House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Litchfield house rentals
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Apr 1 – 8
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Jan 27 – Feb 3
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
Dec 14 – 21
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Sep 30 – Oct 7
Home in Litchfield
4.94 out of 5 average rating, 33 reviewsWoodland Country Retreat w/ Pool Near Wineries
Sep 13 – 20
Home in Morris
5.0 out of 5 average rating, 18 reviewsHistorical Luxury Farm House w/ Guest House
Jan 19 – 26
Home in Warren
5.0 out of 5 average rating, 16 reviewsFarm Valley Cottage + 60 ft Pool
Nov 30 – Dec 7
Home in Woodbury
5.0 out of 5 average rating, 8 reviewsBeautiful Litchfield - 2 homes in one
Apr 24 – May 1
Weekly house rentals
Home in Pawling
5.0 out of 5 average rating, 187 reviewsHobbit House of Pawling
Sep 3 – 10
Home in Warren
4.84 out of 5 average rating, 114 reviewsSun Hill Farm
Dec 26 – Jan 2
Home in Great Barrington
4.96 out of 5 average rating, 214 reviewsJaw dropping mountain & lake views
Apr 23 – 30
Home in Cornwall
4.98 out of 5 average rating, 53 reviewsThe Brookside Barn
Jan 29 – Feb 5
Home in Torrington
4.99 out of 5 average rating, 85 reviewsCountry living at it's finest
Jun 18 – 25
Home in Litchfield
5.0 out of 5 average rating, 13 reviewsSpacious Country Comfort
Oct 18 – 25
Home in Litchfield
5.0 out of 5 average rating, 19 reviewsThe Doctor’s 1781 House on the Litchfield Green
Aug 12 – 19
Home in Morris
5.0 out of 5 average rating, 18 reviewsUB’s Corner
Nov 16 – 23
Private house rentals
Home in Litchfield
5.0 out of 5 average rating, 28 reviewsBantam Beauty: Surrounded By Nature!
Apr 23 – 30
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
Oct 21 – 28
Home in Torrington
4.92 out of 5 average rating, 59 reviewsCharming Home in Litchfield County on a MAIN ROAD!
Sep 22 – 29
Home in Watertown
4.89 out of 5 average rating, 38 reviewsTiny Home Away From Home - Complete Privacy, Peace
May 29 – Jun 5
Home in Harwinton
4.97 out of 5 average rating, 62 reviewsDirect Waterfront with Private Beach - Entire Home
Jun 14 – 21
Home in Litchfield
4.89 out of 5 average rating, 19 reviewsLitchfield country escape
Jun 15 – 22
Home in Torrington
4.95 out of 5 average rating, 21 reviewsNewly Renovated 3 Bedroom Home
Aug 29 – Sep 5
Home in Southington
4.96 out of 5 average rating, 72 reviewsConnecticut Chalet - Private Pond, Firepit, Views!
Sep 14 – 21
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
€ 84 before taxes and fees
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