House vacation rentals in Litchfield County

Find and book unique houses on Airbnb

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Popular amenities for Litchfield County house rentals

House rentals with a pool

Top guest favorite
Home in Athens
4.95 out of 5 average rating, 140 reviews

Private lakefront home, hot tub & resort amenities

KathrynRating, 5 stars1 week ago
My friends and I spent the long weekend here for my bachelorette, we definitely could not have found a better place! Each room has been decorate with such style and care, everyone was blown away that it was even cuter in person. There was plenty of space for everyone to be comfortable, and the two living spaces were perfect for us to hang out and play games. We were also able to put to use the included kayaks as well at the hot tub, which was perfect for the unexpectedly chilly end to our weekend. Vincent’s instructions were super clear and communicated ahead of time, not to mention, it felt like all of our needs were anticipated with included toiletries and kitchen/bar supplies. The stay was seamless start to finished. We definitely hope to stay here again!
Guest favorite
Home in Stormville
4.94 out of 5 average rating, 179 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars6 months ago
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars3 weeks ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Top guest favorite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Top guest favorite
Home in Kent
4.96 out of 5 average rating, 26 reviews

Country retreat on 4 private acres

CaseyRating, 5 stars1 month ago
We sought out a quiet and peaceful place we could stay after a long winter. We got exactly that with Monica's home in Kent, Connecticut. We traveled with two dogs and our toddler. This home was able to accommodate that. Our toddler has a lot of energy and seeking out a place where we could get all of his energy out but still maintain a peaceful atmosphere, so we thought, would be hard. But tucked away in the beautiful forest of Kent, we found a place where our toddler could run through the large property and he had plenty of activities inside as well. Monica had everything equipped for families with children. Due to weather, the internet went out the day before we were to check out and unfortunately remained that way the remainder of the trip. But Monica was quick to inform me and we were able to find plenty of activities to do in the home. We truly appreciated all the amenities that this home had to offer for a peaceful and relaxing stay.
Top guest favorite
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MollieRating, 5 stars2 weeks ago
Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.
Guest favorite
Home in Catskill
4.91 out of 5 average rating, 111 reviews

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

EliezerRating, 5 stars1 week ago
This property is beautiful! The house and amenities are actually just as nice in real and every detail was so thought out. Arp really has good taste and communicated well throughout our stay.
Guest favorite
Home in Germantown
4.95 out of 5 average rating, 128 reviews

Hilltop modern with stunning mountain views

DaisyRating, 5 stars2 weeks ago
The house was beautiful and very family friendly. They greeted us with milk, orange juice and a carton of eggs in the fridge. They even had a selection of beer testers for my husband to try. We had an issue with the pool heater not turning on and both host were very helpful and responsive. I loved the hand drawn map guide they made me when I could not locate something ! They even got someone out there that same evening. Especially on Memorial Day weekend I was impressed on how quickly. I would definitely recommend this home to anybody and will go back if I’m ever in the area again.

Weekly house rentals

Top guest favorite
Home in Torrington
5 out of 5 average rating, 25 reviews

Quiet and Cozy Getaway

KarenRating, 5 stars1 week ago
We came in for a bridal shower. I 100% recommended to other out of towners this listing. Wanted to stay a few more days but our schedules wouldnt allow. It is definitely worth the 5 star review!! Will be staying here in the future to visit my sister less then 2 miles away!!
Guest favorite
Home in Cornwall
4.88 out of 5 average rating, 17 reviews

Gunn Brook Mountain House

KathrynRating, 5 stars1 week ago
This charming, rural home has a touch of mid-century fun throughout. But the best part is the gorgeous lawn and waking up to the sound of the rushing brook right outside the window. Rebecca was so friendly and responsive and included lots of little touches that were very thoughtful.
Guest favorite
Home in Warren
5 out of 5 average rating, 16 reviews

Magical Woodland Getaway

KayRating, 5 stars1 month ago
Lovely home, beautifully decorated, in great country setting with easy access to neighboring towns. Our host was very responsive.
Top guest favorite
Home in Sharon
5 out of 5 average rating, 28 reviews

Nature lover’s retreat in NWCT, breathtaking views

ScottRating, 5 stars5 months ago
Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!
Top guest favorite
Home in Washington
4.96 out of 5 average rating, 55 reviews

Lake View Cottage

KatieRating, 5 stars2 weeks ago
Enjoyed staying 4 nights. The house is beautifully designed and decorated with lots of natural light. Great location across the street from the Lake and walking distance to New Preston shops, coffee and restaurants. Enjoyed daily morning walks around the Lake. David was a great host- responds within minutes, easy check-in and check out. Highly recommend.
Guest favorite
Home in Litchfield
5 out of 5 average rating, 44 reviews

4 Bedroom Home Tucked Away in Litchfield Hills

MatthewRating, 5 stars2 weeks ago
My wife, our two kids, and our friends who also have kids had a spectacular time staying at Lindsey's over Memorial Day Weekend. We booked last minute but were very pleasantly surprised at how much fun we ended up having in the area as well as Lindsey's place in particular. It's a beautiful house, immaculately kept, easy check in and check out, with absolutely everything we could possibly have needed. There were all kinds of really fun activities for the kids and us both at the house and in the surrounding neighborhoods which made our stay memorable. We'd highly recommend this spot for anyone, especially with kids, looking for a weekend or longer getaway. Thanks so much, Lindsey!
Top guest favorite
Home in Litchfield
5 out of 5 average rating, 37 reviews

Spacious Country Comfort

SarahRating, 5 stars1 week ago
Thank you for letting us stay at your place! It worked out so well and we appreciate having all the space.
Guest favorite
Home in Litchfield
4.94 out of 5 average rating, 31 reviews

"Tranquil Litchfield Retreat"

BrittanieRating, 5 stars2 weeks ago
Clean & cozy home, exactly as listed. Firepit and yard were great. Thanks again!

Private house rentals

Top guest favorite
Home in Plymouth
4.98 out of 5 average rating, 41 reviews

Don’t miss out on this cozy New England escape!

PriscillaRating, 5 stars3 days ago
Shawn's home provided a perfect place for my husband, mother and myself spend time with my son and daughter-in-law that are now attending college in CT. The home was spacious and made it possible for us to cook and to gather around a table for a family meal. The hot tub, fire pit table and grill was a great addition. There are also plenty of games available. The beds are super comfy! We wanted to take advantage of the skatepark but no one brought a board :-( The property and home are very beautiful. We had such a great time and won't forget how peaceful our stay was. Shawn is very responsive, informative and polite. Thank you for a wonderful stay.
Guest favorite
Home in Litchfield
4.83 out of 5 average rating, 40 reviews

The Inn at Knife Shop Falls- Historic Waterfront

MeredithRating, 5 stars4 months ago
Our getaway for the weekend was perfect! We enjoyed the home, pond and a nearby preserve for a hike. Thank you for the stay!
Top guest favorite
Home in Pleasant Valley
5 out of 5 average rating, 27 reviews

The Wildflower House

MatthewRating, 5 stars3 weeks ago
Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!
Guest favorite
Home in Roxbury
4.9 out of 5 average rating, 49 reviews

Artist's Retreat In The Woods | Five-Acre Backyard

KristyRating, 5 stars2 weeks ago
Our son attends a nearby boarding school, and during our visits, we have stayed at hotels and other Airbnbs. This home was one of our favorites. My husband commented that “this was easily my favorite place we’ve stayed.” We enjoyed the kitchen/living room layout to cook and hangout, and the bed was very comfortable. There are two hiking trails, both less than 10 minutes away, that we enjoyed while here, too. I definitely recommend a stay here.
Guest favorite
Home in Bridgewater
5 out of 5 average rating, 31 reviews

The Art House: 5-Acre Getaway w/ AC & Firepit

LisaRating, 5 stars1 month ago
Lovely stay at Jon's place. The house was very clean, great attention to details, and extremely comfortable beds. The outdoor fire pit patio is perfect or sunset viewing. The hosts were very responsive.
Superhost
Home in Torrington
4.9 out of 5 average rating, 96 reviews

Charming Home in Litchfield County on a MAIN ROAD!

JulieRating, 5 stars2 weeks ago
Perfect placement, central to our needs. I love the fact my dog didn't have to be in a crate while we were out. I also love that there were laundry and dishwasher pods. Fantastic stay overall.
Top guest favorite
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars3 months ago
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Top guest favorite
Home in Harwinton
5 out of 5 average rating, 12 reviews

Harwinton Cottage

SeanRating, 5 stars3 months ago
The house is absolutely gorgeous and is in a quiet neighborhood. But it's also not too far from shops and things to do. Our host was very responsive and accommodating and I would recommend booking this house any time.

Destinations to explore