
Litchfield County vacation rentals
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Top-rated vacation rentals in Litchfield County
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Litchfield County
Guest favorite

Home in Colebrook
5 out of 5 average rating, 29 reviewsStunning Views of the Berkshire Foothills
KristinaRating, 5 stars4 months ago
We enjoyed a fantastic family Thanksgiving weekend in Colebrook. The home is well appointed, spacious, cozy and very comfortable. Everything we needed during our stay was intuitively located and easy to find. For those wanting to experience quintessential New England, the surrounding property itself is an outstanding example and the views are incredible! We were hoping for more wildlife sightings but did get treated to a lucky gang of wild turkeys on Thanksgiving morning. While the weather was cold and rainy/snowy, the home stayed warm and the large fireplace added to the coziness. We did get out for lunch and Christmas shopping in Great Barrington one day and highly recommend the trip. The stores in the quaint downtown offer some exceptional, unique items. Our stay in Colebrook was everything we could have hoped for and we thank Elizabeth for sharing her home with us. Happy holidays!
Top guest favorite

Home in Millerton
4.97 out of 5 average rating, 177 reviewsVacation Home In Millerton
EllenRating, 5 stars1 week ago
Corina was super responsive. Place couldn’t have been better for our needs. Cozy blankets were available to snuggle on the couch while watching March madness on the perfect sized TV. All the amenities we needed were provided.Beds and pillows were very comfy. Highly recommend and we would,o ego come back again!
Superhost

Home in Millerton
4.88 out of 5 average rating, 24 reviewsFarmhouse with a view, hot tub, pool, and fire pit
JakeRating, 5 stars5 months ago
Property was good could be a bit cheaper for the value of it . Host is very good at communicating and house was clean . It did the job
Guest favorite

Guest suite in Wolcott
4.93 out of 5 average rating, 56 reviewsModern cozy, pet friendly
MelissaRating, 5 stars1 week ago
Had a wonderful time at Altin’s place - perfect for a quick overnight near my in-laws. The space was gorgeous, clean & well-appointed. Had everything we needed and more!
Top guest favorite

Cabin in Cornwall
5 out of 5 average rating, 47 reviewsBeautiful Cabin in Cornwall CT.
JanRating, 5 stars1 week ago
Henry's beautiful home and yard provided the perfect getaway for 5 friends who try to get together at least once a year, coming from 3 different states. The large rooms, clean/fresh bed linens and towels, two full bathrooms and spacious living room adjacent to the kitchen gave us jus t the right setting in which to enjoy each other's company. Breakfast at the kitchen table overlooking the backyard was bright and sunny first thing in the morning. We especially liked the backyard patio, which gets sun all day long. After a cold rainy start to our stay, we were able to enjoy a warm afternoon on the patio - sunshine, blue skies, birds, budding trees and the soothing sound of the water fountain and small pond . We found great restaurants in both Kent and in Litchfield. As an avid gardener, I can just picture Henry's beautiful landscaping when all is in bloom later in the season. Very comfortable place to hang out! We wouldn't hesitate to give others a recommendation for Henry's home.
Superhost

Cabin in New Milford
4.83 out of 5 average rating, 132 reviewsA-Frame Cottage off Candlewood Lake
WenlanRating, 5 stars3 months ago
This is our second year at Emily & Carol's cabin. It's homely, cozy, lovely and warm at night with a small fire going and the TV on. We spent the evening assembling legos hah! We had an amazing time looking out towards the lake and would love to come back next year too!
Superhost

Cabin in Canaan
4.9 out of 5 average rating, 50 reviewsUnique, Rustic, and Beautiful
CarolineRating, 5 stars6 months ago
Wonderful rustic country house with all amenities. Authentic in every way. We saw wild turkeys and deer in the back yard. The house overlooks a road so there is some car noise during the day but not much. John replied to a text message promptly and resolved a tiny issue we had. The kitchen has EVERYTHING for foodies and there are farms all around selling fresh products. Highly recommended. Only thing to think of is the driveway is steep so in the winter it may be a challenge and the stone stair access is not handicapped friendly so not for those in wheelchair and not easy for baby strollers. Highly recommended for a getaway from NYC.
Top guest favorite

Home in Goshen
5 out of 5 average rating, 33 reviewsSun-Soaked Chalet Near Lake and Ski Mountain
LaurieRating, 5 stars1 month ago
We love staying at Armand’s house! He is welcoming and so flexible. The house is wonderful; it has everything and is pristine. And the beds are the most comfortable we have ever slept in! Thank you for another incredible stay!
Destinations to explore
- Rentals with a fire pit Litchfield County
- Bed and breakfasts Litchfield County
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- Rentals with a hot tub Litchfield County
- Rentals with pools Litchfield County
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- Rentals with a patio Litchfield County
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- Rentals with a fireplace Litchfield County
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- Yale University
- Catamount Mountain Ski Resort
- Woodmont Beach
- Six Flags New England
- Marvin Beach
- Walnut Public Beach
- Taconic State Park
- Thunder Ridge Ski Area
- Sherwood Island State Park
- The Connecticut Golf Club
- Jennings Beach
- Seaside Beach
- Wildemere Beach
- Burwells Beach
- Fort Trumbull Beach
- Bayview Beach
- Barbara Pine Memorial Beach
- TPC River Highlands
- Opus 40
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- South Pine Creek Beach
- Kent Falls State Park
- Harbor View Beach
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