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 Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Dec 27 – Jan 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 Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Dec 14 – 21
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in Staatsburg
4.98 out of 5 average rating, 105 reviewsHilltop Escape ~ 25 acre private retreat
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
May 27 – Jun 3
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Oct 1 – 8
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Nov 22 – 29
Weekly house rentals
Home in Pawling
5.0 out of 5 average rating, 188 reviewsHobbit House of Pawling
Aug 13 – 20
Home in Danbury
4.99 out of 5 average rating, 336 reviewsBEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!
Jan 30 – Feb 6
Home in Catskill
4.96 out of 5 average rating, 136 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Sep 21 – 28
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Mar 17 – 24
Home in Rhinebeck
5.0 out of 5 average rating, 164 reviewsEagle Rock House
Sep 9 – 16
Home in Southwick
4.99 out of 5 average rating, 182 reviewsLinny's Lakeview Cottage
Aug 21 – 28
Home in Millerton
4.96 out of 5 average rating, 115 reviewsVacation Home In Millerton
Mar 19 – 26
Home in Cornwall
4.98 out of 5 average rating, 53 reviewsThe Brookside Barn
Jan 1 – 8
Private house rentals
Home in Bethlehem
4.94 out of 5 average rating, 33 reviewsThe Bethlem Lake House, Lake Side Relaxation!
Oct 27 – Nov 3
Home in Litchfield
5.0 out of 5 average rating, 37 reviewsThe Main Farmhouse at Gray Rock Farm
Jan 14 – 21
Home in Cornwall
5.0 out of 5 average rating, 22 reviewsThe Farmhouse
Oct 18 – 25
Home in Litchfield
4.94 out of 5 average rating, 33 reviewsWoodland Country Retreat w/ Pool Near Wineries
Oct 21 – 28
Home in Litchfield
5.0 out of 5 average rating, 28 reviewsBantam Beauty: Surrounded By Nature!
Nov 26 – Dec 3
Home in Morris
5.0 out of 5 average rating, 18 reviewsHistorical Luxury Farm House w/ Guest House
Sep 15 – 22
Home in Bethlehem
5.0 out of 5 average rating, 18 reviewsLakeview Expanse
Oct 1 – 8
Home in Morris
4.91 out of 5 average rating, 65 reviewsLuxury Compound, Pool, Gym, Tree House, Game Barn
May 17 – 24
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
$90 before taxes and fees
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- Family travel hub Tips and inspiration
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