House holiday rentals in Litchfield
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Top-rated house rentals in Litchfield
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Litchfield
House rentals with a pool
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
17–24 Oct
Home in Staatsburg
4.98 out of 5 average rating, 105 reviewsHilltop Escape ~ 25 acre private retreat
18–25 Apr
Home in Morris
4.91 out of 5 average rating, 64 reviewsLuxury Compound, Pool, Gym, Tree House, Game Barn
7–14 May
Home in Litchfield
4.94 out of 5 average rating, 33 reviewsWoodland Country Retreat w/ Pool Near Wineries
29 Sep – 6 Oct
Home in Morris
5.0 out of 5 average rating, 18 reviewsHistorical Luxury Farm House w/ Guest House
20–27 Oct
Home in Morris
4.97 out of 5 average rating, 31 reviewsChic restored barn on 6 acr with saltwater pool
14–21 Apr
Home in Warren
5.0 out of 5 average rating, 16 reviewsFarm Valley Cottage + 60 ft Pool
3–10 Nov
Home in Goshen
5.0 out of 5 average rating, 46 reviewsSuperb Lakefront Getaway with Family and Friends
1–8 Oct
Weekly house rentals
Home in Pawling
5.0 out of 5 average rating, 186 reviewsHobbit House of Pawling
12–19 Oct
Home in Warren
4.84 out of 5 average rating, 114 reviewsSun Hill Farm
23–30 Dec
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
21–28 Nov
Home in Cornwall
4.98 out of 5 average rating, 53 reviewsThe Brookside Barn
28 Jan – 4 Feb
Home in Litchfield
5.0 out of 5 average rating, 12 reviewsSpacious Country Comfort
31 Oct – 7 Nov
Home in Torrington
4.99 out of 5 average rating, 85 reviewsCountry living at it's finest
29 Jul – 5 Aug
Home in Litchfield
5.0 out of 5 average rating, 19 reviewsThe Doctor’s 1781 House on the Litchfield Green
10–17 Jan
Home in Morris
5.0 out of 5 average rating, 18 reviewsUB’s Corner
26 Nov – 3 Dec
Private house rentals
Home in Litchfield
5.0 out of 5 average rating, 28 reviewsBantam Beauty: Surrounded By Nature!
15–22 Sep
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
23–30 Jul
Home in Watertown
4.89 out of 5 average rating, 38 reviewsTiny Home Away From Home - Complete Privacy, Peace
9–16 Jun
Home in Goshen
5.0 out of 5 average rating, 16 reviewsSun-Soaked Chalet Near Lake and Ski Mountain
26 Dec – 2 Jan
Home in Litchfield
4.89 out of 5 average rating, 19 reviewsLitchfield country escape
3–10 Jun
Home in Harwinton
4.97 out of 5 average rating, 62 reviewsDirect Waterfront with Private Beach - Entire Home
11–18 Mar
Home in Kent
4.95 out of 5 average rating, 20 reviewsCozy Spring Getaway
12–19 Oct
Home in Southington
4.96 out of 5 average rating, 72 reviewsConnecticut Chalet - Private Pond, Firepit, Views!
22–29 Oct
Quick stats about house rentals in Litchfield
Total rentals
80 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
2.9T reviews
Nightly prices starting at
₹7,507 before taxes and fees
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