Holiday Rentals in The Hamptons, NY

6595 available vacation rental offers

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The Hamptons, NY holiday rentals
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Best Holiday rentals and Airbnb offers in The Hamptons, NY

Best family friendly The Hamptons, NY holiday rentals

Among the 6595 accommodations in The Hamptons, NY, here are the 4 best family friendly rentals

Elegant 5-bedroom Hamptons Home With Private Pool - The Hamptons, NY
9.6 164 reviews

Elegant 5-bedroom Hamptons Home With Private Pool

apartment, Hampton Bays
This apartment is located in Hampton Bays, a short drive from the beach and a few miles from the vibrant downtown area. It has received excellent ratings for location, cleanliness, and overall user experience.
The property offers ample space for up to 14 guests, with a generous 511 square metres of floor area. Amenities include a heated pool, a BBQ grill, a terrace, a garden, and parking, ensuring a comfortable and enjoyable stay.
Chic & Spacious Designer Home, Heated Pool/spa - The Hamptons, NY
9.9 33 reviews

Chic & Spacious Designer Home, Heated Pool/spa

apartment, Springs
This chic beach house is located in East Hampton, just a short walk from the harbour marinas and waterfront restaurants, offering a prime location for exploring the area. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It features a spacious living area, a modern kitchen with high-end appliances, a heated saltwater pool, a hot tub, and a private garden. Guests can also enjoy access to a variety of amenities, including beach cruisers, a kayak, a ping pong table, and a selection of games and puzzles.
Windward Shores - The Hamptons, NY
8.6 89 reviews

Windward Shores

resort, Napeague
Windward Shores is a family-friendly resort located on Napeague Harbor, just a 10-minute drive from both East Hampton and Montauk, offering easy access to the area's attractions. It has consistently received very good ratings for its cleanliness, location, and overall experience.
The resort features spacious apartments with full kitchens and private patios, perfect for families or groups. Guests can enjoy a range of amenities, including two tennis courts, an outdoor pool, free Wi-Fi, and seasonal cabana service.
North Fork Family And Friends Getaway.  Newly Renovated Home, Lots Of Room - The Hamptons, NY
10 17 reviews

North Fork Family And Friends Getaway. Newly Renovated Home, Lots Of Room

apartment, Laurel
This waterfront property is located in Laurel, just a 1.5km walk from Harbes Family Farm, Harbs Vineyard, and Macari Vineyards, offering easy access to local wineries and scenic views. It has consistently received excellent user ratings, making it a popular choice for travellers.
This four-bedroom house, spanning 102 square metres, comfortably accommodates eight guests. Guests can enjoy a private pool, a garden, and a terrace, as well as a fully equipped kitchen with a fridge and dishwasher.

Best The Hamptons, NY holiday rentals with a pool

Among the 6595 accommodations in The Hamptons, NY, here are the 4 best rentals with a pool

Southamp, Dogsstayfree! Waterview, Pool, Kayaks, Pingpong - The Hamptons, NY
9.9 273 reviews

Southamp, Dogsstayfree! Waterview, Pool, Kayaks, Pingpong

apartment, Shinnecock Hills
This three-bedroom apartment is situated in Tuckahoe, just a short distance from the Bay, with a tiny beach at the end of the street and Cooper's Beach on the Atlantic Ocean just 6.4 kilometres away. The property enjoys excellent user, location, and cleanliness ratings.
The 158 square metre home can accommodate up to six guests and features a unique upside-down design with the main living space upstairs, offering stunning views. Guests can enjoy a private heated pool, kayaking and biking, two decks, a BBQ, an outdoor shower, a fully equipped kitchen, entertainment options, beach essentials, and a treadmill in the basement.
The Easy Stay Southampton - The Hamptons, NY
10 16 reviews

The Easy Stay Southampton

house, North Sea
This North Sea coastal property, ideally located near local attractions, offers easy access to amenities.
The self-catering dwelling boasts one bedroom, one bathroom, sleeps three, includes a private garden, swimming pool (access by arrangement), and parking, all within a compact and well-designed space.
Charming Sag Harbor Retreat With Private Pool, Minutes To Beaches And Town - The Hamptons, NY
9.4 6 reviews

Charming Sag Harbor Retreat With Private Pool, Minutes To Beaches And Town

apartment, Sag Harbor
This Sag Harbor holiday home is located a 2km walk from Hamptons beaches and a 2km drive from Sag Harbor Marine Park, offering easy access to local attractions such as the Sag Harbor Whaling Museum and South Fork Natural History Museum and Nature Centre.
The four-bedroom, three-bathroom property sleeps eight guests and includes a private pool, patio, BBQ facilities, fully equipped kitchen, in-unit laundry, and parking; enjoy the on-site amenities and explore the nearby beaches and parks.
Charming Modern Home - Winter And Summer Retreat - The Hamptons, NY
9.8 75 reviews

Charming Modern Home - Winter And Summer Retreat

apartment, Water Mill
This five-bedroom home is situated on a peaceful street in Water Mill, just a short drive from the beach and the village centre. Guests have consistently rated this property as excellent for its location, cleanliness, and overall experience.
The spacious apartment, covering 251 square metres, offers a comfortable and well-equipped living space with a fully-equipped kitchen, a swimming pool, a tennis court, and a spa, perfect for relaxation and entertainment.

Frequently asked questions about holiday rentals in The Hamptons, NY

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

    The Hamptons offer a variety of attractions. For stunning beaches, there's Main Beach in East Hampton and Coopers Beach in Southampton. Architectural gems include the historic mansions of East Hampton and the Parrish Art Museum in Southampton. Exploring the charming towns of Sag Harbor and East Hampton, with their unique shops and restaurants, is a must. A visit to the LongHouse Reserve, a stunning sculpture garden, is also highly recommended.
  • What are the best Airbnb and holiday rentals in The Hamptons, NY?

    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 holiday rentals in The Hamptons, NY among travellers.

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

    The Hamptons' unique natural beauty lies in its diverse landscape. The dramatic Atlantic coastline, with its sandy beaches and dramatic cliffs, is a key feature. The diverse birdlife, particularly during migration seasons, is another highlight. The Shinnecock Bay offers opportunities for observing marine life and enjoying water activities. The varied flora, with its unique coastal plant species, adds to its charm.
  • What are the most popular Airbnbs in The Hamptons, NY?

    Among the Airbnbs in The Hamptons, NY, 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 clothing for warm weather, swimwear, sunscreen, sunglasses, and a hat. Comfortable walking shoes are a must for exploring the towns and beaches. Don't forget insect repellent, especially for evenings. A light jacket or sweater might be needed for cooler evenings, particularly in the shoulder seasons. For beach days, a beach towel and a reusable water bottle are essential.
  • What are the best holiday rentals with a pool in The Hamptons, NY?

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

    The Hamptons hosts several events throughout the year. The Hampton Classic Horse Show is a significant equestrian event. The annual Sag Harbor Summer Film Festival showcases independent films. Various art exhibitions and gallery openings take place throughout the summer. Many smaller, local events occur throughout the season, so checking local listings closer to your travel dates would be beneficial.
  • What are the best rentals for families and kids in The Hamptons, NY?

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

    The Hamptons boasts a vibrant culinary scene. For fresh seafood, try the Lobster Roll at a classic clam bar. Many restaurants offer locally sourced produce and seafood. Specific restaurant recommendations are difficult to make definitively as tastes vary, but exploring the various menus in towns like Southampton and East Hampton will reveal many excellent options. Look for restaurants featuring seasonal menus.
  • What are the best rentals or Airbnbs with a jacuzzi in The Hamptons, NY?

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

    Beyond the well-known spots, consider exploring the nature trails at the Agawam Park in Southampton, or the quieter beaches further east along the coastline. The Long Island Aquarium & Exhibition Center offers a different kind of attraction. Many smaller, local art galleries and antique shops offer unique experiences beyond the larger museums.
  • What are the best activities for engaging with locals and understanding their culture in the Hamptons, New York?

    Visiting local farmers' markets provides a great opportunity to interact with residents and sample local produce. Attending community events and local festivals allows for interaction with locals. Exploring the smaller, less-touristy towns and engaging in conversations with shopkeepers and residents offers a more authentic experience. Spending time at local beaches can offer a glimpse into the Hamptons' relaxed lifestyle.
  • What unique natural landscapes and terrain features can travellers explore in the Hamptons, New York?

    The Hamptons offers diverse landscapes. The dramatic Atlantic coastline, with its sandy beaches and dunes, is a key feature. Shinnecock Bay provides calm waters for boating and kayaking. The diverse wetlands and salt marshes offer unique ecosystems to explore. The varied topography, including rolling hills and woodlands, adds to the area's natural beauty.
  • How many days are ideal for a visit to the Hamptons, New York, and what are some itinerary suggestions?

    Three to four days is an ideal length for a visit, allowing you to explore the different towns and beaches. A possible itinerary could include exploring Southampton on day one, East Hampton on day two, and a beach day on day three. A fourth day could be dedicated to exploring Sag Harbor or visiting a specific attraction like the Parrish Art Museum.

Nearby regions

Best The Hamptons, NY holiday rentals with a balcony

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views - The Hamptons, NY
9.9 194 reviews

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

apartment, Greenport
This Greenport apartment is located in the Cliffside Resort Condominiums on the North Fork of Long Island, just a short walk from the beach. The apartment has excellent user, location, and cleanliness ratings.
The apartment, which is 65 square metres in size, has two bedrooms, two bathrooms, and can accommodate up to six guests. It offers a range of amenities including a private balcony and deck, a well-equipped kitchenette, and access to a private beach, swimming pool, and spa.
Southampton Luxury Estate With Pool, Sunset Bay Views & Resort-style Backyard - The Hamptons, NY
9.3 25 reviews

Southampton Luxury Estate With Pool, Sunset Bay Views & Resort-style Backyard

apartment, North Sea
This luxurious five-bedroom home is located in Southampton, just a short drive from parks, golf courses, and the beach. It has received excellent ratings for cleanliness, location, and user experience.
The apartment spans 437 square metres and comfortably accommodates up to 10 guests. It offers a range of amenities including a private pool, a brick patio, a gazebo, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
Unit 1211: Two-bedroom | 1st Floor-garden View | Love - The Hamptons, NY
No reviews

Unit 1211: Two-bedroom | 1st Floor-garden View | Love

apartment, Napeague
This Amagansett apartment, near the beach and approximately 0.6 km from the Walking Dunes Trailhead, offers easy access to Montauk and attractions such as the Shinnecock Museum and Jonathan Adler.
The two-bedroom, one-bathroom flat sleeps six guests and boasts a private patio, balcony, access to a heated pool and tennis courts, plus a fully equipped kitchen and in-unit laundry facilities.
Luxurious Hamptons House With Heated Pool & Grill - The Hamptons, NY
8.8 4 reviews

Luxurious Hamptons House With Heated Pool & Grill

house, Hampton Bays
This Hampton Bays house, situated 21 kilometres from Splish Splash water park and 49 kilometres from Montauk Point Lighthouse, offers convenient access to local attractions.
The 125 square metre property boasts three bedrooms, a living room, and a fully equipped kitchen, sleeping up to eleven guests and featuring a heated saltwater pool, grill, and private parking with an EV charging point.

Best The Hamptons, NY holiday rentals with parking

Spacious Home Near Aquarium & Heart Of Wine Country Shopping & Close To Hamptons - The Hamptons, NY
9.8 32 reviews

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

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.
Private Apartment 15 Min From The Hamptons Beaches - The Hamptons, NY
9.6 11 reviews

Private Apartment 15 Min From The Hamptons Beaches

apartment, Center Moriches
This one-bedroom flat in Center Moriches offers a tranquil base on the eastern end of Long Island, ideal for visiting family or exploring the region.
With accommodation for up to three guests, this property features air conditioning, Wi-Fi, and kitchen facilities including a fridge and microwave oven, alongside convenient on-site parking.
Villa Luz Family Home W/ Heated Pool & Jacuzzi - The Hamptons, NY
9.5 159 reviews

Villa Luz Family Home W/ Heated Pool & Jacuzzi

apartment, Hampton Bays
This family-friendly four-bedroom apartment in Hampton Bays is conveniently located within a 10km radius of the beautiful Meschutt, Ponquogue, and Cupsoque beaches. The property boasts a private pool, a fenced garden, and a fully equipped kitchen, perfect for relaxing after a day exploring the Hamptons coastline.
The House Of The Mermaid Aka La Casa Della Sirena - The Hamptons, NY
9.9 318 reviews

The House Of The Mermaid Aka La Casa Della Sirena

apartment, Hampton Bays
This basement flat is located in a peaceful residential area of Hampton Bays, just a short distance from restaurants, bars, shops and beaches. It has received excellent ratings for its location, cleanliness and overall user experience.
The flat has one bedroom and one bathroom, accommodating up to four guests. It includes a private deck with a dining set, conversation set, propane grill and two gravity chairs, as well as a full kitchen, comfortable living space with a 50-inch smart TV, a sound machine, a private entrance and driveway, and outdoor games.
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