
Vacation rentals with a pool in Litchfield County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Litchfield County
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 County rentals with a pool
House rentals with a pool

Beautiful Country Farmhouse w/ Pool

Stunningly Designed Luxury Home w/ Pool & Hot Tub

Private Dock & Pool - Candlewood Lake

Serene farmhouse on stunning 6-acres

Private apartment

PoshPadsCT ShrinkMapBestTown Washington Calhoun5BR

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Hilltop: Panoramic Views w/ Pool near Catamount
Condo rentals with a pool

Modern 1BR Condo near Bradley Airport & Hartford

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

Cozy, charming retreat with pool in Wallingford.

Quaint spacious unit, A+ location
Other vacation rentals with a pool

Stunning horse farm apt, hot tub

Poolside Woodlawn Getaway

Sweet Dreams Retreat

Stunning luxury home with pool

ESKape Manor: Heated Pool, Hot Tub & Fun Amenities

The Cottage at Apple Hill

2 bedroom suite, private entrance.

Hudson Valley Paradise
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- Rentals with pools Connecticut
- Rentals with pools United States
- Yale University
- Fairfield Beach
- Six Flags New England
- Walnut Public Beach
- Thunder Ridge Ski Area
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Woodmont Beach
- Silver Sands Beach
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Seaside Beach
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Sherwood Island State Park
- Bayview Beach
- Fort Trumbull Beach
- Norman Rockwell Museum
- Calf Pasture Beach
- Wintonbury Hills Golf Course