11 Best Airbnb Connecticut Vacation Rentals: CT VRBO Cabins, Treehouses & More

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Wherever I travel, Airbnbs and VRBOs remain some of my favorite places to stay. Ranging from treehouses to sailboats, yurts to condos, Airbnb and VRBO properties are extremely unique, comfortable, and fun. Staying in an Airbnb Connecticut vacation rental or VRBO is not like staying in a cookie-cutter hotel, that’s for sure. 

When visiting Connecticut, you should absolutely consider booking an Airbnb or VRBO. There are hundreds of amazing options to choose from, but I’ve rounded up some unique and attractive choices here with these exceptional VRBOs and Airbnbs in Connecticut.

Best Airbnb Connecticut Vacation Rentals

Direct Waterfront Beach Cottage – Milford CT

Interior of a white living room with the door ajar. The living room is filled with a grey couch to the left,a tan carpet in the middle, and chairs with books to the right.

Many visitors to Connecticut are coming here for the magic of the coast. If that’s you, you should absolutely check out this cottage that is located right on the beach. This adorable Airbnb is able to accommodate up to 6 guests in 4 bedrooms. 

You will love the views over Long Island Sound from the cottage’s porch. The private beach is a calm, lovely spot to relax or play with family and friends.


Water Forest Retreat Octagon – Norwich CT

Juxtaposition of two images next to each other. The left image is the exterior of a brown cylindrical cabin in the woods. The right image is the interior of the cabin, featuring a bed and a high vaulted ceiling.

This is a unique tiny house in CT in the woods that will make for an awesome stay. Two guests seeking a rustic retreat into the seclusion of nature should consider this space. Set on 100 acres of forest, you’ll be surrounded by a watefall, marsh, pond, and hiking trails. The ideal spot to get away from it all.

The tiny house/cabin itself is a private 144 ft.² electrified and heated cedar octagon located next to Goldmine Brook. There is lots of outdoor space to enjoy, but you’ll also be very comfortable in this nicely-decorated octagon. Note: there’s no running water/plumbing at this property; it is indeed a rustic retreat. 

PS: This Airbnb is located in Norwich, about 30 minutes’ drive from Mystic, a destination I definitely recommend exploring.


Stay in a Tiny House on our Sustainable Farm! – Guilford CT

A small tiny house made of wood with a green double door. Stairs lead up to the home, which is on wheels and is surrounded by a plush forest.

Who wouldn’t want to stay in this adorable Connecticut tiny house Airbnb?! I certainly want to! Tiny houses are all the rage right now, and this one is no exception. Make sure to click through to the listing and look at all the photos. What a nice space. 

Tiny houses can be surprisingly spacious, but there’s not room in there for more than 2 guests. That makes this a nice option for a romantic Connecticut vacation rental for a couple. 

Located on an 8-acre sustainable farm, this is a perfect place to relax or to jump in and learn about farming! 


The Spirit Horse Farm – Kent CT

Interior of a log cabin with two floors. The bottom floor is a living room with plush grey and white couches set up around a coffee table. The top floor is a loft.

I can’t get over the look of this Connecticut Airbnb. It’s got a sort of country-western vibe mixed with classic New England charm. And best of all, it’s on a horse farm!

According to the listing, there is “something for everyone at The Spirit Horse Farm!” This includes that rescue horses, which, though not always onsite, are happy to stand for a photo with guests. The lush land is filled with more wildlife/animals, including peacocks and white doves. While the outdoor experience is undoubtedly magical, you will be kept busy inside as well: there are billiards, ping-pong, a full gym, garage band style musical equipment, board games, and much more. 

Up to 14 guests can be cozy at the Spirit Horse Farm, located in Kent, CT in the Litchfield Hills region. It’s perfect for anyone looking for Connecticut Airbnbs for a group!


Escape to a Restored New England Antique Milk Barn – Bethel CT

Aerial view of a home on a large plot of a land with a giant pool and lots of green space.

Another unique Airbnb experience in Connecticut is found here at this antique milk barn. The photo above shows this vacation rental from the air, and it is obviously quite pastoral. 

An escape to the Connecticut countryside in Fairfield County, awaits you at the historic Benedict Barn Cottage – Read the listing for more on the history!

Perfect for a couple or small group, this CT Airbnb can host up to 5 guests. With a pool and hot tub, this is an especially lovely option in the summer months. 


A European Country Getaway ~ 1930s Stone Cottage – Granby, CT

Cottage Entry at one of the top vacation rentals in Connecticut
Photo via VRBO; how charming does this Connecticut VRBO look???

No doubt, one of the most adorable of all of these Connecticut vacation rentals, this Granby cottage feels like something you might see in a quaint European village. Constructed in 1932, the entire home is beautifully decorated with a European country house aesthetic and can comfortably sleep 2 in its 2 bed/1 bath 1000 square feet Connecticut VRBO.

This is one of those Connecticut vacation rentals that would be absolutely ideal for a romantic getaway!


Water Forest Retreat Tree House – Norwich, CT

A platform bed with blue bedding in a bedroom with a window and a ceiling fan in one of the most popular Airbnbs in Connecticut

Oooh, a Connecticut treehouse! If you’ve never stayed in one of these Connecticut treehouses, this one would be a beautiful choice! Also, it’s not super high up, so those with a fear of heights need not worry. 

This is the Water Forest Retreat in Norwich, set up for 2 guests. While you’re close to amenities and activities, this spot feels secluded and quiet-perfect for a Connecticut Airbnb getaway. 

This CT treehouse is 168 sq ft., heated and electrified, but does not offer running water. Surrounded by nature, you’ll love relaxing on the deck, catching the patterns of light from the two indoor stained glass windows, or enjoying the outdoors on over 2 1/2 miles of  nearby hiking trails. The Octagon Airbnb listed above is also in the same area/owned by the same hosts. 

Be sure to read the entire listing, as these hosts provide plenty of information and travel suggestions to guests booking this unique Connecticut treehouse Airbnb!


Waterfront Joshua Cove Cottage with private beach – Guilford, CT

Classic New England style home is lit up in the evening with big windows that showcase a living room. The home is surrounded by greenery and trees.

A perfect weekend getaway from New Haven, Stamford, or even NYC, this private and pretty Connecticut cottage is situated on Joshua Cove with its own private beach. A bit of country meets coast, this Connecticut Airbnb just might offer the best of both worlds.

There is plenty to do in and around this rental cabin. Excellent kayaking, fishing, restaurants, and shopping are among the possibilities. Want to visit Yale University? It’s just 15 minutes away. An ideal location for your next trip.

This CT rental cottage accommodates up to 4 guests with a 1 bedroom and loft setup.


The Little Lake Cabin – near lake with hot tub – New Fairfield, CT

Log cabin Airbnb vacation rental in Connecticut in the woods at dusk
Photo via Airbnb.com; how lovely would this be for a quaint couples Airbnb rental in Connecticut?

Don’t forget about all the warm and welcoming cabins in Connecticut. There are so many available through Airbnb and all of them have something special to offer.

For this Connecticut cabin, the lakeside location and hot tub are a great addition, but the decor inside this cabin is absolutely lovely. Check out all the photos, or pop over to their Instagram. Honestly, I’m kind of obsessed with this place.

Just 90 minutes from NYC, this CT Airbnb cabin is the ideal getaway for s’mores under the stars, enjoying Squantz Pond, or simply relaxing with your favorite travel companion. 


Newly Renovated Oceanfront Cottage On Joshua’s Cove – Guilford CT

Backyard fireplace and tikis at sunset at one of the prettiest Connecticut VRBOs.
Photo via VRBO; how dreamy is the view from this Connecticut VRBO?

This is one of those dreamboat Connecticut VRBOs that offer the perfect place for a great friends or family vacation. Located on Joshua’s Cove, not only is the interior of this CT vacation rental bright and airy, but the outside space is simply picturesque.

Can’t you imagine roasting s’mores on the firepit as you watch the sunset set over the water? This is one of the prettiest VRBOs in Connecticut, and because it can sleep up to 6, it’s perfect for anyone looking for friends or family VRBOs.


Serene Spa Hideaway minutes to Mohegan Sun Casino – Norwich CT

Photo via Airbnb; A crackling fire, your favorite person snuggled up beside you in a gorgeous Connecticut villa… what more could you possibly want?

Are you looking for the perfect Connecticut vacation rental to relax and recharge? Then check out this beautiful villa in Norwich that sleeps 2, located on the grounds of The Spa at Norwich Inn & Norwich Golf Course.

As an added bonus, guests at this CT villa also have access to the spa services at The Spa at Norwich Inn (with spa fee and reservation, of course), seasonal salt water pool, jacuzzi, sauna, and more. Food can even be delivered right to your door from the two restaurants next door at The Spa at Norwich Inn, so if you’re looking for a great couples staycation experience in Connecticut, consider this lovely CT villa.

PS you’re also just minutes away from Mohegan Sun Casino if you two want to try your luck!

While not a comprehensive list of VRBOs and Airbnbs Connecticut has to offer, this list of CT vacation rentals should get you started while planning your next getaway in the Nutmeg State!

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