Vacation rentals with a pool in Litchfield
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Litchfield
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Sep 30 – Oct 7
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Aug 21 – 28
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 27 – Oct 4
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Oct 15 – 22
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Oct 14 – 21
Home in Litchfield, Connecticut, US
4.94 out of 5 average rating, 33 reviewsWoodland Country Retreat w/ Pool Near Wineries
Sep 30 – Oct 7
Home in Morris, Connecticut, US
5.0 out of 5 average rating, 18 reviewsHistorical Luxury Farm House w/ Guest House
Sep 22 – 29
Home in Woodbury
5.0 out of 5 average rating, 8 reviewsBeautiful Litchfield - 2 homes in one
Apr 23 – 30
Condo rentals with a pool
Condo in Danbury
4.82 out of 5 average rating, 11 reviewsQuaint spacious unit,A+ location
Jun 23 – 30
Condo in New Britain
4.87 out of 5 average rating, 39 reviewsBeautiful Space All For You!
Sep 2 – 9
Condo in Farmington, Connecticut, US
4.8 out of 5 average rating, 50 reviewsFarmington -NEWLY UPDATED NEAR UCONN HC and WEHA
Feb 26 – Mar 5
Condo in Punta Cana, Dominican Republic
3.75 out of 5 average rating, 4 reviewsBeach apartment in front of Hard Rock Hotel
Dec 21 – 28
Quick stats about vacation rentals with a pool in Litchfield
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
780 reviews
Nightly prices starting at
G$25,101 GYD before taxes and fees
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