Holiday rentals in Litchfield
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Top-rated holiday rentals in Litchfield
Guests agree: these stays are highly rated for location, cleanliness and more.
Guest suite in Watertown
4.91 out of 5 average rating, 162 reviewsLrg Studio Apartment - walk to Taft
Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!
3–10 Aug
Guest suite in Goshen
4.95 out of 5 average rating, 140 reviewsBirchwood Hide-Away
Birchwood Hide-away is the ideal spot for the relaxing getaway in the foot of the Berkshire Mountains. This beautiful, 2 bedroom lower level apartment is bathed in natural light with a gorgeous wooded backdrop. A full kitchen, 2 full bathrooms and big living room make this the easy spot to come back after a hike, kayak, lake day or ski trip to put your feet up. Easy, private access to this location make getting in and out a breeze. Wineries, chocolatiers and distilleries all within minutes.
17–24 Apr
Guest suite in Bethlehem
4.99 out of 5 average rating, 194 reviewsBreezy Crest private & restful w/antique charm
Escape to this charming and historic two-story 1841 suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and ski slopes.
9–16 May
Holiday rentals for every style
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Popular amenities for Litchfield holiday rentals
Other great holiday rentals in Litchfield
Guest suite in Litchfield
4.98 out of 5 average rating, 41 reviewsSpacious private guest suite at Gray Rock Farm
3–10 Jun
Flat in Litchfield
4.97 out of 5 average rating, 35 reviewsThe Litchfield Nook - Cozy Uptown Apartment
30 Jul – 6 Aug
Guest house in Litchfield
4.89 out of 5 average rating, 9 reviewsCozy remodeled Cottage
11–18 Jun
Home in Litchfield
4.97 out of 5 average rating, 36 reviewsAdorable, fully renovated house in Litchfield, CT!
16–23 Apr
Chalet in Litchfield
5.0 out of 5 average rating, 4 reviewsSerenityCT
26 Feb – 5 Mar
Cottage in Bethlehem
5.0 out of 5 average rating, 27 reviewsCottage Getaway | Peaceful Setting | Pet Friendly
6–13 Sep
Guest suite in Litchfield
4.94 out of 5 average rating, 85 reviewsCountry Suite
6–13 Oct
Guest house in Sharon
5.0 out of 5 average rating, 59 reviewsCottage with a Waterfall View
19–26 Aug
Flat in Bethlehem
5.0 out of 5 average rating, 77 reviewsC&C Rush Haven Farm, A Sanctuary for All Life!
30 Sep – 7 Oct
Guest suite in Plymouth
5.0 out of 5 average rating, 20 reviewsSecluded | Cozy | Nature
10–17 Nov
Home in Morris
5.0 out of 5 average rating, 18 reviewsHistorical Luxury Farm House w/ Guest House
16–23 Apr
Farm stay in Bethlehem
5.0 out of 5 average rating, 10 reviewsThe Loft @ Sun One Organic Farm
24 Feb – 3 Mar
Quick stats about holiday rentals in Litchfield
Total rentals | 130 properties |
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Rentals with a pool | 20 properties have a pool |
Pet-friendly rentals | 50 properties allow pets |
Family-friendly rentals | 100 properties are a good fit for families |
Total number of reviews | 5T reviews |
Nightly prices starting at | ₹7,504 before taxes and fees |
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- Rentals with outdoor seating Litchfield
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