12 Charming Cabins in Connecticut to Book Now

*This site uses affiliate links; if you make a purchase through these, I may receive a small commission at no cost to you.

In the fall or winter, there’s nothing so cozy as a Connecticut cabin. Heck, they can be great in spring and summer, too. These cabins in Connecticut are exactly what a traveler would be looking for when it comes to classic, charming, and luxurious cabin life. Whatever the season, you’ll want to check out these top Connecticut cabins for your next getaway!

Cabins in Connecticut to Book Now

Windy Top Cottage ~ A Romantic “European” Getaway

Pretty blue living room sofa with stone fireplace

This stone cottage in Connecticut is beyond gorgeous. Constructed in 1932, the Windy Tip Cottage once served as the domestic quarters for the staff of wealthy Hartford families who were summering there.

With 1,000 square feet of living space, today the cottage accommodates up to 4 guests in luxurious comfort. The massive stone fireplace is the central focus of the home, and you’re bound to enjoy many evenings sitting before a warm fire. Heading outdoors? Have a campfire in the firepit in the garden.

While this a wonderful choice for two people searching for romantic getaways in CT, this Airbnb is also located near many of the top boarding schools in the area, so it could be an ideal spot for parents visiting their kids or families checking out the nearby schools. 


Lake front cottage with fireplace. Dock & row boat – Sherman, CT

Photo via airbnb; can you imagine a stay at this charming Connecticut cottage on the water?

To me, cottage and cabin are largely interchangeable words. This lake retreat is listed as a cottage, but it has distinct cabin vibes. So it definitely belongs in this list of top Connecticut cabin rentals.

If you are looking to escape the city, you can be in nature here only 90 minutes from NYC. You will have access to the water if you’d like to swim, fish, or head out on the 4 person row boat.

This cute Connecticut cottage sleeps 2 and the property provides firewood for the fireplace, providing everything you need for a comfy, cozy Connecticut cabin experience.


Heavenly Treehouse in Countryside w/ Farm Animals – Willington, CT

Treehouse in Connecticut sits nestled in fall foliage
Photo via vrbo; if you’re looking for a treehouse cabin rental in Connecticut, check this one out!

Without a doubt, this has to be one of the coolest Airbnbs in all of New England. What a stunning property. 

This gorgeous treehouse cabin rental in Connecticut sleeps 4, and the picturesque setting is able to be appreciated by the sheer amount of windows in this unique cabin, letting you feel truly immersed in your natural surroundings.

Heads up that there is no guarantee of running water in this CT rental from November to April due to seasonal freezing of the water line, but there is complimentary firewood for you to take advantage of the lovely firepit area! Oh, and this treehouse is located on lovely Bluebird Farm.


Cosy, modern, forest cabin with babbling brook – Cornwall, CT

White room with red kitchen table and chairs

A very modern, magazine-worthy CT Airbnb cabin, this place is stunning. It also proves that cabins don’t have to be brown and traditional to look amazing.

4 guests can stay in 2 bedrooms in this 1930s renovated cabin. The bright and airy space overlooks a private brook and there is plenty to do nearby, including access to hiking trails.

If you’re visiting Connecticut’s beautiful Litchfield Hills region, this could be an ideal cabin from which to base yourself during your stay.


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

Log cabin in the woods at dusk
Photo via Airbnb.com; something about dusk that makes a Connecticut cabin seem all the more appealing!

There are so many warm and welcoming cabins in Connecticut available through Airbnb and VRBO and all of them have something special to offer.

For this one, 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. 


A-Frame Cottage off Candlewood Lake – New Milford, CT

A white dog sleeping on a rug in front of a fireplace

As the photo suggests, canine pals are welcome at this A-frame cabin in New Milford, CT. (However, please note you must get advanced permission from the owner).

Is there any type of cabin more charming than an A-frame? You’ll adore this one, which was designed by a Finnish architect back in the 1960s. There are unique features like enormous windows and a free-standing fireplace.

The cabin boasts 3 bedrooms, 1 bath, and a large deck affording seasonal views of Candlewood Lake. Private community beach access is available to renters as well.


Adorable, storybook log cabin – Colebrook, CT

Cottage in the woods in the snow

On the hunt for a quaint cabin in Connecticut? Larger groups may want to consider this classic log cabin, able to welcome as many as 9 guests in its 4 bedrooms. 

This Connecticut cabin is situated on 7 acres with its own private pond. While there’s plenty to enjoy outdoors, the cabin itself is equipped for all your needs and entertainment, including a pool table in the basement, a 6-8 person hot tub on the porch, and a meadow behind the cabin with a large trampoline. Kids and adults alike will love this cabin!


Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access – Amston, CT

A historic Connecticut cabin is tucked away beside a stream
Photo via vrbo; can it get more idyllic than this historic cabin in the woods?


Once a blacksmith shop dating back to 1800, this historic home has been upgraded to a luxury Connecticut cabin with thoughtful touches galore, like a jacuzzi tub, fireplace, private waterfall, nearby lake with two stand up paddleboards to use, and there’s even a Tesla charger in the driveway, should you need it!

One of the most beautiful cabins in Connecticut, this lovely rental sleeps ten in its 3000 sq feet, so there’s plenty of space for everyone in this vrbo!


Secluded Cabin for the Perfect Weekend Escape

A rustic looking cabin in Connecticut is situated in the countryside
Photo via vrbo; if you’re looking for a Connecticut cabin in the countryside, this might be the perfect one for you.

This lovely Connecticut cabin has a bit of a rustic feel from the outside looking in, but inside this place is all comfort. Sleeping 5, there’s plenty of space for everyone to enjoy this adorable Connecticut cottage.

Oh, and you’re within walking distance of a waterfall… how ideal is that for a Connecticut cabin getaway?


Classic Lake Cabin w/ Dog Run + Fire Pit + Beach – Coventry Lake, CT

A classic Connecticut lake cottage with wood paneling
Photo via vrbo; this is a great choice for a Connecticut lake cottage!

This Connecticut lake cabin offers so much for its guests, including everything you might need for a day at the lake, like beach towels, kayaks, life jackets, chairs, and yes, even a beach trolley to schlepp it all to the lake!

Sleeping up to 6, you all will have a blast splashing around in the lake during the day and circling around the firepit each night at this charming lake cottage in Connecticut.


Rustic Lakeside Cabin at White Gate Farm – East Lyme, CT

A picture window at a cabin in Connecticut
Photo via vrbo; just look at these lake views at this cabin in Connecticut!

Sleeping four, this beautiful lakefront cabin in Connecticut means it when it says it is lakefront… it is just one foot from Lake Pattagansett! You’ll love waking up to these gorgeous lakeviews in this private CT cabin, and with a kayak, paddleboat, stand up paddleboards, and a private dock, there are plenty of ways for you to get out and enjoy the lake for yourself, too!

This is the perfect lakeside cabin in Connecticut for anyone looking for easy water access and beautiful lake views.


Charming 2 bedroom cottage in Old Lyme, CT- Near Beach!

A garden pathway with trellis leads to a Connecticut cottage
Photo via vrbo; more cottage than cabin, look how adorable this Connecticut vrbo is!

This quaint Connecticut cottage sleeps 2, making it the perfect spot for a romantic getaway! Get ready to get cozy in this sweet little cottage after a long day spent at one of the three beaches you’re given passes for or exploring one of the cute Connecticut beach towns nearby.

Sometimes you just want a cute little cottage in Connecticut to kick back and relax in, and this is certainly a strong contender!

Read these next:

Pin this post for future travel planning!