Cottage holiday rentals in Litchfield County

Find and book unique cottages on Airbnb

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Popular amenities for Litchfield County cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Plymouth
5 out of 5 average rating, 13 reviews

Summer Escape w/ Hot Tub + Lake Access

AnanyaRating, 5 stars2 weeks ago
Our family of five loved staying at Yoka and Val's place. The location is very quiet with a peaceful pond across the street. The house itself is very clean and comfortable with everything you need - towels, soap, shampoo, conditioner, coffee and spices - easily available. The beds were also very comfortable. The best part, of course, was the private hot tub in the back yard. It was set in a canopy for extra privacy and wind protection. We loved it. We would definitely stay here again if in the area.
Superhost
Cottage in Kent
4.84 out of 5 average rating, 230 reviews

NEW - Hot Tub - Mohawk Mtn - Appalachian Trl

LeonardoRating, 5 stars1 week ago
Second stay at Martin’s place and it was even more pleasant that the first. The house was very organized when we arrived, and the clean decor makes the environment peaceful and relaxing. It’s right off the road, but not noisy, which makes it convenient to go to Kent town center. We’ll be going back!
Guest favourite
Cottage in Kent
4.88 out of 5 average rating, 83 reviews

1 Bed Pond Cottage w/ Pool/Hot tub/Sauna access

TeadoraRating, 5 stars2 months ago
The home was spotless and the view was even better than the photos. The living room has tons of windows and great fireplace.
Superhost
Cottage in Norfolk
4.93 out of 5 average rating, 15 reviews

The Cottage at Blackberry River Inn

RohitRating, 5 stars2 months ago
The Cottage at Blackberry River Inn was beautiful and exactly what we needed for the weekend. Breakfast was included and wonderful. This place is a gem and we will be back for sure.

Pet-friendly cottage rentals

Guest favourite
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
Cottage in Winsted
4.89 out of 5 average rating, 35 reviews

Cottage Ease.

KurtRating, 5 stars7 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 favourite
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!
Cottage in Sharon
4.64 out of 5 average rating, 145 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!
Guest favourite
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 favourite
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.
Cottage in Sharon
4.72 out of 5 average rating, 236 reviews

Rural small cabin with river view and access.

JoshRating, 5 stars1 week ago
Amazing weekend out with my dog. Bill was accommodating and very helpful. Highly recommend!

Private cottage rentals

Cottage in Morris
4.15 out of 5 average rating, 13 reviews

Viewpoint Cottage with Dock, Kayaks

DawnRating, 5 stars46 months ago
A little slice of heaven here! Check in was very easy & greeted by hosts. The cottage had everything we needed. Bring k-cups for the coffee maker though! Fridge & freezer & full kitchen, full bathroom. Spacious rooms, comfy bed & clean. We enjoyed our meals on the screened in porch while admiring the lake. Areas to sit by the water & swimming area w/dock. Floats & kayaks too! Very happy w/our stay!!!
Superhost
Cottage in Bethlehem
New place to stay

Lakefront Charming Cottage Retreat

MarcRating, 5 stars1 month 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!
Cottage in Plymouth
4.5 out of 5 average rating, 10 reviews

Modern Terryville Cottage w/ Deck & Lake View!

JeanmarieRating, 5 stars7 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!
Cottage in Morris
4.59 out of 5 average rating, 17 reviews

Lakefront Cottage w/Dock, Kayaks

AmandaRating, 5 stars10 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.
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.
Cottage in Morris
4.71 out of 5 average rating, 17 reviews

VillaRosa-Bantam Lake - Cozy 2-bedroom Cottage

ShoshanaRating, 5 stars10 months ago
We found the house very comfortable and, for the most part, well-equipped. We loved the setting, near Bantam Lake, restaurants, and a nature reserve. Our one piece of advice to future guests is to find out whether the owner has resolved how guests can access the lake. We were told that there were two small strips of land that could be used for that purpose, but a landowner near them said that both were in private hands and not accessible. After talking with the landowner, we were able to arrange to swim early each morning, but there was no way to sit by the water or sunbath there - unless one drove three miles to Sandy Beach.

Destinations to explore