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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.
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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
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Guest favorite
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
![](https://a0.muscache.com/im/pictures/24382374/64a0e78b_original.jpg?im_w=720)
Guest favorite
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
![](https://a0.muscache.com/im/pictures/663d0573-1f9d-4dc2-ab96-66cda7c06584.jpg?im_w=720)
Guest favorite
Home in Catskill
4.93 out of 5 average rating, 167 reviewsThe Grandview | Catskill, NY
![](https://a0.muscache.com/im/pictures/82326747/67256df7_original.jpg?im_w=720)
Guest favorite
Home in Putnam Valley
4.93 out of 5 average rating, 183 reviewsPutnam Valley Escape
![](https://a0.muscache.com/im/pictures/40071198/9a97c8dc_original.jpg?im_w=720)
Superhost
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
![](https://a0.muscache.com/im/pictures/9d4807ba-17c0-4f14-a91a-d9a651edca11.jpg?im_w=720)
Superhost
Home in Lagrangeville
4.85 out of 5 average rating, 123 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
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Guest favorite
Home in Litchfield
4.94 out of 5 average rating, 34 reviewsWoodland Country Retreat w/ Pool Near Wineries
![](https://a0.muscache.com/im/pictures/72107dc2-8990-4efc-87fe-a9887d2c5f82.jpg?im_w=720)
Guest favorite
Home in Morris
4.9 out of 5 average rating, 69 reviewsLuxury Compound, Pool, Gym, Tree House, Game Barn
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
$120 before taxes and fees
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