Hampton Bays holiday rentals

We found 2,498 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:22 Jan - 29 Jan

master bedroom with balcony
aerial view
living room
view from living room towards pool, outdoor dining
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
S$76,046
for 7 nights, 1 home
S$10,864 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Living area
Living area
Children’s area
Dining
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

7% off
S$9,309
for 7 nights, 1 home
S$1,330 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Game Room w Home Theater System
Pool
Private Yoga Room
Living Room | Game Room | Home Theater System
Exceptional
(14 reviews)

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Westhampton Beach

5% off
S$9,561
for 7 nights, 1 home
S$1,366 per night
includes taxes & fees
Luxe Westhampton Beach Home w/ Pool & Hot Tub
Living area
Living area
Private kitchen
Exterior
Exceptional
(8 reviews)

Beautiful charming 1930s fully renovated cottage walking distance to the beach!

Cutchogue

7% off
S$5,632
for 7 nights, 1 cottage
S$805 per night
includes taxes & fees
Beautiful charming 1930s fully renovated cottage walking distance to the beach!
Living room
Pool
Stairs to the upstairs living room, kitchen and dining room
Terrace/patio
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
S$10,454
for 7 nights, 1 home
S$1,493 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Living area
Terrace/patio
Exterior
Living area
Excellent
(10 reviews)

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

Water Mill

8% off
S$51,878
for 7 nights, 1 home
S$7,411 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Dining area
Exterior
Pool, gazebo, fire table
Living area
Exceptional
(47 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
S$10,428
for 7 nights, 1 home
S$1,490 per night
includes taxes & fees
Westhampton Beach Town and Country
Outdoor dining
Exterior
Interior
Private kitchen
Exceptional
(9 reviews)

Beautiful Colonial Mint Condition Summer House Walking Distance to Beach

Jamesport

12% off
S$5,675
for 7 nights, 1 home
S$811 per night
includes taxes & fees
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Pool
Exterior
Room
Living area
Exceptional
(41 reviews)

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms

Eastport

7% off
S$13,562
for 7 nights, 1 home
S$1,937 per night
includes taxes & fees
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
Pool
Pool
Terrace/patio
Outdoor dining
Exceptional
(6 reviews)

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

Hampton Bays

8% off
S$13,458
for 7 nights, 1 home
S$1,923 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +10,)
Living area
park-like grounds
Front entrance, park-like grounds
Exceptional
(26 reviews)

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

Southampton

28% off
S$13,724
for 7 nights, 1 home
S$1,961 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Outdoor dining
.
Interior
3 acres of beautiful land
Exceptional
(84 reviews)

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays

7% off
S$10,019
for 7 nights, 1 home
S$1,431 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Frankel Residence
Thermador chefs kitchen with expansive island open to dining room & family room
Open entry foyer with wall of windowed doors to Zen Garden
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Exceptional
(6 reviews)

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

Wainscott

7% off
S$22,332
for 7 nights, 1 home
S$3,190 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Private kitchen
Living area
Dining
Winter fire
Excellent
(11 reviews)

Beautiful farm ranch located in the heart of wine country.

Riverhead

16% off
S$5,084
for 7 nights, 1 home
S$726 per night
includes taxes & fees
Beautiful farm ranch located in the heart of wine country.
Featured as one of most beautiful poolsides
Private southampton village beaches - photo from July !
Couches on covered porch and outdoor dining table for 8
Hydrangeas blooming all summer.these are the August bloomers
Exceptional
(7 reviews)

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

Southampton

8% off
S$26,222
for 7 nights, 1 home
S$3,746 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
The Harbor
Private kitchen
Patio
Exterior
Exceptional
(105 reviews)

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

Sag Harbor

15% off
S$11,149
for 7 nights, 1 home
S$1,593 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Pool
Living area
Interior
Living area
Exceptional
(15 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
S$9,907
for 7 nights, 1 home
S$1,415 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Large Dining/Kitchen Space
Exterior
Exterior
Spacious Main Floor Living room
Exceptional
(12 reviews)

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

Southold

7% off
S$11,225
for 7 nights, 1 home
S$1,604 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Interior
Dining
Living area
Resort inspired backyard with heated pool, outdoor seating, and complete privacy
Exceptional
(18 reviews)

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

Westhampton

7% off
S$7,489
for 7 nights, 1 home
S$1,070 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
view of pool
seating area rear deck
Private kitchen
primary bedroom #1main floor
Exceptional
(15 reviews)

Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach

Water Mill

8% off
S$21,791
for 7 nights, 1 home
S$3,113 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
Interior
Private kitchen
Room
Living area
Exceptional
(19 reviews)

Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.

Jamesport

16% off
S$7,295
for 7 nights, 1 home
S$1,042 per night
includes taxes & fees
Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.
Master bedroom with ensuite bathroom
Pool
Dining Room with seating for Ten
Outdoor dining
Exceptional
(29 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
S$11,133
for 7 nights, 1 home
S$1,590 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Exterior
Property grounds
Living area
Room
Exceptional
(17 reviews)

Charming Riverhead home with large outdoor patio & backyard firepit

Riverhead

11% off
S$3,892
for 7 nights, 1 home
S$556 per night
includes taxes & fees
Charming Riverhead home with large outdoor patio & backyard firepit
Dining
View from property
Living area
Private kitchen
Exceptional
(18 reviews)

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

Cutchogue

8% off
S$6,601
for 7 nights, 1 cottage
S$943 per night
includes taxes & fees
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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)
  • Duck Walk Vineyards (8.2 mi / 13.2 km)
  • Macari Vineyards (8.5 mi / 13.7 km)
  • Palmer Vineyards (8.9 mi / 14.3 km)
  • Safari Adventure (9.1 mi / 14.7 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)
  • Ponquogue Beach (2.6 mi / 4.1 km)
  • Cooper's Beach (5.9 mi / 9.4 km)
  • The Hamptons Beaches (11.9 mi / 19.2 km)
  • Crescent Beach (16 mi / 25.7 km)
  • Sunset Beach (16.2 mi / 26.1 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 rental 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. Vrbo has holiday rentals of all sizes and shapes, so you're bound to find the perfect fit.
How much does it cost to rent a holiday rental in Hampton Bays?
The average price for a holiday rental 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 Vrbo. Can't live without a private pool? Use our filters to choose the features and amenities you want.
What are popular rental amenities in Hampton Bays?
When it comes to rental amenities that guests look for in Hampton Bays, a chef, a swimming pool and a nearby waterfront rank the highest. With Vrbo 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 rentals 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 rentals 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 Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Hampton Bays?
The minimum age requirements can differ between properties on Vrbo, 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 rental in Hampton Bays for?
How long you can book a holiday rental 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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