Hamptons holiday rentals

We found 4,201 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Hamptons

Showing deals for:27 Nov - 4 Dec

Private kitchen
Pool
Dining
Exterior
Exceptional
(6 reviews)

Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway

Hampton Bays

8% off
AU$14,143
for 7 nights, 1 home
AU$2,020 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
2nd floor deck with additional dining and leisure seating.
Dining table and picnic table
water view
Heated pool with gorgeous water and natural wetland view
Chef kitchen with breakfast area on 2nd floor
Exceptional
(35 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

7% off
AU$17,061
for 7 nights, 1 home
AU$2,437 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Exterior
Private kitchen
Patio
The Harbor
Exceptional
(97 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

16% off
AU$11,713
for 7 nights, 1 home
AU$1,673 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Pool
Kitchen with vaulted ceilings
Part of large deck
Dining
Exceptional
(24 reviews)

Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly

Montauk

8% off
AU$11,466
for 7 nights, 1 home
AU$1,638 per night
includes taxes & fees
Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly
Living area
Terrace/patio
Pool
Exterior
Wonderful
(9 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
AU$54,220
for 7 nights, 1 home
AU$7,746 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
May 2015, the pool gets full sun most of the day. New pofence and gate.
Patio gets shade all day long.
1,000 sq feet of open living space.  Loft above living area with desk and bed.
View from loft.
Exceptional
(17 reviews)

Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach

Montauk

6% off
AU$13,611
for 7 nights, 1 home
AU$1,944 per night
includes taxes & fees
Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach
Covered porch on backside of main house
Pool area viewed from side with teak loungers and umbrellas
Private kitchen
Main house dining area with wet bar, 300 bottle wine fridge and ice maker.
Exceptional
(6 reviews)

Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett

8% off
AU$47,385
for 7 nights, 1 home
AU$6,769 per night
includes taxes & fees
Amagansett Beach Estate with Award Winning Outdoor Amenities
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +10,)
Living area
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
Front entrance, park-like grounds
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

30% off
AU$14,139
for 7 nights, 1 home
AU$2,020 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Pool
Dining
kitchen
outdoor shower
Exceptional
(60 reviews)

Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool

Southampton

8% off
AU$19,566
for 7 nights, 1 home
AU$2,795 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Kitchen
Sideview of house with 2nd story deck
Interior
dining area
Exceptional
(27 reviews)

Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120

Montauk

8% off
AU$6,570
for 7 nights, 1 home
AU$939 per night
includes taxes & fees
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Exterior detail
Living area
Interior
Exceptional
(10 reviews)

Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

Sag Harbor

8% off
AU$14,177
for 7 nights, 1 cottage
AU$2,025 per night
includes taxes & fees
Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house
Pool
Living area
Outdoor dining
Interior
Exceptional
(12 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
AU$10,592
for 7 nights, 1 home
AU$1,513 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Dining area
Exterior
Pool, gazebo, fire table
Hot tub open all year
Exceptional
(44 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
AU$11,126
for 7 nights, 1 home
AU$1,589 per night
includes taxes & fees
Westhampton Beach Town and Country
Front yard closeup
Facade
Living/dining space
From the bedroom
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
AU$7,488
for 7 nights, 1 cottage
AU$1,070 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Hydrangeas blooming all summer.these are the August bloomers
Featured as one of most beautiful poolsides
Living area on 1st floor with wood burning fireplace
Kitchen walks out to covered porch across length of entire back
Exceptional
(7 reviews)

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton

8% off
AU$26,274
for 7 nights, 1 home
AU$3,753 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Room
Outdoor dining
Private kitchen
Interior
Exceptional
(17 reviews)

SERENE SALTBOX WITH POND & SUNSET VIEWS

Montauk

7% off
AU$8,306
for 7 nights, 1 home
AU$1,187 per night
includes taxes & fees
SERENE SALTBOX WITH POND & SUNSET VIEWS
Terrace/patio
Pool
Private kitchen
Dining
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
AU$22,959
for 7 nights, 1 home
AU$3,280 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Resort inspired backyard with heated pool, outdoor seating, and complete privacy
Dining
75 inch TV w/ Bose Soundbar
Interior
Exceptional
(16 reviews)

NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym

Westhampton

8% off
AU$8,983
for 7 nights, 1 home
AU$1,283 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
Exterior
Terrace/patio
Private kitchen
Property grounds
Exceptional
(26 reviews)

NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

Montauk

8% off
AU$9,395
for 7 nights, 1 home
AU$1,342 per night
includes taxes & fees
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Living area
Living area
Pool
Exterior
Wonderful
(20 reviews)

Ocean Beach Mini Modern Luxury

Montauk

9% off
AU$4,249
for 7 nights, 1 home
AU$607 per night
includes taxes & fees
Ocean Beach Mini Modern Luxury
Private kitchen
Pool
Exterior
Interior
Wonderful
(20 reviews)

2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

Riverhead

8% off
AU$5,968
for 7 nights, 1 home
AU$853 per night
includes taxes & fees
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Living room on main floor with mid-century modern sofa
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Three Mile Harbor, glorious sunsets, and waterfront restaurants- 8 minute drive
Second level sunny bedroom with queen bed and views of the pool.
Exceptional
(18 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

15% off
AU$10,882
for 7 nights, 1 home
AU$1,555 per night
includes taxes & fees
Prime East Hampton Village Location. Heated Pool. Walk To All!
Dining area
Large pool heated pool
Kitchen
Main living area
Exceptional
(20 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
AU$7,179
for 7 nights, 1 home
AU$1,026 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Living area
Property grounds
Exterior
Property grounds
Exceptional
(14 reviews)

East Hampton on private beach updated house on 2 acres. 3 bedrooms, 3 bathrooms.

East Hampton

8% off
AU$7,005
for 7 nights, 1 home
AU$1,001 per night
includes taxes & fees
East Hampton on private beach updated house on 2 acres. 3 bedrooms, 3 bathrooms.
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Why visit Hamptons

  • Pristine Beaches: The Hamptons are renowned for their beautiful sandy shores, perfect for sunbathing, swimming, and beach activities.
  • Charming Villages: Explore the elegant streets of East Hampton, the vibrant atmosphere of Hampton Bays, and the historic allure of Sag Harbor.
  • Cultural Heritage: Discover engaging historical museums that reflect the rich history and artistry of the region.
  • Outdoor Activities: Enjoy a variety of outdoor adventures, from hiking to water sports, amidst stunning natural landscapes.
  • Relaxing Getaways: The Hamptons offer idyllic settings for romantic retreats and family-friendly experiences.

Popular types of accommodation around Hamptons

You have decided on a trip to Hamptons and now comes the fun part – choosing your accommodation. Indulge in luxury rentals, cosy holiday cottages, stylish condos and comfortable guestrooms. Enjoy local attractions, pristine beaches, and scenic landscapes that define Hamptons, New York. Whether you prefer a private holiday home or a quaint bungalow, Hamptons holiday rentals offer an array of experiences tailored to enrich your stay.

  • Private Holiday Homes: The top choice for visitors to the Hamptons, these homes offer spacious and comfortable accommodations for families and groups.
  • Cottages: These quaint and charming dwellings are ideal for a cosy retreat, set amidst picturesque landscapes.
  • Condos: Perfect for those seeking modern amenities, condos provide convenient living spaces often close to local attractions.
  • Apartments: Offering a home-away-from-home experience, apartments are a practical option for couples or solo travellers.
  • Villas: For a touch of luxury, villas provide upscale living with ample space and beautiful surroundings.**

Top attractions near Hamptons

Hamptons, New York, United States of America, offers a delightful mix of coastal charm and rich cultural heritage. Visitors can enjoy pristine beaches, explore engaging historical museums, and wander through urban parks. Whether seeking a romantic getaway or an outdoor adventure, this region caters to travellers with its varied attractions and scenic beauty, all within a vibrant and culturally rich environment.

  • The Hamptons Beaches: These stunning beaches offer a quintessential seaside experience with soft sands and refreshing waves, perfect for sunbathing, swimming, and beach walks.
  • Southampton Historical Museum: This museum immerses visitors in the rich cultural history of the area, showcasing fascinating exhibits and artefacts that reflect the region's heritage.
  • Home Sweet Home Museum: A charming historic building that provides insight into early American life, featuring period furnishings and stories that bring the past to life.

Things to do recommended for couples

Seeking a romantic escape in the Hamptons? Explore the charming villages, indulge in a sunset picnic at Coopers Beach, or enjoy a wine tasting at a local vineyard. Don't miss a stroll along the picturesque waterfront, hand in hand, creating unforgettable memories together.

Things to do recommended for families

Families can explore the beautiful beaches of East Hampton, enjoy the interactive exhibits at the Children's Museum of the East End, or take a scenic bike ride along the picturesque paths of Montauk. There’s something delightful for everyone in the Hamptons.

Things to do recommended for groups

Groups visiting the Hamptons can enjoy thrilling races at Riverhead Raceway, located 31km away. This venue offers an exhilarating atmosphere perfect for adventure seekers, making it a fantastic local experience for those looking to bond with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Hamptons

If you’re travelling with a group, as a family, bringing your pets along, or seeking extended stays, it’s important to refine your search according to your specific needs. Here are some helpful booking tips for using Stayz.

  • Traveling to Hamptons with a group: Think about how many bedrooms you require, as well as additional features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search to include all of these options and more on Stayz.
  • Traveling to Hamptons with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it would be wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Hamptons: For many, a family holiday feels incomplete without their furry companion. If this resonates with you, consider exploring Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hamptons: If you’re seeking holiday rentals with special offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to consider including features such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Hamptons

The Hamptons, a picturesque enclave in New York, offers a delightful blend of stunning beaches and charming villages. Explore the elegant streets of East Hampton, the vibrant atmosphere of Hampton Bays, and the historic allure of Sag Harbor. For a tranquil escape, a short ferry ride will take you to Shelter Island. Whether you seek romantic retreats or family-friendly adventures, the Hamptons promise an unforgettable experience amidst breathtaking scenery.

  • Southampton: Located a mere 8km from the Hamptons, Southampton is renowned for its idyllic beaches and outdoor pursuits, making it an ideal romantic getaway. The charming city offers a plethora of activities, including access to pristine golf courses and scenic parks. Visitors can bask in the sun on family-friendly beaches or enjoy leisurely strolls along the waterfront. The local attractions encapsulate the essence of coastal living, providing an inviting atmosphere for relaxation and exploration.
  • Sag Harbor: Also situated just 8km from the Hamptons, Sag Harbor is a picturesque village that exudes a quaint charm. This vibrant community is perfect for outdoor enthusiasts and beach lovers alike, offering ample opportunities for recreation and romance. With its beautiful beaches and serene lake, visitors can indulge in various activities, including golfing and enjoying the natural surroundings. The town's rich maritime history and unique boutiques add to its appeal, making it a delightful spot to explore.
  • East Hampton: Approximately 13km from the Hamptons, East Hampton is celebrated for its family-friendly atmosphere and stunning beaches. This city is a haven for outdoor activities, featuring recreational areas that cater to all ages. Visitors can take advantage of excellent golf courses and enjoy family-oriented beaches and parks. East Hampton's vibrant cultural scene, complete with art galleries and charming shops, enhances the travel experience, making it a must-visit destination in the region.

Best time to go to Hamptons

If you're planning a trip to Hamptons, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.8°F (2.1°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyLowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyLowModerately Low
April47.3°F (8.5°C)Light RainMostly SunnyAverageAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyHighModerately High
July72.7°F (22.6°C)Light RainMostly SunnyHighModerately High
August73.2°F (22.9°C)Light RainMostly SunnyHighModerately High
September68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.8°F (9.9°C)Light RainMostly SunnyAverageAverage
December42.3°F (5.7°C)Light RainMostly CloudyAverageAverage

Booking with Stayz is simple

If you're aiming to reduce costs on your upcoming journey, consider being flexible with your travel dates, as prices often fluctuate. You could also enjoy considerable savings by opting for a longer stay. To locate a Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday let.

Stayz Trips: Planning as easy as it gets

Stayz's Trip Board provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review and organise your bookings. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The lively area of Hamptons awaits your stay

The area's wineries and opera are just some of the reasons to come on holiday to Hamptons. Renowned for its beaches, cycling and seaside, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Hamptons

Do you want to discover things to do in the city? Venture out of your holiday home and check out everything that makes Hamptons a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Duck Walk Vineyards (2.2 mi / 3.6 km)
  • Wolffer Estates Vineyard (3.7 mi / 5.9 km)
  • Shinnecock Hills Golf Course (5.6 mi / 8.9 km)
  • LongHouse Reserve (8.4 mi / 13.6 km)
  • Peconic Bay Winery (9.2 mi / 14.9 km)
  • Bedell Cellars (9.3 mi / 14.9 km)

Exploring the beaches and other natural features in Hamptons

Travellers enjoy Hamptons for its seaside and sunsets. Whether you're looking for adventure or just want to take in the scenery, Hamptons is a great place to spend some time outside. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • The Hamptons Beaches (2.3 mi / 3.7 km)
  • Cooper's Beach (5.6 mi / 9.1 km)
  • Havens Beach (5.8 mi / 9.3 km)
  • Georgica Beach (6.8 mi / 11 km)
  • East Hampton Main Beach (7.9 mi / 12.7 km)
  • LongHouse Reserve (8.4 mi / 13.6 km)

How to get to and around Hamptons

The closest airport is in East Hampton, NY (HTO), located 5.5 mi (8.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Westhampton, NY (FOK-Francis S. Gabreski), which is 16.6 mi (26.7 km) away.

If you're travelling by train, Bridgehampton Station, Southampton Station and Hampton Bays Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Hamptons when booking a holiday home?
Among the more sought-after areas to choose your Stayz holiday home in Hamptons is Springs. Base yourself here and see some top attractions, like Pollock-Krasner House and Study Centre and Kaplan Meadows Sanctuary.
What is the most popular type of holiday home accommodation in Hamptons?
The most popular types of holiday homes in Hamptons are houses. After something a little different? Stayz has a variety of options to match the unique needs of our guests, so you'll see holiday properties in loads of shapes and sizes. The ideal fit is waiting for you — book yours today.
How much does it cost to rent a holiday home in Hamptons?
The average price for a holiday home in Hamptons can vary depending on factors like season, length of stay and property type. Whether you're in search of a villa with space for extended family or a quaint cabin for just you and the kids, just enter your travel dates to view stays that offer great value.
How much does it cost to rent a beach house in Hamptons?
Prices for beach houses in Hamptons differ depending on the style and size of the property and when you're travelling. All you have to do is enter your travel dates into Stayz and the number of guests to view available options and prices. From there you can use our filter tool to tailor your search results by ratings, nearby activities, amenities and more.
What are popular home amenities in Hamptons?
The most popular home amenities guests are looking for in Hamptons include a barbecue grill, a lake view and a sauna. Whether you're going on holiday with buddies, family or even pets, Stayz holiday homes come with the best amenities for hanging out with the people that matter most.
What are the top attractions for families in Hamptons?
There are plenty of fun things to do and see with the family in Hamptons, including:
  • Coopers Beach
  • The Hamptons Beaches
  • East Hampton Main Beach
Can I find two-bedroom holiday homes in Hamptons?
Take off with your loved ones and enjoy total privacy and comfort in one of the 241 two-bedroom holiday properties Hamptons has to offer.
Are there holiday homes with WiFi in Hamptons?
Hamptons has 1 ,115 holiday homes with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Stayz homes make it a breeze to go online.
How old do you have to be to rent a holiday home in Hamptons?
You should check with the Hamptons holiday home you're considering on Stayz as age restrictions differ. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Hamptons for?
How long you can book a holiday home in Hamptons depends on the property. Simply enter your desired dates to look at a list of options offering extended stays. With loads of amenities like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to discover a perfect place to call your home away from home in Hamptons.

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