Hampton Bays holiday rentals

We found 2,533 holiday rentals — enter your dates for availability
Select from 302 homes, 27 cottages and other holiday rentals in Hampton Bays to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Hampton Bays

Showing deals for:13 Nov - 20 Nov

Heated pool with gorgeous water and natural wetland view
Dining table and picnic table
water view
Chef kitchen with breakfast area on 2nd floor
2nd floor deck with additional dining and leisure seating.
Exceptional
(35 reviews)

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

Southampton

8% off
AU$12,321
for 7 nights, 1 home
AU$1,760 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Dining
Living area
Children’s area
Private kitchen
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

8% off
AU$9,983
for 7 nights, 1 home
AU$1,426 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Dining
Pool
Exterior
Private kitchen
Exceptional
(6 reviews)

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

Hampton Bays

8% off
AU$14,370
for 7 nights, 1 home
AU$2,053 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
The Harbor
Private kitchen
Dining Room
Exterior
Exceptional
(97 reviews)

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

Sag Harbor

16% off
AU$11,901
for 7 nights, 1 home
AU$1,700 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Interior
Exterior
Living area
Pool
Exceptional
(33 reviews)

40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation

Center Moriches

12% off
AU$5,001
for 7 nights, 1 home
AU$714 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
kitchen with large island and breakfast table
aerial view
master bedroom with balcony
living room
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
AU$81,849
for 7 nights, 1 home
AU$11,693 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Spacious Main Floor Living room
Exterior
Large Dining/Kitchen Space
Exterior
Exceptional
(11 reviews)

New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!

Southold

8% off
AU$13,830
for 7 nights, 1 home
AU$1,976 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
Living area
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +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$14,366
for 7 nights, 1 home
AU$2,052 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Pool
Terrace/patio
Living area
Exterior
Exceptional
(8 reviews)

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

Water Mill

8% off
AU$55,091
for 7 nights, 1 home
AU$7,870 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Living area
Dining
Resort inspired backyard with heated pool, outdoor seating, and complete privacy
Interior
Exceptional
(16 reviews)

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

Westhampton

8% off
AU$9,127
for 7 nights, 1 home
AU$1,304 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Thermador chefs kitchen with expansive island open to dining room & family room
Open entry foyer with wall of windowed doors to Zen Garden
View from entry foyer into double height living room, skylights, leading to pool
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
AU$23,363
for 7 nights, 1 home
AU$3,338 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Outdoor dining
Dining
Living area
Room
Exceptional
(18 reviews)

Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

Cutchogue

8% off
AU$6,994
for 7 nights, 1 cottage
AU$999 per night
includes taxes & fees
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe
Pool
Dining
kitchen
outdoor shower
Exceptional
(60 reviews)

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

Southampton

8% off
AU$19,880
for 7 nights, 1 home
AU$2,840 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Outdoor dining
Exterior
Interior
Interior
Exceptional
(8 reviews)

Beautiful Colonial Mint Condition Summer House Walking Distance to Beach

Jamesport

12% off
AU$6,924
for 7 nights, 1 home
AU$989 per night
includes taxes & fees
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Large wrap-around lawn
Pool
Living room
Stairs to the upstairs living room, kitchen and dining room
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
AU$11,482
for 7 nights, 1 home
AU$1,640 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Private kitchen
Pool
Interior
Exterior
Wonderful
(20 reviews)

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

Riverhead

8% off
AU$6,064
for 7 nights, 1 home
AU$866 per night
includes taxes & fees
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Living area
Exterior
Pool, gazebo, fire table
Dining area
Exceptional
(44 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
AU$11,305
for 7 nights, 1 home
AU$1,615 per night
includes taxes & fees
Westhampton Beach Town and Country
Exterior detail
Living area
Interior
Pool
Exceptional
(10 reviews)

Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL

Sag Harbor

8% off
AU$20,647
for 7 nights, 1 cottage
AU$2,950 per night
includes taxes & fees
Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL
Living area
Crushpad of Charming Boutique vineyard nearby-  Rosehill
Kitchen Fireplace Eat In Kitchen & in the next photo includes new kitchen table
8 Hands Farm
Exceptional
(30 reviews)

North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk

Laurel

9% off
AU$3,983
for 7 nights, 1 home
AU$569 per night
includes taxes & fees
North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk
This area is perfect for reading and relaxing
Kitchen is stocked with a selection of pots dishes and utensils
Spacious living room with sliders to the patio pool and backyard
Enjoy nearby North Fork and South Fork wineries and many other local attractions
Exceptional
(107 reviews)

Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach

Westhampton Beach

8% off
AU$6,884
for 7 nights, 1 home
AU$983 per night
includes taxes & fees
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
More vineyard views
Outdoor dining
Welcome to Vineyard View
Living area
Exceptional
(24 reviews)

Vineyard View, Bike to the Most Beautiful Beach

Mattituck

8% off
AU$9,895
for 7 nights, 1 home
AU$1,414 per night
includes taxes & fees
Vineyard View, Bike to the Most Beautiful Beach
Private kitchen
Private kitchen
Dining
Property grounds
Exceptional
(14 reviews)

Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Southold

8% off
AU$6,462
for 7 nights, 1 home
AU$923 per night
includes taxes & fees
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country
Exterior
Private kitchen
Living area
Living area
Exceptional
(34 reviews)

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cutchogue

8% off
AU$3,788
for 7 nights, 1 cottage
AU$541 per night
includes taxes & fees
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
kitchen leading into open plan living area
huge swimming pool and deck surrounded by trees
living area with gas fire leads onto the deck
kitchen backs onto the garden
Exceptional
(53 reviews)

Large heated pool, games room, private bay beach access, gardens, kid-friendly

East Hampton

8% off
AU$7,206
for 7 nights, 1 home
AU$1,029 per night
includes taxes & fees
Large heated pool, games room, private bay beach access, gardens, kid-friendly
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    Enjoy full kitchens, laundry, pools, gardens and more
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Why visit Hampton Bays

  • Stunning Beaches: Hampton Bays boasts beautiful beaches ideal for sunbathing and romantic strolls, offering breathtaking coastal views.
  • Outdoor Adventures: The area is perfect for various outdoor activities, from fishing to hiking, allowing visitors to connect with nature.
  • Cultural Experiences: Explore local history at museums and appreciate the vibrant art scene in charming galleries and art centres.
  • Welcoming Community: The friendly atmosphere and charming local shops create a delightful experience for visitors.
  • Relaxing Getaway: Hampton Bays is an ideal destination for a serene escape, whether for a day trip or an extended stay.

Popular types of accommodation in Hampton Bays

You have decided on a trip to Hampton Bays, and now comes the fun part - choosing where you're going to stay. Discover a range of holiday rentals in Hampton Bays, including private holiday homes, cosy cottages, and apartments. Enjoy local attractions, scenic coastal views, and a welcoming community that embodies the charm of this unique New York destination.

  • Private Holiday Homes: Enjoy a secluded retreat in a private holiday home, the top choice for visitors to Hampton Bays.
  • Cottages: Experience traditional charm in cosy cottages, the second most preferred option for a peaceful stay.
  • Apartments: Opt for modern convenience in well-appointed apartments, a popular third choice.
  • Villas: Indulge in spacious comfort with villas, the fourth preferred accommodation type.
  • Cabins: Embrace a rustic getaway with cabins, the fifth most popular selection for travellers.**

Top attractions near Hampton Bays

Hampton Bays, New York, offers a delightful blend of outdoor activities and beach relaxation, making it an ideal destination for a romantic getaway. Visitors can explore beautiful beaches, delve into local history at museums, and appreciate various art centres. With a rich cultural scene and ample opportunities for outdoor experiences, Hampton Bays is the perfect spot for those seeking a quintessential Hamptons escape, whether for a day trip or an extended stay.

  • The Hamptons Beaches: Enjoy the sun, sand, and surf at The Hamptons Beaches, famous for their stunning coastal views and vibrant beach vibes, perfect for relaxation and water activities.
  • Southampton Historical Museum: Immerse yourself in local culture at the Southampton Historical Museum, where you can explore exhibits showcasing the rich history and heritage of the region.
  • Shrine of Our Lady of the Island: Experience a serene atmosphere at the Shrine of Our Lady of the Island, a peaceful retreat featuring beautiful gardens and spiritual reflection.

Things to do recommended for couples

For a romantic getaway in Hampton Bays, explore the scenic shoreline on a sunset kayak tour or indulge in a candlelit dinner at a charming waterfront restaurant. Don't miss a leisurely stroll along the beach, where you can enjoy the tranquil sound of the waves together.

Things to do recommended for families

Families can explore the serene beaches of Hampton Bays and enjoy picnics by the coastline, with opportunities for nature walks and local wildlife spotting.

Things to do recommended for groups

Experience the thrill of motor racing at Riverhead Raceway, located a mere 16km from Hampton Bays. This venue offers an adrenaline-filled atmosphere, perfect for group travellers seeking adventure and excitement together.

*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 in Hampton Bays

If you're travelling with a group, with family, bringing your pets, or seeking extended stays, it's essential to filter your options according to your key priorities. Here are some useful Stayz booking tips to assist you.

  • Traveling to Hampton Bays with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Stayz.
  • Traveling to Hampton Bays with young kids: Traveling with young children can be challenging. You must prioritise their comfort and safety, along with age-suitable facilities, such as a private swimming pool. It’s also wise to consider your closeness to attractions that cater to families.
  • Taking your pets with you to Hampton Bays: For many, a family holiday isn’t complete without their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Hampton Bays: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Hampton Bays

Hampton Bays, New York, offers a delightful blend of outdoor adventures and serene beach experiences. Visitors can explore its stunning Hamptons beaches, perfect for sunbathing or romantic strolls. The picturesque scenery and friendly atmosphere make it an ideal getaway for families and couples alike. With charming local shops and eateries, Hampton Bays invites you to immerse yourself in its welcoming community while enjoying the beauty of this lovely coastal destination.

  • Southampton: Southampton, a bustling city located 11km away from Hampton Bays, offers an enchanting blend of outdoor and romantic experiences. Visitors can enjoy a variety of activities including a round at a local golf course or a day on the slopes at a nearby ski area. The area is celebrated for its pristine beaches and family-friendly shores, as well as a lush park that provides a refreshing escape. With its scenic vistas and charming coastal ambience, Southampton promises an engaging travel experience.
  • Riverhead: Riverhead, situated 13km from Hampton Bays, is a vibrant city that invites visitors to immerse themselves in a blend of outdoor, family, and entertainment-themed adventures. The town boasts access to a local golf course, a bustling shopping area, and a lively water park, ensuring there is something for every type of traveller. Its nearby landmarks include a picturesque beach and a family beach area, along with an event conference venue that hosts a variety of cultural happenings.
  • Westhampton Beach: Westhampton Beach, also 13km from Hampton Bays, is a delightful city offering a perfect mix of outdoor, beach, and romantic experiences. The area features a local golf course, a well-maintained recreational area, and a quaint theatre, all set against the backdrop of beautiful natural landscapes. The proximity to alluring beaches, a family beach, and a serene lake makes it an ideal destination for those seeking both relaxation and adventure.

Best time to go to Hampton Bays

If you're planning a trip to Hampton Bays, 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 October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January36.0°F (2.2°C)Light RainMostly SunnyAverageModerately Low
February36.1°F (2.3°C)Light RainMostly SunnyAverageModerately Low
March40.1°F (4.5°C)Light RainMostly SunnyAverageModerately Low
April47.7°F (8.7°C)Light RainMostly SunnyAverageAverage
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnyModerately HighModerately High
July73.4°F (23.0°C)Light RainMostly SunnyModerately HighModerately High
August73.8°F (23.2°C)Light RainMostly SunnyModerately HighModerately High
September68.5°F (20.3°C)Light RainMostly SunnyAverageAverage
October60.1°F (15.6°C)Light RainMostly SunnyModerately LowAverage
November50.0°F (10.0°C)Light RainMostly SunnyModerately LowAverage
December42.6°F (5.9°C)Light RainMostly SunnyModerately LowAverage

Booking with Stayz is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a significant difference, as prices tend to vary. Additionally, opting for a longer stay often leads to considerable savings. To discover the perfect Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a dedicated space for you to plan new journeys, refine your existing arrangements, or manage your bookings. The properties you’ve saved or reserved are thoughtfully organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The beachside setting of Hampton Bays is ready to explore

The beaches and wildlife provide a pleasant backdrop to your holiday home in Hampton Bays. This city's boating, windsurfing and canoeing draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Hampton Bays

Are you searching for attractions to visit during your stay? Venture out of your holiday home and experience everything that makes Hampton Bays a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Shinnecock Hills Golf Course (4.4 mi / 7.1 km)
  • Jamesport Vineyards (6.9 mi / 11.1 km)
  • Paumanok Vineyards (7.1 mi / 11.5 km)
  • Duck Walk Vineyards (8.2 mi / 13.2 km)
  • Macari Vineyards (8.5 mi / 13.7 km)
  • Martha Clara Vineyards (8.7 mi / 14 km)

Exploring the natural landscape of Hampton Bays

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Hampton Bays. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Meschutt Beach (2 mi / 3.2 km)
  • Tiana Beach (2.5 mi / 4.1 km)
  • Ponquogue Beach (2.6 mi / 4.1 km)
  • Shinnecock East County Park (3 mi / 4.8 km)
  • Sandbar Beach (3.2 mi / 5.2 km)
  • Cooper's Beach (5.9 mi / 9.4 km)

Seasonal weather averages in Hampton Bays

If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Travelling to and around Hampton Bays

The nearest airport is in Westhampton, NY (FOK-Francis S. Gabreski), located 6.7 mi (10.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into East Hampton, NY (HTO), which is 15.5 mi (24.9 km) away.

If you prefer train travel, you can make your way to Hampton Bays Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Hampton Bays?
Based on our data, houses are the most in-demand type of property in Hampton Bays. But as you know, everyone's idea of the perfect trip differs. Stayz has holiday homes of all sizes and shapes, so you're bound to find the perfect fit.
How much does it cost to rent a holiday home in Hampton Bays?
The average price for a holiday home in Hampton Bays is determined by several factors, including length of stay, season and property type. Whether you'd like a sprawling villa with a pool or a comfy cabin for just you and the kids, just enter your travel dates to view stays with fantastic value.
How much does it cost to rent a beach house in Hampton Bays?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Type in your Hampton Bays travel dates to view your available options on Stayz. Can't live without a private pool? Use our filters to choose the features and amenities you want.
What are popular home amenities in Hampton Bays?
When it comes to home amenities that guests look for in Hampton Bays, a chef, a swimming pool and a nearby waterfront rank the highest. With Stayz holiday homes, you'll have options to suit your taste and style, whether you're on a trip with family, friends or even pets.
What are the top attractions for families in Hampton Bays?
Keep the kids happy at these popular family-friendly attractions in Hampton Bays:
  • Coopers Beach
  • The Hamptons Beaches
  • Long Island Aquarium and Exhibition Centre
Can I find two-bedroom holiday homes in Hampton Bays?
You can select from 23 two-bedroom holiday homes in Hampton Bays. Give the kids the second room or maybe fill it with a couple of your besties. There's space for whoever's fortunate enough to be joining your journey.
Are there holiday homes with WiFi in Hampton Bays?
Whether you'd like to stay in touch with world events, reply to emails or post a pic to social media, there are 95 holiday homes with WiFi in Hampton Bays. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in Hampton Bays?
The minimum age requirements can differ between properties on Stayz, so double-check the rules of the holiday home in Hampton Bays you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Hampton Bays for?
How long you can book a holiday home in Hampton Bays is down to the property. Just enter your preferred dates to see a list of options offering extended stays. With lots of features like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find a perfect place to call your home away from home in Hampton Bays.

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