
Vacation rentals with a pool in North Haven
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in North Haven

Total vacation rentals
Explore 30 vacation rentals in North Haven

Nightly prices starting at
North Haven vacation rentals start at €305 per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of North Haven vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across North Haven rentals

4.9 Average rating
North Haven stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in North Haven
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Southampton Charmer, 5 bedrooms w pool - Location
This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.
4.93 out of 5 average rating, 137 reviewsStylish Artist's Home in EH 4B, Pool, Paradise
Enjoy time in a stylish and comfortable artist's home in East Hampton. Quick access to beaches and activities in East Hampton, Sag Harbor, Bridgehampton and Wainscott. Also enjoy trendy dining in East Hampton/Sag Harbor. Outdoor fun can be had at the pool, around the fire pit and with the grill. This house can sleep up to 8 people and brings stylish comfort to your Hamptons experience. The home has all amenities. Open to longer rentals - discounts are available for weekly and monthly rentals.
4.89 out of 5 average rating, 104 reviews
Southampton Village Newly Built Gem
Enjoy a stylish experience at this 3765+ sq ft., just built, SH Village gem! Beautiful and bright spacious home with 5 well appointed bedrooms, multiple custom closets and 5.5 baths (4 ensuite). Luxurious lighting fixtures throughout the home. Living room fireplace, vaulted wooden beam kitchen ceiling with formal dining for 10 plus. Gunite pool and spa, with multiple outdoor seating areas. Expansive media room with 75 inch TV and room length comfy cloud sofa. Two sets of washers and dryers.
4.97 out of 5 average rating, 103 reviews
Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.
4.93 out of 5 average rating, 138 reviews
Serene East Hampton Escape - Warm Pool til Nov
A luxuriously curated woodland escape with massive pool (heated and open May through October), fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office with queen sofa bed, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.
4.99 out of 5 average rating, 156 reviews
5BR, Luxury Home, Close to Beach,Town, PerfectYard
Magnificent Renovated 4,416 sq ft. Contemporary on .67 acre has 5 bedrooms 5 full bathrooms Enter into light filled living areas, faulted ceiling , fireplace with stone , white panel wainscoting and eat in kitchen with island seating , stainless steel appliances and door to a wrap around rear deck. A family room has French Doors , Bar , to the pool and expansive backyard. The beautifully appointed master suite features a vaulted ceiling in the bedroom, walk in closets & Luxe bath.
4.93 out of 5 average rating, 100 reviews
Family Retreat with Heated Pool, Hot Tub, Sauna.
🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants
4.96 out of 5 average rating, 189 reviews
Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Insta: @staywithhamptonsmama PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families, friends or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings, games room and movie room. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool (can be heated for a fee).
4.95 out of 5 average rating, 100 reviews
5 min to EH town w/pool, playground, self check-in
INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.
4.93 out of 5 average rating, 142 reviews
Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.
4.87 out of 5 average rating, 143 reviews
Heated Pool and Spa in Sag Harbor w/ Tennis Access
Private Sag Harbor retreat just minutes from the Village, Beach & bay. This 4 bedroom, 2 bath home features a Brand New heated saltwater Gunite pool and built-in spa, spacious yard, outdoor dining. Inside are 2 living room areas, with a pullout couch and bright sunroom, 2 king bedrooms, 1 queen and 1 full, plus a fully equipped kitchen and dining for up to 10. Perfect for families and friends looking for a relaxing Hamptons getaway. Inquire below: IG @ Tal.Adla.Hamptons
4.88 out of 5 average rating, 16 reviews
PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .
4.94 out of 5 average rating, 156 reviewsPopular amenities for North Haven rentals with a pool
House rentals with a pool

Designer's Own, w Pool, 5 min. to Ocean & Village
4.88 out of 5 average rating, 105 reviews
Surf Scoter Cottage Shelter Island
4.92 out of 5 average rating, 100 reviews
5BR/4BA: Sag Harbor, Pool, Fireplace, Near to town
5.0 out of 5 average rating, 6 reviews
Beautiful beach home with pool & water views!
4.95 out of 5 average rating, 80 reviews
Sunny, walk to beach, large pool
4.94 out of 5 average rating, 53 reviews
Private East Hampton Estate
4.88 out of 5 average rating, 48 reviews
East Hampton Secluded Escape with Gunite Pool
4.88 out of 5 average rating, 69 reviews
Quintessential Summer Classic
4.8 out of 5 average rating, 15 reviewsCondo rentals with a pool

Beautiful Waterview Condo on the North Fork of LI
4.9 out of 5 average rating, 200 reviews
Waterfront Escape | Private Beach, Pool & Views
4.85 out of 5 average rating, 176 reviews
Sound Front Condominium
4.89 out of 5 average rating, 284 reviews
Beautiful condo on Long Islands Northfork
4.86 out of 5 average rating, 136 reviews
Montauk Waterfront Condo w/ Sunset Views
5.0 out of 5 average rating, 261 reviews
Coastline View Studio
4.84 out of 5 average rating, 219 reviews
Beautiful Condo on the Ocean Bluffs
4.85 out of 5 average rating, 113 reviews
Montauk Royal Atlantic Beach Resort North
4.8 out of 5 average rating, 248 reviewsHome rentals with a private pool

Explore the Water & Woods at a Relaxing Retreat
4.98 out of 5 average rating, 147 reviews
Southampton Private House with Pool / Peaceful
4.91 out of 5 average rating, 74 reviewsEast Hampton Villa | Heated Saltwater Pool & Beach
4.91 out of 5 average rating, 114 reviewsEnchanting Home with Large Decks and Heated Pool
4.85 out of 5 average rating, 52 reviews
5br / 5ba; Bike to town and beach; Heated Pool
4.77 out of 5 average rating, 77 reviewsPerfect Getaway at Sunny Modern Shampton LakeHouse
4.96 out of 5 average rating, 25 reviewsSaltbox with Separate Poolhouse in Northwest Woods
5.0 out of 5 average rating, 13 reviewsDestinations to explore
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