Cottage vacation rentals in Litchfield County

Find and book unique cottages on Airbnb

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Popular amenities for Litchfield County cottage rentals

Pet-friendly cottage rentals

Guest favorite
A wooden Adirondack chair is positioned on a patio, overlooking a serene lake surrounded by lush greenery. Colorful flower beds with blooming plants add vibrancy, while a tall tree provides shade. The calm water reflects the clear blue sky and distant shoreline.
Cottage in New Fairfield
4.94 out of 5 average rating, 266 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

BrianRating, 5 stars9 months ago
Sweet Dotties Cottage was better than expected. It was right on the water and even had a dock for our boat. It was very clean and exactly as described. The screened in porch was great at night. I highly recommend and will be visiting this property again.
Guest favorite
Cottage in Brookfield
4.91 out of 5 average rating, 34 reviews

Longview Lakehouse - 5 min walk to private beach

ChelseaRating, 5 stars3 months ago
Christienne was very responsive and helpful, the house was just as described and the location was so peaceful and quiet. Unfortunately I had to shorten my stay but I would absolutely be back if the opportunity presents itself.
Superhost
A view of a cottage is presented, nestled against a rock formation. Lush greenery and a heron can be seen in the foreground. The lake, framed by trees, shimmers in the background, while electrical lines run overhead, connecting the serene landscape with the neighborhood.
Cottage in Winsted
4.89 out of 5 average rating, 35 reviews

Cottage Ease.

KurtRating, 5 stars6 months ago
This cute cottage’s was exactly what we were looking for. Our stay was short but Meredith gave us great suggestions for places to eat to help us avoid wasting our minimal time searching. On a fall weekend the neighborhood was quiet. It was a really nice weekend stay for us.
Top guest favorite
Cottage in Washington
4.98 out of 5 average rating, 65 reviews

Riverfront Luxury and Tranquility - Bantam Cottage

MarnyRating, 5 stars7 months ago
Kathy is amazing! She is kind, responsive, helpful and makes you feel her place is yours! It’s so beautiful and cozy!!! It’s clean and has all the amenities you need! Also all beds are so comfortable!! If you want a cozy warm stay in a peaceful place…. Book now!
Guest favorite
Cottage in Canaan
4.9 out of 5 average rating, 21 reviews

Historical Falls Village Schoolhouse

AdamRating, 5 stars3 months ago
A great stay. His often does one get to stay in an old schoolhouse. Historic space with with beautiful details finished with mid modern decor.
Superhost
Cottage in Goshen
4.73 out of 5 average rating, 45 reviews

Lake Cottage in Goshen, CT

LindaRating, 5 stars9 months ago
Stayed at Adam and Nicole’s place for two nights while attending a festival nearby. Was a good size for myself, my daughter and a friend. The place itself is adorable and comfortable. Like staying in the three bears house in the woods with wifi, and gorgeous private wooded backyard and view to the lake across the road. The upstairs was a little stagnant upon arrival, but we opened the windows and put the fans on, which made it much better for sleeping at night. The house book and notes were very helpful. Kitchen and bathroom clean and well stocked! Loved it! Best of all, the hosts were accommodating and communicative. 🥰
Top guest favorite
A historic cottage is nestled among lush greenery, featuring a sloped roof and stone accents. Two lounge chairs are positioned on a manicured lawn, and large trees provide shade. Vibrant shrubs and garden plants enhance the peaceful outdoor setting.
Cottage in Litchfield
4.99 out of 5 average rating, 84 reviews

The House on the Hill

SylviaRating, 5 stars6 months ago
We've stayed several times over the past year or so--Ina's cottage is our favorite weekend getaway from the city. The setting is just right--you can see the sunrise and sunset from its hilltop location, which offers lovely views across the surrounding countryside. Last weekend, we watched bluebirds feeding in the meadows nearby. Inside, the cottage is charming and filled with characterful furnishings and decor. All is immaculate and thoughtfully equipped from kitchen to bathrooms for a comfortable stay. We love the privacy that Ina's space provides with options for good restaurants, swimming, and hiking nearby in surrounding towns. Ina, we loved the pumpkin and gourds in the cottage and thank you again for a delightful stay.
A rustic cabin is framed by lush green trees, positioned along a quiet road. Surrounding shrubs add to the natural ambiance, while the cabin's wooden exterior presents a classic rural charm.
Cottage in Sharon
4.73 out of 5 average rating, 234 reviews

Rural small cabin with river view and access.

MichaelRating, 5 stars5 months ago
Bill and his place are absolutely amazing. I’d write a better review but I don’t want people to take it away from me. Just an amazing space and place.

Private cottage rentals

Superhost
A fire pit is surrounded by six black Adirondack chairs on a grassy shore, offering a serene view of a calm lake. The backdrop features trees displaying autumn colors, enhancing the tranquil lakeside setting.
Cottage in Bethlehem
New place to stay

Lakefront Charming Cottage Retreat

MarcRating, 5 stars2 weeks ago
Perfect Lakeside Getaway! This lake cottage is an absolute gem! The space was clean, cozy, and thoughtfully set up for a relaxing stay. The lake views were stunning, and having easy access to the water made for a perfect getaway. The hosts were incredibly responsive and welcoming, ensuring everything was just right. Whether you're looking for a peaceful retreat or a spot to enjoy nature, this place is a fantastic choice. Can't wait to book again!
Seating options are positioned near the riverbank, offering a view of the calm water. A small fire pit is surrounded by stones, and a sandy area is visible by the river's edge. Lush green trees provide shade in the tranquil outdoor space.
Cottage in Sharon
4.65 out of 5 average rating, 144 reviews

Quiet West Cornwall cottage with river view/access

LaurieRating, 5 stars6 months ago
We had a great fall weekend with friends at Bills place. Weather was gorgeous, did a few hikes, checked out a few local restaurants, grilled some steaks at the house, but mostly enjoyed the serenity by the river and enjoyed the fire pit each night. Bill was a great host who recommended a lot to do in the area, his house was furnished with just about everything we needed! He was very quick with a response if we had a question. It was a great get away at the most perfect time of year! Thanks to Bill for letting us use his home!
A round wooden table surrounded by six chairs is positioned on a brick patio, nestled among tall trees. The ground is partially covered with snow, indicating a serene, wintery setting in a secluded outdoor area.
Cottage in Goshen
4.63 out of 5 average rating, 32 reviews

Peaceful Goshen Cottage w/ Screened Porch & Views!

RachaelRating, 5 stars3 months ago
This home was wonderful. It had a cozy feel, great location, and had all the amenities needed for our snowboarding weekend. My kids also loved the murphy bed! Thank you for an amazing stay.
A spacious deck is showcased, equipped with a circular dining table and four chairs. An umbrella offers shade, while lush greenery surrounds the area. A scenic view of the lake is visible in the background, enhancing the outdoor atmosphere.
Cottage in Plymouth
4.5 out of 5 average rating, 10 reviews

Modern Terryville Cottage w/ Deck & Lake View!

JeanmarieRating, 5 stars6 months ago
The host contact was extremely responsive and helpful with setting up an early check-in. The home is beautiful and exactly as pictured. The driveway is very small but we had no problem tucking 4 cars in. Service in the area is shotty but good wifi in the house. Overall a lovely stay!
A peaceful lakeshore view displays a charming lakehouse surrounded by lush greenery. A wooden dock extends into the calm water, with a kayak resting nearby. Outdoor seating areas with umbrellas can be seen on the lawn, enhancing the serene atmosphere of the property.
Cottage in Morris
4.59 out of 5 average rating, 17 reviews

Lakefront Cottage w/Dock, Kayaks

AmandaRating, 5 stars9 months ago
Excellent spot! The cabin was just as described. It shows the expected signs of wear and tear but had everything our family needed. And David went above and beyond to make sure we were enjoying our stay- he’s a great host. We swam, used the kayaks and floats, enjoyed the fire pit, and left with very fond memories.

Destinations to explore