Vacation rentals with a pool in Long Island Sound
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Long Island Sound
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 Long Island Sound rentals with a pool
House rentals with a pool
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Sep 17 – 24
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 16 – 23
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Oct 22 – 29
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
May 10 – 17
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
Jun 11 – 18
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 6 – 13
Home in Mattituck
4.98 out of 5 average rating, 43 reviewsModern farmhouse w/ pool, beach, horses and winery
Apr 12 – 19
Home in Cutchogue
4.96 out of 5 average rating, 75 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Apr 18 – 25
Condo rentals with a pool
Condo in Vernon Township
4.97 out of 5 average rating, 216 reviewsRustic Chic at Mountain Creek! Pool|Hot Tub|Sauna
Dec 1 – 8
Condo in Norwich
4.88 out of 5 average rating, 211 reviewsThe N-V ...The Spa at the Norwich Inn.
Oct 30 – Nov 6
Condo in Norwich
4.9 out of 5 average rating, 146 reviewsRenovated Condo rental at Norwich inn villa & Spa
Dec 16 – 23
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Jan 29 – Feb 5
Condo in Norwich
4.99 out of 5 average rating, 112 reviewsPeaceful Oasis steps from Mohegan Sun
Nov 2 – 9
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 20 – 27
Condo in Norwich
4.99 out of 5 average rating, 101 reviewsJacuzzi/Sauna/Pool, On-site Spa, 3-mins to Mohegan
Dec 12 – 19
Condo in Norwich
4.99 out of 5 average rating, 167 reviewsModern & Cozy Villa with low cleaning charge!
Nov 26 – Dec 3
Home rentals with a private pool
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 Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 13 – 20
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Nov 7 – 14
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Jan 1 – 8
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Sep 18 – 25
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Jun 26 – Jul 3
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 1 – 8
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 3 – 10
Destinations to explore
- Rentals with pools New York
- Rentals with pools United States
- Rentals with pools Manhattan
- Rentals with pools Brooklyn
- Rentals with a sauna Long Island Sound
- Condo rentals Long Island Sound
- Fitness-friendly rentals Long Island Sound
- Beachfront rentals Long Island Sound
- Rentals with a washer and dryer Long Island Sound
- Rentals with a hot tub Long Island Sound
- Private suite rentals Long Island Sound
- Pet-friendly rentals Long Island Sound
- Rentals with breakfast Long Island Sound
- Rentals with a kayak Long Island Sound
- Guesthouse rentals Long Island Sound
- Rentals with outdoor seating Long Island Sound
- Hotel rentals Long Island Sound
- Rentals with beach access Long Island Sound
- Rentals with an accessible height toilet Long Island Sound
- Rentals with a fireplace Long Island Sound
- Rentals with lake access Long Island Sound
- Cottage rentals Long Island Sound
- Apartment rentals Long Island Sound
- Rentals with an EV charger Long Island Sound
- Monthly Rentals Long Island Sound
- Bed and breakfasts Long Island Sound
- Farmstay rentals Long Island Sound
- Bungalow rentals Long Island Sound
- Rentals with a fire pit Long Island Sound
- Townhouse rentals Long Island Sound
- Waterfront rentals Long Island Sound
- Luxury rentals Long Island Sound
- Smoking-friendly rentals Long Island Sound
- Villa rentals Long Island Sound
- Loft rentals Long Island Sound
- Boutique hotel rentals Long Island Sound
- Kid-friendly rentals Long Island Sound
- House rentals Long Island Sound
- Rentals with a patio Long Island Sound
- Wheelchair accessible rentals Long Island Sound
- Rentals with a home theater Long Island Sound
- Tiny house rentals Long Island Sound
- Family-friendly rentals Long Island Sound
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes