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 Beach With Exceptional Light - The Hamptons
9.9 66 reviews
The Hamptons
10/16 – 10/20
HK$7155/nighttotal: HK$28620 (4 )

Private Beach With Exceptional Light

3 4
apartment , Springs
This apartment is situated in Springs, a short walk from Maidstone sand beaches and less than 2 kilometres from local shops and a coffee shop. The property has received excellent reviews for its location, cleanliness, and overall experience.
The apartment has a light-filled open plan layout and can accommodate up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a fitness centre, and parking. Guests can also enjoy access to a private bay beach with paddle boards.
Hamptons Getaway/ Backyard Oasis/ev Charger - The Hamptons
10 50 reviews
The Hamptons
06/29 – 07/05
HK$8491/nighttotal: HK$50946 (6 )

Hamptons Getaway/ Backyard Oasis/ev Charger

2 4
apartment , East Quogue
This recently renovated two-bedroom chalet in East Quogue, New York, is situated a 24km drive from Southampton Village, offering easy access to local restaurants, shops, and beaches.
The 400 sq ft property boasts a heated saltwater/chlorine pool, barbecue, fire pit, and sleeps four (with two cots available), making it ideal for family getaways.
East Hampton Beach Retreat - The Hamptons
10 12 reviews
The Hamptons
06/25 – 06/27
HK$25242/nighttotal: HK$50484 (2 )

East Hampton Beach Retreat

1 8
apartment , Northwest Harbor
This luxurious four-bedroom, four-bathroom house in Northwest Woods, a private beach community between East Hampton and Sag Harbor, offers easy access to local amenities and is a short walk from the community beach.
The spacious three-level property boasts a 40-foot heated L-shaped pool, a finished basement with a family room, wet bar, and gym, accommodating up to ten guests and providing ample space for relaxation and entertainment.
Glorious Sunset Strolls & Poolside Perfection Await! - The Hamptons
9.8 10 reviews
The Hamptons
07/06 – 07/13
HK$13098/nighttotal: HK$91686 (7 )

Glorious Sunset Strolls & Poolside Perfection Await!

4 7
apartment , Springs
This beautiful house is located in Springs, just 0.3 kilometres from Three Mile Harbor and within 5 kilometres of Pollock-Krasner House and Study Center and The Hamptons Beaches. It is an excellent choice for families or groups looking for a relaxing stay in a peaceful setting.
The property offers four bedrooms and four bathrooms, with a total floor area of 204 square metres, comfortably accommodating eight guests. It features a private pool and spa, a fully equipped kitchen, a garden, a terrace, and a fireplace, providing plenty of space for relaxation and entertainment.

Best The Hamptons holiday rentals with a pool

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

Unit 1817: 1-bedroom | 1st Floor-garden View | Dunes East - The Hamptons
9.6 4 reviews
The Hamptons
07/28 – 07/31
HK$8034/nighttotal: HK$24102 (3 )

Unit 1817: 1-bedroom | 1st Floor-garden View | Dunes East

1 2
apartment , Napeague
This Amagansett apartment, near the Second House and Amelia Cottage Museums, offers direct beach access and is conveniently located for exploring nearby Montauk and Block Island, with ferry connections readily available.
The one-bedroom, one-bathroom flat sleeps two guests and boasts a fully equipped kitchen, private terrace, swimming pool, tennis court, and parking, plus access to various on-site amenities and nearby activities including fishing and whale watching.
Villa Luz- Cozy Family Home With Jacuzzi Year-round & Heated Pool In Summer - The Hamptons
The Hamptons
06/29 – 07/05
HK$10777/nighttotal: HK$64662 (6 )

Villa Luz- Cozy Family Home With Jacuzzi Year-round & Heated Pool In Summer

4 4
house , Hampton Bays
This Hampton Bays house, near the beach and 17 km from Agawam Park, is also 24 km from Splish Splash and 49 km from Montauk Point Lighthouse.
This 204 square metre property sleeps 15 guests in four bedrooms and three bathrooms, boasting a private pool, jacuzzi, fitness centre, and free Wi-Fi and parking.
Ocean Front Suite - The Hamptons
9.9 16 reviews
The Hamptons
07/01 – 07/02
HK$6526/nightfor 1 night

Ocean Front Suite

1 2
apartment , Montauk
This oceanfront apartment in Montauk offers direct beach access and stunning ocean views from a private deck, providing unparalleled proximity to Montauk's beaches and attractions.
The one-bedroom flat sleeps four, featuring a queen bed, a sofa bed, a fully equipped kitchen, and access to an indoor heated pool and onsite food truck; enjoy year-round comfort and convenience.
Hamptons 4bdr All Queen Size,ig Pool,billiard, Tennis&pickleball Near By - The Hamptons
10 1 review
The Hamptons
07/12 – 07/16
HK$10986/nighttotal: HK$43944 (4 )

Hamptons 4bdr All Queen Size,ig Pool,billiard, Tennis&pickleball Near By

4 5
house , Hampton Bays
This charming house is located in Hampton Bays, a picturesque coastal town on Long Island's South Shore, just 19 kilometres from Splish Splash Water Park and 47 kilometres from Montauk Point Lighthouse. The property has received excellent ratings for user experience, location, and cleanliness.
The house spans 190 square metres and comfortably accommodates eight guests in four bedrooms. Enjoy a private pool, tennis court, and a range of amenities including a fully equipped kitchen, a restaurant, and a fitness centre.

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

Spacious And Modern North Fork Home Close To Multiple Wineries, Perfect For... - The Hamptons
10 6 reviews
The Hamptons
07/27 – 07/31
HK$17740/nighttotal: HK$70960 (4 )

Spacious And Modern North Fork Home Close To Multiple Wineries, Perfect For...

3 5
apartment , Cutchogue
This Cutchogue holiday home is situated near the North Fork wine trail, a short walk (less than 1 km) from Peconic Bay Vineyards and a short drive from other North Fork attractions.
Sleeping up to six guests, this three-bedroom, two-and-a-half-bathroom property boasts a gourmet kitchen, a pool table, and foosball, plus outdoor amenities including a patio, gas BBQ, and outdoor shower; managed by StayMarquis, it offers high-speed Wi-Fi and 24/7 support.
Welcome To A Beautiful 4 Bd 4.5 Bth Located In A Secluded Area Of Southampton. - The Hamptons
The Hamptons
07/15 – 08/19
HK$12995/nighttotal: HK$454825 (35 )

Welcome To A Beautiful 4 Bd 4.5 Bth Located In A Secluded Area Of Southampton.

4 2
apartment , Tuckahoe
This Southampton, Tuckahoe holiday home is ideally located within 5km of Southampton Golf Range, the North Main Street Historic District, Our Lady of Poland Catholic Church, and the Southampton Historical Museum.
The 4-bedroom, 5-bathroom property offers a spacious layout, accommodating up to 6 guests, and features a fully equipped kitchen, private balcony, games room, and washing machine, ensuring a comfortable stay near various local attractions.
Spacious Southampton Home In Shinnecock Hills, Central Between Southampton,... - The Hamptons
10 5 reviews
The Hamptons
07/03 – 07/05
HK$56541/nighttotal: HK$113082 (2 )

Spacious Southampton Home In Shinnecock Hills, Central Between Southampton,...

5 2
apartment , Shinnecock Hills
This five-bedroom, three-bathroom Southampton holiday home is situated within 3.2km of Shinnecock Hills Golf Course, the Shinnecock Nation Cultural Centre and Museum, and Southampton Golf Range, with the Hamptons beaches and North Main Street Historic District also within a 4.8km radius.
The property offers a private pool, in-house laundry facilities, a fireplace, and a fully equipped kitchen, sleeping up to eleven guests and providing convenient access to local attractions.
Villa Verde - Sanctuary @ Bridge - The Hamptons
The Hamptons
07/15 – 08/19
HK$20263/nighttotal: HK$709205 (35 )

Villa Verde - Sanctuary @ Bridge

5 2
house , Bridgehampton
This luxurious property in Prime Bridgehampton offers a tranquil setting, located a 10-minute walk from local shops and restaurants, and a 7-minute drive to Sagg Main Beach.
This five-bedroom, four-bathroom residence spans 305 square meters and accommodates up to nine guests, featuring a saltwater heated swimming pool, a sauna, a gym, a pool table, and an in-wall surround sound system for entertainment.

Best The Hamptons holiday rentals with parking

Newly Updated Wine Country Charmer!!! - The Hamptons
The Hamptons
07/15 – 08/19
HK$4383/nighttotal: HK$153405 (35 )

Newly Updated Wine Country Charmer!!!

3 2
apartment , Mattituck
This Mattituck holiday home, situated 1.9km from Pellegrini Vineyards and within 4.8km of several other Long Island wineries, offers easy beach access.
Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, private garden, patio, barbecue, and parking; it's also a 30-minute walk from Mattituck train station.
Mattituck Home W/ Fireplaces - Near Wineries - The Hamptons
10 3 reviews
The Hamptons
07/15 – 08/19
HK$4397/nighttotal: HK$153895 (35 )

Mattituck Home W/ Fireplaces - Near Wineries

3 2
apartment , Mattituck
This five-bedroom Mattituck holiday home is situated within 4.8km of several prestigious vineyards, including Castello di Borghese/Hargrave, Shinn Estate, and Pugliese, offering easy access to wine tasting.
The 135 square metre property boasts two bathrooms, a fully equipped kitchen with dishwasher, a patio, garden, parking and can comfortably accommodate six guests, with added features such as a fireplace and washing machine.
Bright And Spacious Summer Home Steps From The Beach - The Hamptons
9.0 41 reviews
The Hamptons
06/27 – 07/04
HK$7384/nighttotal: HK$51688 (7 )

Bright And Spacious Summer Home Steps From The Beach

4 2
apartment , Shelter Island Heights
This beach house is located in Hay Beach, a neighbourhood on Shelter Island, just a short distance from Menhadden Lane Beach and Mashomack Preserve, offering easy access to local attractions. The house enjoys an excellent user rating, making it a popular choice for travellers.
The two-storey property spans 379 square metres and comfortably accommodates up to 10 guests. The house features a range of amenities, including a private beach, a dock, bikes, a grill, WiFi, games, TV, internet, and an Xbox, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Secluded North Fork Wine Country Gem On Long Island Sound - The Hamptons
The Hamptons
07/15 – 08/19
HK$4614/nighttotal: HK$161490 (35 )

Secluded North Fork Wine Country Gem On Long Island Sound

5 2
apartment , Northville
This five-bedroom Riverhead property, sleeping eight, is situated within 5km of Palmer Vineyards, Long Island National Golf Club, Hallockville Museum Farm, and Martha Clara Vineyards.
The 325 square metre house boasts six bathrooms, a terrace, garden, parking, and on-site laundry facilities, alongside a fully equipped kitchen including a fridge, microwave, and dishwasher.
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