Westhampton holiday rentals

We found 1,378 holiday rentals — enter your dates for availability
Discover a selection of 47 homes and other holiday rentals in Westhampton that are perfect for your trip. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and cable TV. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Westhampton

Showing deals for:11 Dec - 18 Dec

Pool
Exterior
Dining
Pool
Exceptional
(6 reviews)

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

Hampton Bays

8% off
AU$14,049
for 7 nights, 1 home
AU$2,007 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Chef kitchen with breakfast area on 2nd floor
Dining table and picnic table
water view
Main Entrance
2nd floor deck with additional dining and leisure seating.
Exceptional
(37 reviews)

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

Southampton

8% off
AU$12,045
for 7 nights, 1 home
AU$1,721 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
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$80,018
for 7 nights, 1 home
AU$11,431 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Private kitchen
Dining
Living area
Living area
Exceptional
(6 reviews)

Shirley Bayfront Getaway – Kayak, Swim & Relax

Shirley

8% off
AU$7,808
for 7 nights, 1 home
AU$1,115 per night
includes taxes & fees
Shirley Bayfront Getaway – Kayak, Swim & Relax
Private kitchen
Living area
Children’s area
Living area
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

8% off
AU$9,760
for 7 nights, 1 home
AU$1,394 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Private kitchen
Outdoor dining
Living area
Dining
Exceptional
(31 reviews)

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

Mastic Beach

9% off
AU$4,291
for 7 nights, 1 home
AU$613 per night
includes taxes & fees
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Interior
Exterior
Terrace/patio
Pool
Exceptional
(36 reviews)

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

Center Moriches

12% off
AU$5,424
for 7 nights, 1 home
AU$775 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Private kitchen
Exterior detail
Interior
Interior
Exceptional
(14 reviews)

Farm and Wine Lovers’ Cottage Near the Hamptons

East Moriches

7% off
AU$4,841
for 7 nights, 1 home
AU$692 per night
includes taxes & fees
Farm and Wine Lovers’ Cottage Near the Hamptons
Room
Property grounds
Private kitchen
Interior
Very good
(34 reviews)

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Mastic Beach

8% off
AU$3,565
for 7 nights, 1 home
AU$509 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
living room
Dining
outdoor shower
Pool
Exceptional
(60 reviews)

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

Southampton

8% off
AU$19,436
for 7 nights, 1 home
AU$2,777 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
park-like grounds
Living area
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +10,)
Exceptional
(26 reviews)

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

Southampton

30% off
AU$14,045
for 7 nights, 1 home
AU$2,006 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Interior
.
Outdoor dining
3 acres of beautiful land
Exceptional
(81 reviews)

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

Hampton Bays

7% off
AU$10,466
for 7 nights, 1 home
AU$1,495 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Couches on covered porch and outdoor dining table for 8
Featured as one of most beautiful poolsides
Hydrangeas blooming all summer.these are the August bloomers
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$25,222
for 7 nights, 1 home
AU$3,603 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Dining area
Exterior
Hot tub open all year
Living area
Exceptional
(44 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
AU$11,052
for 7 nights, 1 home
AU$1,579 per night
includes taxes & fees
Westhampton Beach Town and Country
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$11,226
for 7 nights, 1 home
AU$1,604 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Plenty of comfortable chairs for lounging
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
(108 reviews)

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

Westhampton Beach

8% off
AU$6,341
for 7 nights, 1 home
AU$906 per night
includes taxes & fees
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
75 inch TV w/ Bose Soundbar
Dining
Resort inspired backyard with heated pool, outdoor seating, and complete privacy
Living area
Exceptional
(16 reviews)

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

Westhampton

8% off
AU$8,923
for 7 nights, 1 home
AU$1,275 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
Game Room w Home Theater System
Pool
Living Room | Game Room | Home Theater System
Private Yoga Room
Exceptional
(14 reviews)

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Westhampton Beach

5% off
AU$10,251
for 7 nights, 1 home
AU$1,464 per night
includes taxes & fees
Luxe Westhampton Beach Home w/ Pool & Hot Tub
Exterior
Marina
Living area
Living area
Exceptional
(12 reviews)

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Mastic Beach

8% off
AU$3,577
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
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
AU$23,050
for 7 nights, 1 home
AU$3,293 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
Property grounds
Pool
Dining
Private kitchen
Exceptional
(6 reviews)

Charming 3-bed two bath house w pool AC and WIFI in marvelous Hampton Bays.

Hampton Bays

8% off
AU$10,112
for 7 nights, 1 home
AU$1,445 per night
includes taxes & fees
Charming 3-bed two bath house w pool AC and WIFI in marvelous Hampton Bays.
Living area
Private kitchen
Outdoor dining
Property grounds
Exceptional
(9 reviews)

Best View + Private Beach + Putting Green

Hampton Bays

8% off
AU$6,880
for 7 nights, 1 home
AU$983 per night
includes taxes & fees
Best View + Private Beach + Putting Green
Interior
Terrace/patio
Pool
Private kitchen
Exceptional
(32 reviews)

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Southampton

8% off
AU$5,671
for 7 nights, 1 home
AU$810 per night
includes taxes & fees
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Kitchen w/dish washer, ice maker, microwave, washer/dryer, oven, stove top
Canoe Place, 3 mins walk down the road. Enjoy dinner, drinks and spa
View from deck with gas barbque, eating area, outdoor furniture.
Canoe Place
Exceptional
(30 reviews)

Family/pet friendly Hampton Bays home walking distance to beaches & restaurants

Hampton Bays

8% off
AU$4,577
for 7 nights, 1 home
AU$654 per night
includes taxes & fees
Family/pet friendly Hampton Bays home walking distance to beaches & restaurants
  • 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

Choose a holiday rental for your Westhampton getaway

Learn about the unique charm of Westhampton with a stay in a holiday home rental. This city is well-known for its restaurants and shopping. 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 and around Westhampton

Are you searching for top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Westhampton a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Safari Adventure (6.6 mi / 10.6 km)
  • Splish Splash Water Park (7.5 mi / 12.1 km)
  • Swan Lake Golf Club (8.5 mi / 13.7 km)
  • Jamesport Vineyards (9.3 mi / 15 km)
  • Martha Clara Vineyards (11.6 mi / 18.7 km)
  • Macari Vineyards (12.3 mi / 19.8 km)

Exploring the natural landscape of Westhampton

Whether you're looking for adventure or just want to appreciate the scenery, Westhampton is a great place to spend some time outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Smith Point County Park (8.1 mi / 13 km)
  • Tiana Beach (8.5 mi / 13.6 km)
  • Ponquogue Beach (9 mi / 14.4 km)
  • Meschutt Beach (9.9 mi / 16 km)
  • Cooper's Beach (13.9 mi / 22.3 km)
  • The Hamptons Beaches (20.3 mi / 32.6 km)

Transport to and around Westhampton

Fly into Westhampton, NY (FOK-Francis S. Gabreski), the closest airport, located 1.8 mi (2.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 10.8 mi (17.3 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Westhampton?
According to our data, houses are the most popular type of property in Westhampton. But as you'd expect, everyone's idea of the perfect stay isn't the same. Stayz has holiday homes with every shape, size and budget in mind, and we'll help you find the perfect fit.
How much does it cost to rent a holiday home in Westhampton?
Several things determine what you'll pay for your holiday home in Westhampton, such as the time of year, length of stay and property type. But, all our holiday homes have one thing in common — incredible value. Simply add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Westhampton?
The average price for a holiday home by the beach in Westhampton depends on when you're visiting the area and the style and size of property you're looking for. Find prices easily on Stayz by entering your preferred travel dates and destination. Then use the handy filters to choose the number of bedrooms and amenities that you prefer, like a pool, air conditioning and WiFi.
What are popular home amenities in Westhampton?
When it comes to home amenities that people are looking for in Westhampton, an electric car charging station, a firepit and a fireplace rank highest. With Stayz holiday homes, you'll find options to suit your style and taste, whether you're going away with relatives, friends or even pets.
What are the top attractions for families in Westhampton?
There are tons of amazing things to do and see with the family in Westhampton, such as:
  • Long Island Aquarium and Exhibition Centre
  • Ponquogue Beach
  • Safari Adventure
Can I find two-bedroom holiday homes in Westhampton?
Westhampton has two two-bedroom holiday properties for you to select from. Book a holiday home with all the comfort and privacy you're looking for at a price that's hard to resist on Stayz.
Are there holiday homes with WiFi in Westhampton?
Whether you'd like to keep up with world events, look over emails or surf your social networks, there are 18 holiday homes with WiFi in Westhampton. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How old do you have to be to rent a holiday home in Westhampton?
The minimum age is generally 16, 18 or 21. It can differ across properties on Stayz, so look at the rules of your preferred Westhampton stay before booking.
How long can I rent a holiday home in Westhampton for?
The length of time you can book a holiday home in Westhampton is up to the property. Just enter your preferred travel dates to see a list of options offering extended stays. With plenty of features such as air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to find a perfect place to call your home away from home in Westhampton.

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