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 Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
16–23 Nov
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
22–29 Oct
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sept
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
2–9 Oct
Home in Litchfield
4.94 out of 5 average rating, 33 reviewsWoodland Country Retreat w/ Pool Near Wineries
24–31 May
Home in Morris
4.91 out of 5 average rating, 65 reviewsLuxury Compound, Pool, Gym, Tree House, Game Barn
17–24 May
Home in Morris
5.0 out of 5 average rating, 18 reviewsHistorical Luxury Farm House w/ Guest House
19–26 Jan
Home in Morris
4.97 out of 5 average rating, 31 reviewsChic restored barn on 6 acr with saltwater pool
11–18 Feb
Weekly house rentals
Home in Pawling
5.0 out of 5 average rating, 187 reviewsHobbit House of Pawling
11–18 Aug
Home in Millerton
4.96 out of 5 average rating, 115 reviewsVacation Home In Millerton
3–10 Apr
Home in Southwick
4.99 out of 5 average rating, 182 reviewsLinny's Lakeview Cottage
21–28 Aug
Home in Great Barrington
4.96 out of 5 average rating, 214 reviewsJaw dropping mountain & lake views
6–13 Apr
Home in Cornwall
4.98 out of 5 average rating, 53 reviewsThe Brookside Barn
25 Mar – 1 Apr
Home in Morris
5.0 out of 5 average rating, 18 reviewsUB’s Corner
13–20 Apr
Home in Torrington
4.99 out of 5 average rating, 85 reviewsCountry living at it's finest
5–12 Oct
Home in Litchfield
5.0 out of 5 average rating, 13 reviewsSpacious Country Comfort
29 Nov – 6 Dec
Private house rentals
Home in Litchfield
5.0 out of 5 average rating, 28 reviewsBantam Beauty: Surrounded By Nature!
23–30 Apr
Home in Goshen
5.0 out of 5 average rating, 16 reviewsSun-Soaked Chalet Near Lake and Ski Mountain
15–22 Nov
Home in Torrington
4.92 out of 5 average rating, 60 reviewsCharming Home in Litchfield County on a MAIN ROAD!
22–29 Sept
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
22–29 Oct
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
22–29 Dec
Home in Harwinton
4.97 out of 5 average rating, 62 reviewsDirect Waterfront with Private Beach - Entire Home
2–9 Feb
Home in Litchfield
4.89 out of 5 average rating, 19 reviewsLitchfield country escape
15–22 Jun
Home in Watertown
4.89 out of 5 average rating, 38 reviewsTiny Home Away From Home - Complete Privacy, Peace
22–29 Jun
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
2.9K reviews
Nightly prices starting at
£72 before taxes and fees
Destinations to explore
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