Holiday Rentals in The Hamptons

4721 available vacation rental offers

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The Hamptons holiday rentals
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The Hamptons holiday rentals: compare the best deals

Best family friendly The Hamptons holiday rentals

Among the 4721 accommodations in The Hamptons, here are the 4 best family friendly rentals

Private Pool ~ Perfect Hamptons Getaway ~ Wbh - The Hamptons
9.7 96 reviews
The Hamptons
06/23 – 06/26
HK$14869/nighttotal: HK$44607 (3 )

Private Pool ~ Perfect Hamptons Getaway ~ Wbh

4 2
apartment , Springs
This family-friendly home is located in East Hampton, just 5km from the Pollock-Krasner House and Study Center, Three Mile Harbor, and the Hamptons Beaches. It has excellent user, location, and cleanliness ratings.
This 4-bedroom property can accommodate up to 10 guests and offers a private pool, a water park, a fenced yard, a terrace, a garden, a spa, a tennis court, and a barbecue grill. The house also features a fully equipped kitchen, a fireplace, and air conditioning.
Sparkling East Hampton Oasis 3 Bed 2 Bath W/heated Pool. Pets Welcome! - The Hamptons
9.6 10 reviews
The Hamptons
07/18 – 07/26
HK$14224/nighttotal: HK$113792 (8 )

Sparkling East Hampton Oasis 3 Bed 2 Bath W/heated Pool. Pets Welcome!

3 2
apartment , Springs
This Springs cottage, situated on a quiet cul-de-sac, is a 16km drive from East Hampton's town centre, beaches, and restaurants.
The three-bedroom, three-bathroom property offers two living areas, a modern kitchen with dishwasher, a private garden, swimming pool (seasonal heating available at extra cost), and parking, comfortably accommodating six guests.
Best Location! Cozy And Chic Retreat 5 Min To Beach And Close To Town, Peaceful! - The Hamptons
9.4 10 reviews
The Hamptons
07/18 – 07/26
HK$12597/nighttotal: HK$100776 (8 )

Best Location! Cozy And Chic Retreat 5 Min To Beach And Close To Town, Peaceful!

4 2
apartment , Hampton Bays
This Hampton Bays holiday home, a five-minute drive from the town centre and five minutes from the ocean beach, also offers eight-minute walk access to the bay beach.
This four-bedroom, four-bathroom property boasts 279 square metres of space across three floors, accommodating up to ten guests and featuring a private pool (open Memorial Day to Labor Day), a games room, and a gourmet kitchen opening onto a deck.
Stylish East Hampton Village Retreat- Heated Pool And Sauna, Steps To Village - The Hamptons
9.7 61 reviews
The Hamptons
06/27 – 07/04
HK$17295/nighttotal: HK$121065 (7 )

Stylish East Hampton Village Retreat- Heated Pool And Sauna, Steps To Village

3 2
apartment , East Hampton
This family-friendly holiday home is situated in East Hampton, just 1.5km from Jonathan Adler and the Osborn-Jackson House Museum, offering easy access to the area's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
This three-bedroom house spans 125 square metres and comfortably accommodates up to six guests. The property provides a range of amenities, including a private pool, garden, sauna, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.

Best The Hamptons holiday rentals with a pool

Among the 4721 accommodations in The Hamptons, here are the 4 best rentals with a pool

Us Golf Open & Ocean View Retreat, Walk To Event - The Hamptons
9.5 4 reviews
The Hamptons
10/16 – 10/20
HK$3092/nighttotal: HK$12368 (4 )

Us Golf Open & Ocean View Retreat, Walk To Event

4 4
house , Shinnecock Hills
This Shinnecock Hills residence, south of the highway, offers secluded living on nearly two acres, providing privacy and tranquility with breathtaking views of Shinnecock Bay and the Atlantic Ocean, and is within easy walking distance of the Shinnecock Hills Golf Club, host of the 2026 US Open, and just a few kilometres from the upscale amenities of Southampton Village and world-class beaches.
This spacious four-bedroom, three-bathroom property accommodates six guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a swimming pool, garden, and parking, making it ideal for families and pet owners seeking a blend of coastal elegance and convenient access to local attractions.
Walk To Village, Bike To Ocean, Relax In Solar Heated Pool - The Hamptons
9.6 10 reviews
The Hamptons
06/27 – 07/04
HK$18630/nighttotal: HK$130410 (7 )

Walk To Village, Bike To Ocean, Relax In Solar Heated Pool

4 2
apartment , East Hampton
This East Hampton house is located just 1.5km from Jonathan Adler and the Osborn-Jackson House Museum, offering a peaceful and convenient base for exploring the area. It has received excellent guest reviews, making it a popular choice for travellers.
The house has 4 bedrooms and 2 bathrooms, spanning 204 square meters and comfortably accommodating up to 8 guests. It features a private pool, a garden, a terrace, a spa and free parking, as well as a fully equipped kitchen and free Wi-Fi.
Cozy Hamptons Home Near Beaches & Town - The Hamptons
The Hamptons
06/29 – 07/05
HK$10739/nighttotal: HK$64434 (6 )

Cozy Hamptons Home Near Beaches & Town

2 4
apartment , Hampton Bays
This two-bedroom, two-bathroom flat in Hampton Bays is located just 5 minutes by car from the ocean beaches and offers easy access to local shops, restaurants, and public transport including the train station and Hampton Jitney bus stop.
This pet-friendly accommodation, ideal for up to five guests, features a swimming pool, a private garden, air conditioning, internet, and a full kitchen, with guests having exclusive use of the first floor and basement.
East Hampton Home / Memorial Day Weekend - The Hamptons
10 60 reviews
The Hamptons
07/15 – 07/20
HK$21025/nighttotal: HK$105125 (5 )

East Hampton Home / Memorial Day Weekend

4 2
apartment , Northwest Harbor
This contemporary house is located in the Northwest Woods of East Hampton, a short walk from a private bay beach and a 12-minute drive to both East Hampton and Sag Harbor town centres. The property enjoys an excellent user rating and is situated in a peaceful neighbourhood with no through-traffic, perfect for families with children.
The house spans 279 square metres and comfortably sleeps 12 guests across four bedrooms and five bathrooms. The property offers a range of amenities, including a heated pool, a private bay beach, a well-equipped kitchen, and multiple living spaces, perfect for relaxing and entertaining.

Frequently asked questions about holiday rentals in The Hamptons

  • What are the must-see sights in the Hamptons, New York?

    For iconic Hamptons sightseeing, you've got to see the Southampton Village, with its charming shops and historic architecture. The Parrish Art Museum in Water Mill showcases impressive collections, and the stunning beaches like Main Beach in East Hampton are a must. Don't forget a visit to the historic Sag Harbor Whaling and Historical Museum.
  • What are the best Airbnb and vacation rentals in The Hamptons?

    Aqua Vista, Tiny Home In Prime Spot In Southampton Village and Silver House: 3br Home With Private Beach Access are the most popular Airbnb and vacation rentals in The Hamptons among travelers.

  • Are there unique natural phenomena in the Hamptons, New York?

    The Hamptons' natural beauty is its main attraction. The dramatic Atlantic coastline, with its beautiful beaches and dramatic cliffs, is a highlight. You'll find diverse birdlife, especially during migration seasons, and the varied landscapes offer opportunities for nature walks and exploration. The Shinnecock Bay is a significant natural feature, offering opportunities for boating and water sports.
  • What are the most popular Airbnbs in The Hamptons?

    Among the Airbnbs in The Hamptons, Aqua Vista, Tiny Home In Prime Spot In Southampton Village and Unit 14- New Build Private East Hampton Apt are the most popular ones.

  • What essentials should you bring along for a trip to the Hamptons, New York?

    Pack light, breathable clothing suitable for warm weather, swimwear, sunscreen (essential!), sunglasses, a hat, and comfortable walking shoes. Evenings can be cool, so a light jacket or sweater is a good idea. Don't forget insect repellent, especially if you plan on spending time outdoors near the water.
  • What are the best vacation rentals with a pool in The Hamptons?

  • What famous events or festivals are happening in the Hamptons, New York?

    The Hamptons' summer social calendar is packed! The annual Hampton Classic Horse Show is a major event, attracting top riders and spectators. Various art exhibitions and gallery openings take place throughout the summer months. Many smaller, local events and concerts happen throughout the season, so checking local listings closer to your travel date is advised.
  • What are the best rentals for families and kids in The Hamptons?

    The best rentals for families and kids in The Hamptons are Aqua Vista, Tiny Home In Prime Spot In Southampton Village and Barons Cove- Dog Friendly Garden King Room.

  • Where can you find the best restaurants serving local dishes in the Hamptons, New York, and what are the must-try specialties?

    The Clam Bar in Amagansett is a classic for fresh seafood. For a more upscale experience, try Nick & Toni's in East Hampton. Local specialties often include fresh seafood dishes, particularly clams, lobster, and oysters. Many restaurants use locally sourced produce, creating seasonal menus.
  • What are the best rentals or Airbnbs with a jacuzzi in The Hamptons?

  • What are some less-famous attractions in the Hamptons, New York that are worth the visit?

    Explore the Long Island Rail Road's historic Montauk Branch, offering scenic views. The Hither Hills State Park provides beautiful hiking trails and stunning coastal views. For a quieter beach experience, head to the less-crowded beaches in Southampton or Sag Harbor.
  • What are the best activities for engaging with locals and understanding their culture in the Hamptons, New York?

    Visiting local farmers' markets provides a chance to interact with residents and sample local produce. Attending community events or local concerts can offer insights into the area's culture. Simply striking up conversations with people in local shops or cafes can be a great way to learn more about life in the Hamptons.
  • What unique natural landscapes and terrain features can travellers explore in the Hamptons, New York?

    The Hamptons boasts diverse landscapes. From the sandy beaches and rolling dunes to the tranquil salt marshes and the iconic lighthouses, there's much to explore. The varied terrain offers opportunities for hiking, biking, kayaking, and birdwatching.
  • How many days are ideal for a visit to the Hamptons, New York, and what are some itinerary suggestions?

    Three to four days allow for a good balance of relaxation and sightseeing. A possible itinerary could include a day exploring Southampton, a day at the beach, a day visiting East Hampton and Sag Harbor, and perhaps a day dedicated to exploring the natural landscapes and hiking trails. Adjust based on your interests.

Nearby regions

Best The Hamptons holiday rentals with a balcony

Chic Hampton Bays Escape With Private Heated Pool, Expansive Sundeck, And... - The Hamptons
9.8 6 reviews
The Hamptons
08/08 – 08/16
HK$14958/nighttotal: HK$119664 (8 )

Chic Hampton Bays Escape With Private Heated Pool, Expansive Sundeck, And...

4 7
apartment , Hampton Bays
This Hampton Bays holiday home is situated a short drive (1.8km) from Hampton Bays Beaches and 3.6km from Meschutt Beach, offering easy access to the area's coastal attractions.
The 251-square-metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, swimming pool, garden, parking, and on-site laundry facilities.
Walk To The Village! Charming Modern Farmhouse. - The Hamptons
9.9 57 reviews
The Hamptons
06/23 – 06/26
HK$20336/nighttotal: HK$61008 (3 )

Walk To The Village! Charming Modern Farmhouse.

3 2
apartment , Southampton
This Southampton holiday home is ideally situated near the North Main Street Historic District, less than 1.6km from Our Lady of Poland Catholic Church, Southampton Historical Museum, and Southampton Arts Centre, and a 0.8km walk from Southampton railway station.
This three-bedroom property, sleeping up to eight guests with a sofa bed, boasts a private outdoor pool, fully equipped kitchen, free Wi-Fi, fireplace, barbecue grills, and is within easy reach of local attractions.
Yellowstone In The Hamptons ~ One Of A Kind Secluded, Magical, 50-acre Paradise! - The Hamptons
10 20 reviews
The Hamptons
07/18 – 07/26
HK$31634/nighttotal: HK$253072 (8 )

Yellowstone In The Hamptons ~ One Of A Kind Secluded, Magical, 50-acre Paradise!

4 2
apartment , Water Mill
This Water Mill house is conveniently located just a short drive from The Hamptons Beaches, Elizabeth A. Morton National Wildlife Refuge, and other popular attractions. It's also highly rated by previous guests, receiving excellent reviews for its comfort and amenities.
The four-bedroom property offers 650 square metres of space, comfortably accommodating up to eight guests. Enjoy a range of amenities, including a private pool, fitness centre, and fully equipped kitchen, perfect for relaxing and entertaining during your stay.
Wonderful 4-bedroom Pool Retreat 15 Min From Southhampton & Us Open Golf Tourn. - The Hamptons
The Hamptons
06/27 – 07/04
HK$10581/nighttotal: HK$74067 (7 )

Wonderful 4-bedroom Pool Retreat 15 Min From Southhampton & Us Open Golf Tourn.

4 2
apartment , Hampton Bays
This Hampton Bays residence, located on a peaceful cul-de-sac, offers convenient access to West Landing Beach (800 metres), Pongquogue Beach (11 kilometres), and the U.S. Open Golf Tournament (13 kilometres).
This spacious holiday home, accommodating up to eight guests, features a substantial 74 square metre pool area, a well-equipped kitchen with a Sub-Zero refrigerator, a downstairs entertainment zone with bar and games, and complimentary bikes and scooters available upon request.

Best The Hamptons holiday rentals with parking

Spacious Home Near Aquarium & Heart Of Wine Country Shopping & Close To Hamptons - The Hamptons
9.6 25 reviews
The Hamptons
07/27 – 07/31
HK$7212/nighttotal: HK$28848 (4 )

Spacious Home Near Aquarium & Heart Of Wine Country Shopping & Close To Hamptons

5 5
apartment , Riverhead
This Riverhead holiday home is situated 1.6km from Roanoke Vineyards and 4km from the Baiting Hollow Hummingbird Sanctuary, with Long Island National Golf Club and Palmer Vineyards within a 9.6km radius.
This six-bedroom, three-bathroom property sleeps ten guests and boasts a fully equipped kitchen, jacuzzi, terrace, garden, and hot tub, offering barbecue facilities and proximity to several local attractions.
Exclusive Bayfront Oasis Awaits You In East Quogue - The Hamptons
10 10 reviews
The Hamptons
06/27 – 07/04
HK$9071/nighttotal: HK$63497 (7 )

Exclusive Bayfront Oasis Awaits You In East Quogue

3 2
apartment , East Quogue
This East Quogue waterfront apartment, located in the Shinnecock Shores development, offers private beach access within 0.2 km and is a 1.6 km drive from ocean beaches.
The 214-square-metre property boasts three bedrooms, three bathrooms, sleeps up to nine guests, and includes a chef's kitchen, extensive water sports equipment, and a fully equipped outdoor kitchen with a fire pit.
Contemporary Colonial Home With Pristine Peconic Bay Views, Heated... - The Hamptons
9.9 22 reviews
The Hamptons
07/03 – 07/05
HK$66190/nighttotal: HK$132380 (2 )

Contemporary Colonial Home With Pristine Peconic Bay Views, Heated...

5 2
apartment , Southold
This vacation home is located in Southold, just half a kilometre from The Old Field Vineyards and within a 5-kilometre radius of Sparkling Pointe and Mattebella Vineyards, making it a great base for exploring the region's renowned wineries. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property spans 325 square metres and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, four bathrooms, a balcony, a Smart TV, a fireplace, and barbecue grills, providing everything needed for a relaxing and enjoyable stay.
East Hampton Rental W/ Pool, Moments To Amenities - The Hamptons
10 75 reviews
The Hamptons
10/16 – 10/20
HK$4986/nighttotal: HK$19944 (4 )

East Hampton Rental W/ Pool, Moments To Amenities

4 4
apartment , Springs
This apartment is located in the Springs area of East Hampton, just a short distance from fine dining, beaches, and parks. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This four-bedroom, three-bathroom property can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a cosy living room, a private pool with a deck, and a patio with a BBQ grill for outdoor dining.
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