
Vacation rentals with a pool in New Haven County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in New Haven County
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 New Haven County rentals with a pool
House rentals with a pool
Guest favorite

Home in Woodbury
4.94 out of 5 average rating, 18 reviews2 homes in one (in-law design) w/salt water pool
Guest favorite

Home in New Milford
4.95 out of 5 average rating, 21 reviewsSpacious and relaxing New Milford 5br home w pool!
Superhost

Home in Clinton
4.91 out of 5 average rating, 11 reviewsClinton Beach House & Cottage w/ Pool, Near Shore
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Home in Roxbury
5 out of 5 average rating, 22 reviewsZoom Map 5* Town Roxbury! "Tophet Pool" PoshPadsCT
Guest favorite

Home in Cutchogue
4.92 out of 5 average rating, 25 reviewsNorth Fork Farmhouse with Saltwater Pool
Top guest favorite

Home in Roxbury
5 out of 5 average rating, 17 reviewsBright Mid-Century Modern Retreat-90 min from NYC
Superhost

Home in Fairfield
4.71 out of 5 average rating, 7 reviewsModern Beach Area Vacation Home With Pool
Guest favorite

Home in Redding
4.88 out of 5 average rating, 16 reviewsMeeker Hill House - Country Escape w/ Heated Pool
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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Woodmont Beach
- Amagansett Beach
- Thunder Ridge Ski Area
- Quotonset Beach
- Ocean Beach Park
- Giants Neck Beach
- Jennings Beach
- Seaside Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Heckscher State Park
- Calf Pasture Beach
- Centerport Beach
- Bayview Beach