
Holiday 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.
Holiday 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

Country getaway - pool, huge yard,

Gorgeous home with saltwater pool. Steps to beach!

Clinton Beach House & Cottage w/ Pool, Near Shore

Spacious 4 bedroom, oasis with ocean views galore

Hot Tub and pool Home away from home

Meeker Hill House - Country Escape w/ Heated Pool

Lakeview Expanse

Family Oasis 4bd/2ba Private Yard & POOL!
Other holiday rentals with a pool

The Poolside Retreat Home

Stylish Shoreline Retreat • Pool • Near Yale

Fabulous pool in beach town!

Shoreline Carriage House

Sun, Swim & Serenity

Brand new Waterfront house | Dock & Kayak jacuzzi

Storybook! 330 Yr Old Renovated Enchanting Estate

Guilford Carriage House at Granite Lodge!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Rentals with a fire pit New Haven County
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- House rentals New Haven County
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- Rentals with a hot tub New Haven County
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- Waterfront rentals New Haven County
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- Rentals with beach access New Haven County
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- Rentals with pools Connecticut
- Rentals with pools United States
- Yale University
- Fairfield Beach
- Foxwoods Resort Casino
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Mystic Seaport Museum
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- Thunder Ridge Ski Area
- TPC River Highlands
- Groton Long Point Main Beach
- Brownstone Adventure Sports Park
- Cedar Beach
- Woodmont Beach
- Silver Sands Beach
- Rowayton Community Beach
- Jennings Beach
- Sandy Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park
- Wildemere Beach
- Seaside Beach