stay in any season!

Have you ever wanted to visit Vermont by staying in a lovely cabin retreat? Look no further than this Vermont Airbnb! It’s perfect for up to three guests and is hosted by a superhost in Elmore, Vermont.

While it’s only suitable for three guests, the interior is anything except tiny. There’s a huge living space, a massive full kitchen, and a luxurious bathroom. Plus, there’s a patio with rustic wooden rocking chairs for you to relax on in the early morning.

This alluring cabin will have you feeling utterly cozy during your Vermont getaway. Plus, there are extensive grounds that you can explore on your own to get out in nature!

16. A HobbitHome Tucked In A Vermont Grassy Hillside – Middletown Springs, VT

Photo courtesy of the property; when we’re talking dreamy Vermont Airbnbs, the Hobbit House might just be number one on that list!

Have you heard of the Vermont Hobbit House? The absolutely dreamy Airbnb in Vermont that gives off all the hobbit vibes with its round shire green front door and its earth roof you can walk on to enjoy the surrounding views?

The entire property is hobbit themed, so if you’ve ever dreamed of staying at the Shire, this is the VT Airbnb to make that dream come true! Sleeping only two guests, bring whoever your favorite person is at the moment to stay in this dream of a Vermont Airbnb with you.

Photo courtesy of the property; for a tiny home experience in an amazing location, this is the Airbnb listing to check out.

This absolutely adorable tiny house Airbnb is in the perfect location to be a great landing spot for all kinds of fun Vermont adventures, whether it’s skiing at Okemo or Stratton, kayaking or tubing the West River, or just hanging in nearby Manchester.

Vermont tiny house living has never been as cute as the Apple Blossom Airbnb in Jamaica makes it out to be, and surprisingly, this tiny home can sleep 5! There’s also plenty of outdoor space to stretch out in in the garden.

18. The Private Fairytale Cabin of Your Dreams in Stowe! Featured in VRTravel! – Stowe, VT

A wide open cabin chalet in Vermont with a stone hearth and wood walls
Photo via VRBO

Just minutes from the world-renowned ski town of Stowe, Vermont, Holly Cabin is set on over 10  secluded acres, which includes a trout stream and a swimming pond. It is a dream come true with pet ducks, fishing, tubing, swimming, and boating.

This rental cabin sleeps 6 (3 bedrooms and 2 and a half baths) and features a stone fireplace, gorgeous kitchen, covered porch, upstairs loft, and an enormous living room with comfortable leather sofa and chairs.

If you are looking for seclusion plus proximity to everything, you couldn’t find a more ideal house in a more beautiful, natural setting in all of New England.

19. Breathtaking New Premier Lake Champlain Beach, Foliage, Rom, Ski/Spring Escape! – Addison, VT

A wood lakehouse in Vermont for rent has a screened in porch and several windows overlooking the lake
Photo via VRBO

This secluded, cozy cabin in the woods in a unique setting is a restored old storage mill. The cabin sleeps 6, and features a stone fireplace, library, hammock, and a large deck overlooking a big yard and cedar swing set. This Vermont VRBO property also includes access to the river and a waterfall!

This is a great spot for birdwatching; hummingbirds and even owls have been spotted. Enjoy hiking on the nature trails along the river, or sit under the waterfall in summer! Pets are welcome.

20. The Barn in Manchester is an Architectural Digest Quality Historic Building – Manchester, VT

An outdoor seating area surrounded by fall foliage at a popular Vermont VRBO
Photo via VRBO

A true post and beam property located in the heart of beautiful Manchester, and it’s a VT VRBO!

This 3-story VT VRBO has 2 bedrooms (sleeps 4) and is filled with light. Here you will have total privacy with no street noise, as well as a furnished private patio with views of the Green Mountains and the river. It’s also a convenient walk to many restaurants and shops.

A private swim beach at sunset at a VRBO in Vermont
Photo via VRBO

Sleeping 6, this 3 bedroom, 2 bath Lake Champlain getaway offers spectacular views of the lake in all its glory.

Plus, it has its own private swim beach. ‘Nuff said!

Final Thoughts: Airbnbs & VRBOs in Vermont

In my opinion, these are some of the dreamiest vacation rentals Vermont has to offer!

Whether you’re looking for peace and quiet in the woods or you want your very own ski in/ski out chalet, you’ll find it on this list of the best Airbnbs and VRBOs Vermont has to offer!

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