4721 Holiday Rentals and Airbnb in The Hamptons, NY
10 2 reviews
The Hamptons, NY
27/06 – 04/07
NZ$1170/nighttotal: NZ$8190 (7 )
Spacious 5 Bedroom Family Beach Getaway In Charming East Marion/greenport
4 2
apartment , East Marion
This East Marion flat is situated a 7-minute walk from Island's End Golf and Country Club and a 2-minute drive from Kontokosta Winery, offering convenient access to local attractions. This 4-bedroom, 3-bathroom apartment accommodates up to 10 guests and features a well-equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and on-site parking, with a barbecue grill available for outdoor cooking.
10 1 review
The Hamptons, NY
25/06 – 27/06
NZ$2530/nighttotal: NZ$5060 (2 )
Shelter Island Family Friendly Home With Pool!
1 8
apartment , Shelter Island Heights
This four-bedroom house in Shelter Island Heights, Suffolk County, New York, offers easy access to Shelter Island's beaches and nature trails, with the Hamptons a scenic drive away. The property boasts a private pool, fitness centre, and ample indoor/outdoor space for eight guests, including two dedicated workspaces, making it ideal for families or groups seeking a luxurious island retreat.
9.6 4 reviews
The Hamptons, NY
15/07 – 20/07
NZ$1902/nighttotal: NZ$9510 (5 )
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.
9.9 234 reviews
The Hamptons, NY
15/07 – 20/07
NZ$1141/nighttotal: NZ$5705 (5 )
Sunny Southampton Studio
1 2
apartment , Shinnecock Hills
This newly renovated studio apartment is located in Southampton, a five-minute drive from the shops and restaurants of Main Street and just a short distance from the beautiful beaches of Shinnecock Hills. The apartment features a queen-size bed, a pull-out sofa, a fully equipped kitchen, and a private bathroom, making it ideal for a couple or a small family.
9.7 108 reviews
The Hamptons, NY
27/06 – 04/07
NZ$2804/nighttotal: NZ$19628 (7 )
Town Walking Distance-bridgehampton Cottage
1 2
cottage , Bridgehampton
This charming cottage is situated in Bridgehampton, just 5 kilometres from the Hampton Classic equestrian event, offering a peaceful retreat in a vibrant area. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. The cottage, spanning 93 square metres, comfortably accommodates up to 5 guests in its two bedrooms. It features a well-equipped kitchen, a relaxing garden, and a spa, ensuring a comfortable and enjoyable stay for families and groups.
10 75 reviews
The Hamptons, NY
12/07 – 16/07
NZ$2272/nighttotal: NZ$9088 (4 )
East Hampton Rental W/ Pool, Moments To Amenities
1 5
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.
The Hamptons, NY
25/06 – 27/06
NZ$2945/nighttotal: NZ$5890 (2 )
Luxury Beachy House
4 8
apartment , Hampton Bays
This residence in Hampton Bays offers immediate access to the Hamptons lifestyle, with its precise location facilitating easy exploration of the area's attractions. This spacious apartment accommodates up to eight guests, featuring five bathrooms, air conditioning, and a kitchen, providing a comfortable base for enjoying the surrounding amenities and activities.
9.7 42 reviews
The Hamptons, NY
25/06 – 27/06
NZ$4848/nighttotal: NZ$9696 (2 )
Private, Spacious & Lovely Sag Harbor Retreat
1 10
apartment , Noyack
This private house is located in the woods of Noyack, a short drive from the charming village of Sag Harbor. It has excellent ratings for location, cleanliness, and user experience. The house is spread over two acres of wooded land, accommodating up to 10 guests. It offers a range of amenities, including a private pool, hot tub, fitness centre, and a spacious deck with views of the surrounding woods.
The Hamptons, NY
25/06 – 27/06
NZ$4637/nighttotal: NZ$9274 (2 )
Waterfront Tranquility Near Sag Harbor Village
4 8
apartment , Noyack
This Sag Harbor holiday let is located in the Bay Point district, offering waterfront views of Sag Harbor cove and convenient access to Noyac Golf Club and Sag Harbor State Golf Course. This four-bedroom, three-bathroom holiday home accommodates up to eight guests and features a private dock for boats up to 11.6 metres, a small beach with an elevated deck, a 12.2-metre wide deck, a chef's kitchen, a master bedroom with water views and spa tub, a playroom with three beds, and includes two paddleboards and a kayak.
The Hamptons, NY
01/07 – 02/07
NZ$977/nightfor 1 night
The Inn Spot
1 2
house , Hampton Bays
This Inn Spot offers accommodation in Hampton Bays, situated 1.8 kilometres from Ponquogue Beach and within reach of attractions including Montauk Point Lighthouse (48 kilometres) and Splish Splash (24 kilometres). This one-bedroom, one-bathroom property accommodates up to three guests and includes air conditioning, internet, a microwave oven, and free private parking, with pets allowed.
9.9 84 reviews
The Hamptons, NY
16/10 – 20/10
NZ$901/nighttotal: NZ$3604 (4 )
Nassau Point, North Fork Home W/ Pool
4 4
apartment , Cutchogue
This Cutchogue apartment, situated minutes from a local sandy beach and close to Long Island's 38 vineyards, offers easy access to both coastal relaxation and wine tasting experiences. Sleeping eight guests across four bedrooms and three bathrooms, this self-catering property features a spacious open-plan kitchen, dining, and living area opening onto a deck and private gated swimming pool, plus a garden and parking.
8.6 8 reviews
The Hamptons, NY
15/07 – 20/07
NZ$1345/nighttotal: NZ$6725 (5 )
Ocean Dunes At Amagansett
1 2
apartment , Amagansett
This Amagansett flat offers direct beachfront access and is located within 0.8 kilometres of the Atlantic Double Dunes Preserve and a 10-minute walk to Indian Wells Beach and Amagansett Beach. This accommodation provides a kitchenette with a fridge and microwave, a flat-screen TV, a private balcony, an outdoor swimming pool, and parking, with beach yoga opportunities nearby.
Best family friendly The Hamptons, NY holiday rentals
Among the 4721 accommodations in The Hamptons, NY, here are the 4 best family friendly rentals
10 22 reviews
The Hamptons, NY
27/06 – 04/07
NZ$1462/nighttotal: NZ$10234 (7 )
Waterfront House With Dock And Private Beach
3 2
apartment , Shelter Island
This waterfront property is located just 3 kilometres from Wades Beach, The Hamptons Beaches, and the Shelter Island Historical Society, offering easy access to both the island's attractions and its stunning coastline. It has been rated excellent by previous guests. The three-bedroom house provides 149 square metres of space, comfortably accommodating up to 6 guests. Enjoy a fully equipped kitchen, a fireplace, a garden with BBQ facilities, a terrace, and free Wi-Fi, all within a relaxing and family-friendly environment.
10 2 reviews
The Hamptons, NY
25/06 – 27/06
NZ$13151/nighttotal: NZ$26302 (2 )
*Brand New* Bridgehampton House, Close To Sag Harbor Village & Beaches
6 10
apartment , Noyack
This Bridgehampton estate, a five-minute drive from both Bridgehampton and Sag Harbour villages, offers easy access to shops, restaurants, and beaches. The 518 square metre property boasts six bedrooms, six and a half bathrooms, a heated saltwater pool, a spa, and ample space for large families or groups, including a gym and children's amenities.
10 8 reviews
The Hamptons, NY
15/07 – 19/08
NZ$1205/nighttotal: NZ$42175 (35 )
Old Meets New In This Fully Renovated 19th Century Farm House.
2 2
apartment , Greenport
This Greenport farmhouse, located in the Pipes Cove neighbourhood, is adjacent to a golf course and a short distance from Greenport beach, the Greenport Carousel, and the Camera Obscura. The two-bedroom property sleeps five, boasts three bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a garden, and a spa, and offers convenient access to local wineries, museums, and water sports.
9.5 2 reviews
The Hamptons, NY
01/07 – 02/07
NZ$1488/nightfor 1 night
Charming Home For A Perfect Escape
5 2
apartment , Springs
This East Hampton flat is located 13 kilometres from Montauk Point Lighthouse and within a 26 kilometre radius of Hither Woods Preserve, Shadmoor State Park, and Montauk Downs State Park Golf Course. This studio apartment, measuring 18 square metres, offers air conditioning, a private terrace, a fully equipped kitchen, complimentary WiFi, and free private parking, accommodating up to 19 guests.
Best The Hamptons, NY holiday rentals with a pool
Among the 4721 accommodations in The Hamptons, NY, here are the 4 best rentals with a pool
The Hamptons, NY
25/06 – 27/06
NZ$8220/nighttotal: NZ$16440 (2 )
Classic Southampton Home, Private Heated Pool, Great For Friends And Families
4 8
apartment , North Sea
This Southampton residence is located on a secluded private block, offering convenient access to local amenities and the beaches of Southampton, all within a few kilometres. This four-bedroom flat accommodates up to eight guests and features a private heated outdoor pool, a pool table, ping pong, a gas grill, and bicycles for exploring the area.
The Hamptons, NY
01/07 – 02/07
NZ$6005/nightfor 1 night
232 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Westhampton
This historic three-bedroom house is situated in a beach community in Westhampton, just a short distance from the sandy shores and within easy reach of the Hamptons' attractions. The 232 square metre property boasts a gourmet kitchen, a master bedroom en-suite jacuzzi, central air conditioning, a heated pool and a deck with outdoor furniture, perfect for enjoying the beautiful Westhampton weather.
9.8 85 reviews
The Hamptons, NY
27/06 – 04/07
NZ$2953/nighttotal: NZ$20671 (7 )
East Hampton Family Vacation Home
1 2
apartment , Springs
This spacious four-bedroom apartment is located on a private street in the quiet East Hampton Springs neighbourhood, just a short distance from the charming village of East Hampton. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. This self-catering home sleeps up to 11 guests and features a fully-equipped kitchen, a screened porch, a heated saltwater pool, a large patio, a 65-inch TV, a Weber grill, bikes, and a fire pit. Guests can enjoy the peace and tranquility of the neighbourhood while being close to all the attractions of East Hampton.
9.8 7 reviews
The Hamptons, NY
27/07 – 31/07
NZ$2420/nighttotal: NZ$9680 (4 )
Hamptons Vacation Rental W/ Seasonal Pool!
3 5
cottage , Hampton Bays
This charming Hampton Bays cottage is situated in a peaceful neighbourhood, just 3 km from Meschutt Beach and 4 km from Ponquogue Beach, offering a tranquil escape from the bustling Hamptons. It enjoys excellent user ratings, making it a popular choice for travellers. The 103 square metre cottage comfortably accommodates up to 6 guests in its 3 bedrooms and 2 bathrooms. Enjoy a range of amenities including a private heated pool, a fully equipped kitchen, a garden, a spa, and a ChargePoint EV charger, as well as outdoor activities such as croquet and a trampoline.
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. Historic sites include the LongHouse Reserve, a sculpture garden, and the East Hampton Historical Society Museum. Shopping enthusiasts will enjoy browsing the boutiques in Southampton village and East Hampton village. The iconic Gurney's Montauk Resort & Seawater Spa provides luxurious beachfront accommodation and amenities.
What are the best Airbnb and holiday rentals in The Hamptons, NY?
Are there unique natural phenomena in the Hamptons, New York?
The Hamptons' unique natural beauty lies in its diverse landscapes. The dramatic cliffs and ocean views along the coast are a highlight, particularly at Montauk Point. The various beaches, each with its own character, offer opportunities for swimming, sunbathing, and surfing. The Shinnecock Hills preserve provides a glimpse into the area's natural habitats.
What are the most popular Airbnbs in The Hamptons, NY?
What essentials should you bring along for a trip to the Hamptons, New York?
Pack light clothing, swimwear, sunscreen, sunglasses, and a hat for the sunny weather. Comfortable walking shoes are a must, as you'll likely be doing a lot of exploring. Don't forget insect repellent, especially if you plan on spending time outdoors in the evenings. A light jacket or sweater might be needed for cooler evenings.
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 most well-known is the annual Hampton Classic Horse Show, a major equestrian event. Many smaller, local events and art exhibitions occur throughout the summer months. Check local listings closer to your travel dates for the most up-to-date information.
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. The Lobster Roll is a must-try classic. For fine dining, try Nick & Toni's in East Hampton or 75 Main in Southampton. Many restaurants offer fresh, locally sourced seafood. Exploring different restaurants in various villages will offer a range of culinary experiences.
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 the visit?
Beyond the well-known spots, consider visiting the Hither Hills State Park for its beautiful beaches and hiking trails. The Agawam Park in Southampton offers a quieter beach experience. Exploring the charming smaller villages like Sag Harbor offers a different perspective on the Hamptons.
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, if available during your visit, offers a glimpse into local life. Simply striking up conversations with shopkeepers or bar staff in the smaller villages can lead to interesting interactions.
What unique natural landscapes and terrain features can travellers explore in the Hamptons, New York?
The Hamptons offers diverse landscapes. The Atlantic coastline, with its beaches, cliffs and dunes, is a prominent feature. The inland areas feature rolling hills, farmland, and various nature preserves like the Shinnecock Hills and the Hither Hills State Park, offering opportunities for hiking and exploring diverse ecosystems.
How many days are ideal for a visit to the Hamptons, New York, and what are some itinerary suggestions?
Three to five days allow for a good exploration of the Hamptons. A possible itinerary could include: Day 1: Explore Southampton Village and Coopers Beach; Day 2: Visit East Hampton Village and Main Beach; Day 3: Explore Montauk Point and its lighthouse; Day 4: Relax on a quieter beach or explore a nature preserve; Day 5: Indulge in some shopping or visit art galleries.
Nearby regions
Best The Hamptons, NY holiday rentals with a balcony
10 5 reviews
The Hamptons, NY
25/06 – 27/06
NZ$15300/nighttotal: NZ$30600 (2 )
Modern Coastal Farmhouse Style Home With A Private Pool, Open-floor Plan,...
5 8
apartment , North Haven
This North Haven home is located just 2km from the beautiful Hamptons Beaches and close to the vibrant Bay Street Theatre and the historic Sag Harbor Old Burying Ground. The property has received excellent ratings for its location, cleanliness, and overall experience. This 5-bedroom, 4-bathroom house comfortably sleeps 10 guests and has a floor area of 302 square metres. The property features a private swimming pool, a terrace, a garden, a fireplace, and a fully equipped kitchen, as well as parking and a barbecue for outdoor dining.
10 7 reviews
The Hamptons, NY
15/07 – 20/07
NZ$3798/nighttotal: NZ$18990 (5 )
Beautiful Hampton Retreat- Sag Harbor Tennis And Pool On 2 Private Acres
4 2
apartment , Noyack
This four-bedroom apartment is located in Sag Harbor, a short distance from Noyac Golf Club and Channing Daughters Winery, and just a short drive to the beaches, restaurants, and wildlife refuge. The apartment features a heated in-ground pool, hot tub, and outdoor barrel sauna, tennis and basketball courts, and a spacious interior with high ceilings and an open living area.
10 24 reviews
The Hamptons, NY
27/07 – 31/07
NZ$2628/nighttotal: NZ$10512 (4 )
Cedargate The East End's 1830's Seaside Farmhouse
5 5
apartment , East Moriches
Cedargate Farmhouse, a beautifully restored 1830s property on Tuthill Point in East Moriches, offers a tranquil escape steps from Moriches Bay. This five-bedroom farmhouse boasts 279 square metres of living space, including a gourmet kitchen, a saltwater pool, a spa, and ample outdoor areas perfect for relaxation, accommodating families and pet owners alike.
The Hamptons, NY
28/07 – 31/07
NZ$37128/nighttotal: NZ$111384 (3 )
Villa Montauk Mist
4 2
house , Northwest Harbor
Villa Montauk Mist is located in East Hampton, 17.7 kilometres from Montauk Point Lighthouse and 27.4 kilometres from the Second House Museum. This spacious 4-bedroom villa offers accommodation for up to 15 guests, featuring a private swimming pool, a garden, a fully equipped kitchen, air conditioning, and complimentary WiFi, with a floor area of 325 square meters.
Best The Hamptons, NY holiday rentals with parking
9.0 41 reviews
The Hamptons, NY
27/06 – 04/07
NZ$1621/nighttotal: NZ$11347 (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.
9.8 141 reviews
The Hamptons, NY
16/10 – 20/10
NZ$1538/nighttotal: NZ$6152 (4 )
The Cooper-burke House
1 4
apartment , Sag Harbor
The Cooper-Burke House is a charming property situated in Sag Harbor's historic district, just a short walk from Main Street and a 12-minute stroll to Haven's Beach. The house consistently receives excellent ratings for its location, cleanliness, and overall experience. This one-bedroom house spans 139 square metres and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a spacious terrace, a garden, a spa, parking, and Wi-Fi access, allowing for a relaxing and enjoyable stay.
9.8 11 reviews
The Hamptons, NY
03/07 – 05/07
NZ$1694/nighttotal: NZ$3388 (2 )
Beechwood Cottage 1bd
1 2
apartment , Greenport
This newly finished modern cottage in Greenport is located within easy reach of the village and its attractions. This one-bedroom, one-bathroom cottage sleeps up to four guests and features a fully equipped kitchen, air conditioning, a swimming pool, a garden, and outdoor seating with a grill and fire pit.
The Hamptons, NY
25/06 – 27/06
NZ$4513/nighttotal: NZ$9026 (2 )
Spacious Open Design For Summer '26 Dates
4 8
apartment , Noyack
This Sag Harbor contemporary property, located in Noyack, offers easy access to the Hamptons beaches and Cooper's Beach, approximately 8 kilometres from the Sag Harbor Whaling and Historical Museum. Sleeping up to 14 guests, this four-bedroom, four-bathroom house boasts a spacious layout including a king, queen, twin and full beds, an additional office with a futon, a large open-plan kitchen, outdoor BBQ, and swimming pool.
