Westhampton Beach holiday rentals

We found 1,183 holiday rentals — enter your dates for availability
Select from 145 homes, 14 cottages and other holiday rentals in Westhampton Beach to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include a hot tub and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Westhampton Beach

Showing deals for:4 Dec - 11 Dec

Exterior
Pool
Dining
Private kitchen
Exceptional
(6 reviews)

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

Hampton Bays

8% off
AU$14,086
for 7 nights, 1 home
AU$2,012 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Heated pool with gorgeous water and natural wetland view
Dining table and picnic table water view
Chef kitchen with breakfast area on 2nd floor
Main Entrance
Exceptional
(37 reviews)

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

Southampton

8% off
AU$12,077
for 7 nights, 1 home
AU$1,725 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Living area
Dining
Private kitchen
Living area
Exceptional
(6 reviews)

Shirley Bayfront Getaway – Kayak, Swim & Relax

Shirley

8% off
AU$8,088
for 7 nights, 1 home
AU$1,155 per night
includes taxes & fees
Shirley Bayfront Getaway – Kayak, Swim & Relax
Children’s area
Living area
Private kitchen
Living area
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

8% off
AU$9,786
for 7 nights, 1 home
AU$1,398 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Living area
Outdoor dining
Dining
Interior
Exceptional
(31 reviews)

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

Mastic Beach

9% off
AU$4,303
for 7 nights, 1 home
AU$615 per night
includes taxes & fees
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Interior
Exterior
Pool
Terrace/patio
Exceptional
(36 reviews)

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

Center Moriches

12% off
AU$5,326
for 7 nights, 1 home
AU$761 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Private kitchen
Property grounds
Room
Interior
Very good
(34 reviews)

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

Mastic Beach

8% off
AU$3,574
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Pool
Dining
kitchen
living room
Exceptional
(60 reviews)

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

Southampton

8% off
AU$19,487
for 7 nights, 1 home
AU$2,784 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
Living area
Front entrance, park-like grounds
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$14,082
for 7 nights, 1 home
AU$2,012 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
3 acres of beautiful land
.
Interior
Private kitchen
Exceptional
(81 reviews)

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

Hampton Bays

7% off
AU$10,494
for 7 nights, 1 home
AU$1,499 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Pool, gazebo, fire table
Exterior
Living area
Hot tub open all year
Exceptional
(44 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
AU$11,082
for 7 nights, 1 home
AU$1,583 per night
includes taxes & fees
Westhampton Beach Town and Country
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
Couches on covered porch and outdoor dining table for 8
Exceptional
(7 reviews)

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

Southampton

8% off
AU$25,289
for 7 nights, 1 home
AU$3,613 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Living room
Pool
Stairs to the upstairs living room, kitchen and dining room
Large wrap-around lawn
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
AU$11,256
for 7 nights, 1 home
AU$1,608 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
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$8,947
for 7 nights, 1 home
AU$1,278 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
Private kitchen
Interior
Pool
Exterior
Exceptional
(25 reviews)

Cedargate the East End's 1830's Seaside Farmhouse

East Moriches

8% off
AU$6,778
for 7 nights, 1 home
AU$968 per night
includes taxes & fees
Cedargate the East End's 1830's Seaside Farmhouse
Exterior
Pool
Dining
Private kitchen
Wonderful
(20 reviews)

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

Riverhead

8% off
AU$5,944
for 7 nights, 1 home
AU$849 per night
includes taxes & fees
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Private Yoga Room
Pool
Living Room | Game Room | Home Theater System
Living Room
Exceptional
(13 reviews)

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Westhampton Beach

5% off
AU$10,059
for 7 nights, 1 home
AU$1,437 per night
includes taxes & fees
Luxe Westhampton Beach Home w/ Pool & Hot Tub
Living area
Marina
Exterior
Terrace/patio
Exceptional
(11 reviews)

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

Mastic Beach

8% off
AU$3,586
for 7 nights, 1 home
AU$512 per night
includes taxes & fees
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Private kitchen
Pool
Dining
Property grounds
Exceptional
(6 reviews)

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

Hampton Bays

8% off
AU$10,139
for 7 nights, 1 home
AU$1,448 per night
includes taxes & fees
Charming 3-bed two bath house w pool AC and WIFI in marvelous Hampton Bays.
Living area
Private kitchen
Dining
Property grounds
Exceptional
(9 reviews)

Best View + Private Beach + Putting Green

Hampton Bays

8% off
AU$6,899
for 7 nights, 1 home
AU$986 per night
includes taxes & fees
Best View + Private Beach + Putting Green
Pool
Terrace/patio
Private kitchen
Property grounds
Exceptional
(31 reviews)

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

Southampton

8% off
AU$5,686
for 7 nights, 1 home
AU$812 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.
Shinnecock Canal - 2 Blocks walking.
Exceptional
(30 reviews)

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

Hampton Bays

8% off
AU$4,589
for 7 nights, 1 home
AU$656 per night
includes taxes & fees
Family/pet friendly Hampton Bays home walking distance to beaches & restaurants
Dining
Exterior
Living area
Room
Exceptional
(39 reviews)

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

Eastport

8% off
AU$16,652
for 7 nights, 1 home
AU$2,379 per night
includes taxes & fees
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
Property grounds
Living area
Pool
Property grounds
Exceptional
(5 reviews)

Hampton Retreat near the Beach

Remsenburg

16% off
AU$4,136
for 7 nights, 1 apartment
AU$591 per night
includes taxes & fees
Hampton Retreat near the Beach

  • 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

Travel to lively Westhampton Beach

Enjoy the area's opera, theatre scene and entertainment with a rental holiday home in Westhampton Beach. This walkable and welcoming city entices travellers with its beaches and cafes. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Westhampton Beach

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Westhampton Beach has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Safari Adventure (7.8 mi / 12.5 km)
  • Splish Splash Water Park (9 mi / 14.4 km)
  • Jamesport Vineyards (9.9 mi / 16 km)
  • Swan Lake Golf Club (10 mi / 16.1 km)
  • Shinnecock Hills Golf Course (12.3 mi / 19.7 km)
  • Martha Clara Vineyards (12.3 mi / 19.8 km)

Exploring the natural landscape of Westhampton Beach

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Westhampton Beach is a great place to get out in nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Tiana Beach (7.6 mi / 12.2 km)
  • Ponquogue Beach (8.1 mi / 13 km)
  • Smith Point County Park (8.5 mi / 13.7 km)
  • Meschutt Beach (9.6 mi / 15.5 km)
  • Cooper's Beach (13.1 mi / 21.1 km)
  • Shorefront Park (19.3 mi / 31.1 km)

Seasonal weather averages in Westhampton Beach

If warm-weather activities are high on your list, July, August, September and June are the hottest months to visit, when temperatures average 22°C.

How to get to and around Westhampton Beach

The nearest airport is in Westhampton, NY (FOK-Francis S. Gabreski), located 2.3 mi (3.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 11.9 mi (19.1 km) away.

If you prefer train travel, the main station serving the city is Westhampton Station.

Frequently asked questions

What is the best area to stay in Westhampton Beach when booking a holiday rental?
When looking for the best area to stay in Westhampton Beach, you might consider the charming neighbourhood surrounding the main village. This area boasts a delightful mix of local boutiques, cafes, and restaurants, providing a vibrant setting for holidaymakers. One of the top attractions in this vicinity is the beautiful Westhampton Beach, where you can enjoy sunbathing, swimming, and a variety of water sports. Additionally, the Westhampton Beach Performing Arts Centre offers an array of cultural events and performances, making it a fantastic spot for entertainment.In terms of holiday rentals, this neighbourhood typically features a variety of properties, ranging from quaint beach cottages to more luxurious homes, suiting different preferences and budgets. Staying here allows you to immerse yourself in the local culture while being close to the stunning coastline and all the activities it has to offer.
Where are the best areas for renting a beach house in Westhampton Beach?
For renting a beach house in Westhampton Beach, the area near the Atlantic Ocean offers fantastic options with easy access to beautiful sandy shores. Particularly, properties along Dune Road provide stunning oceanfront views and a range of amenities, such as private decks, outdoor showers, and spacious living areas, great for families or groups looking to enjoy a beach getaway. Many of these homes also come equipped with modern kitchens and dining spaces, making it convenient for self-catering during your stay.The Westhampton Beach village area is another excellent choice, as it features charming beach cottages and contemporary homes just a short walk from the beach. Here, you can expect amenities like pools, patios for entertaining, and proximity to local shops and eateries, enhancing the overall experience for travellers.Additionally, the nearby Westhampton Beach Performing Arts Centre and local parks provide cultural and recreational activities, ensuring that visitors have plenty to explore beyond the beach.
What is the most popular type of holiday rental accomodation in Westhampton Beach?
In Westhampton Beach, holiday houses are the predominant type of holiday rental, with around 396 available throughout the area. These homes are often situated near the beach and offer a spacious environment, making them ideal for families or groups. Most feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as gardens or patios for relaxing after a day in the sun. Additionally, there are about 36 cottages that provide a charming, intimate atmosphere, ideal for couples or small families looking for a cosy getaway. Condos and villas are also available, offering a range of amenities, while several apartments can be found closer to the town centre, superb for those wanting to enjoy local dining and shopping.
Are there any family house rentals in Westhampton Beach?
In Westhampton Beach, there are numerous family-friendly house rentals available, making it an excellent choice for those travelling with children. Properties in this charming coastal town often feature spacious living areas, well-equipped kitchens, and outdoor spaces where kids can play or families can gather for meals al fresco. Many homes also come with amenities such as private pools, game rooms, or access to nearby beaches, enhancing the overall experience for visitors.The locale is conveniently close to local attractions, including the scenic Westhampton Beach Performing Arts Centre and the picturesque beaches along the Atlantic coast, great for a day of family fun. With waterfront parks and nature trails nearby, families can enjoy a variety of outdoor activities.
Can I rent a holiday home with a pool or hot tub in Westhampton Beach?
In Westhampton Beach, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 67 options to choose from. This picturesque coastal community, located on Long Island, offers a variety of properties in charming neighbourhoods, such as the serene area near the beach or the more secluded spots located among the trees.Travellers can expect a range of amenities in these rentals, including private swimming pools, relaxing hot tubs, spacious outdoor patios, and fully equipped kitchens, ideal for both intimate family gatherings and entertaining larger groups.
Are there pet-friendly house rentals in Westhampton Beach?
In Westhampton Beach, there are numerous pet-friendly house rentals available, making it an ideal destination for travellers with furry companions. Many of these holiday homes come equipped with amenities such as spacious backyards, outdoor patios, and fully equipped kitchens, great for families or groups looking to enjoy a seaside getaway.The area is known for its beautiful beaches, and some properties are just a short walk from the shore, allowing for easy access to sunbathing and beach walks with pets. Additionally, the nearby Westhampton Beach Village features pet-friendly parks and walking trails, providing ample opportunities for outdoor activities.
Are there any remote work holiday rentals in Westhampton Beach?
In Westhampton Beach, there are numerous remote work holiday rentals available, with around 412 options for those looking to combine work and leisure. The area is known for its stunning beaches and charming community atmosphere, making it an appealing destination for remote workers. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces including desks and chairs, and comfortable living areas that allow for a productive environment.Travellers can enjoy the beautiful surroundings during breaks, with the scenic Westhampton Beach offering coastal walks and local shops. The proximity to nature and the peaceful atmosphere create an ideal setting for balancing work commitments with relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Westhampton Beach?
In Westhampton Beach, popular rental amenities include kitchens, which allow guests to prepare their own meals, and private decks or patios for enjoying the outdoors. Many properties also feature private pools, providing a refreshing escape during the warmer months. For those travelling with pets, some rentals are pet-friendly, making it easier for families to include their furry companions. Additionally, many rentals come equipped with blenders, superb for whipping up smoothies or cocktails.
When is the best time to visit Westhampton Beach for a holiday rental?
July is the most popular month to visit Westhampton Beach, attracting holidayers eager to soak up the sun along its beautiful sandy shores. The peak season spans from June to August, offering a vibrant setting filled with outdoor activities, from swimming and sunbathing to water sports and beachside dining. With temperatures typically ranging from 20 to 30 degrees Celsius, the warm weather creates ideal conditions for relaxation and recreation.During these summer months, you can expect a lively beach scene, with families and friends enjoying the stunning coastal views and numerous local events. Whether you're strolling along the beach or exploring quaint shops, the energy of the season is palpable.For those considering a more budget-friendly option, visiting in December can be quite rewarding. While it's the low season, Westhampton Beach transforms into a tranquil winter wonderland, superb for quiet walks along the shore and enjoying the peaceful atmosphere. You'll find that winter offers a unique charm, ideal for those looking to escape the hustle and bustle of the peak months.
What are the top attractions in Westhampton Beach?
In Westhampton Beach, visitors can enjoy a charming coastal experience with a variety of attractions. The beautiful beaches along the Atlantic Ocean are a major highlight, superb for sunbathing, swimming, and water sports. The scenic Westhampton Beach Village Green often hosts local events and farmers' markets, creating a vibrant community atmosphere.For those interested in nature, the nearby Moriches Bay offers opportunities for boating and fishing, while the Westhampton Dunes provide a peaceful retreat with stunning views. Art enthusiasts can explore the Westhampton Beach Performing Arts Centre, which features a range of performances and cultural events throughout the year.Additionally, the area is known for its boutique shopping and dining, with a selection of restaurants offering fresh seafood and local cuisine, all within walking distance from many holiday rentals.
Are all fees included in the Westhampton Beach holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Westhampton Beach holiday homes with parking?
Stayz offers a wide selection of holiday homes in Westhampton Beach with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Westhampton Beach holiday homes?
You can find great discounts on holiday homes in Westhampton Beach on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Westhampton Beach holiday home booking on Stayz?
To find Westhampton Beach holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Westhampton Beach?
A long-stay holiday home in Westhampton Beach is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Westhampton Beach holiday home?
Book your Westhampton Beach holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Westhampton Beach?
Prices for holiday homes in Westhampton Beach vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Westhampton Beach to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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