8 Charming Cabins in Connecticut to Book Now

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In the fall or winter, there’s nothing so cozy as a cabin. Heck, they can be great in spring and summer, too. These 8 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 8 spots.

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Windy Top Cottage ~ A Romantic “European” Getaway

This stone cottage 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.

Romantic, English countryside decor makes this a wonderful choice for two people searching for romantic getaways in CT. However, this Airbnb is 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 Cottage w/ Views & Fireplace – Sherman, CT

Photo via Airbnb.com

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 two private beaches on both Candlewood Lake and Green Pond and can enjoy the views from the spacious deck. 

The property sleeps 5 in 2 bedrooms. There is a cozy fireplace. jacuzzi bathtub, and gas BBQ- so you’ve got your cabin essentials covered–but you’re also getting a full kitchen, free parking, lake access, hiking, and more. And peace and quiet is virtually guaranteed in this private gated community.


Historic, secluded stone cabin – Bloomfield, CT

Cozy cabin interior with sofa and fireplace
Photo via Airbnb.com

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

A secluded stone cabin in Bloomfield (a suburb of Hartford), this CT Airbnb invites up to 6 guests to get cozy. 

This is a 2-story cabin that has a kitchen, full bath, and stone fireplace, as well as stone patios and an outdoor fireplace. There is also a beautiful swimming pool just next to it. From the pool area, you’ll have a view of the historic, imposing main property just up the hill (a gorgeous stone mansion). This cabin is located within the grounds of a historic landmark on top of Talcott Mountain. You have easy access to lots of nearby attractions, too, so you’ll definitely have an excellent vacation. 


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

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

Photo via Airbnb.com

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 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

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 the 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

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 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!


Private Oasis-Charming Log Cabin-5 country acres – North Stonington, CT

This spacious and classic cabin is not too far from the coast, located in Stonington, CT. An excellent base for exploring Mystic and nearby beaches, this private log cabin is on 5 acres. 

6 guests can make themselves at home in 3 bedrooms and enjoy all that the property has to offer. Front and back porches allow for lovely, serene bird watching, the spacious and cozy living room is perfect for relaxation, and the property itself has much to explore, including a pond and a barn. In the summer months, take a dip in the in-ground pool.

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