Westhampton holiday rentals

We found 1,385 holiday rentals — enter your dates for availability
Discover a selection of 45 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:29 Jan - 5 Feb

aerial view
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
AU$82,097
for 7 nights, 1 home
AU$11,728 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Living area
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

8% off
AU$9,973
for 7 nights, 1 home
AU$1,425 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Pool
Exceptional
(14 reviews)

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Westhampton Beach

6% off
AU$10,459
for 7 nights, 1 home
AU$1,494 per night
includes taxes & fees
Luxe Westhampton Beach Home w/ Pool & Hot Tub
Exterior
Exceptional
(47 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
AU$11,299
for 7 nights, 1 home
AU$1,614 per night
includes taxes & fees
Westhampton Beach Town and Country
Pool
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
AU$11,477
for 7 nights, 1 home
AU$1,640 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Exterior
Exceptional
(41 reviews)

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

Eastport

8% off
AU$14,246
for 7 nights, 1 home
AU$2,035 per night
includes taxes & fees
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
Outdoor dining
Exceptional
(33 reviews)

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

Mastic Beach

9% off
AU$4,406
for 7 nights, 1 home
AU$629 per night
includes taxes & fees
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Living area
Exceptional
(26 reviews)

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

Southampton

30% off
AU$14,857
for 7 nights, 1 home
AU$2,122 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Pool
Exceptional
(6 reviews)

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

Hampton Bays

8% off
AU$14,414
for 7 nights, 1 home
AU$2,059 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Dining
Exceptional
(6 reviews)

Shirley Bayfront Getaway – Kayak, Swim & Relax

Shirley

8% off
AU$7,060
for 7 nights, 1 home
AU$1,009 per night
includes taxes & fees
Shirley Bayfront Getaway – Kayak, Swim & Relax
Exterior
Exceptional
(21 reviews)

SH Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

Southampton

8% off
AU$18,625
for 7 nights, 1 home
AU$2,661 per night
includes taxes & fees
SH Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
.
Exceptional
(84 reviews)

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

Hampton Bays

7% off
AU$10,698
for 7 nights, 1 home
AU$1,528 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Featured as one of most beautiful poolsides
Exceptional
(7 reviews)

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

Southampton

8% off
AU$28,273
for 7 nights, 1 home
AU$4,039 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
seating area rear deck
Exceptional
(15 reviews)

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

Water Mill

8% off
AU$23,726
for 7 nights, 1 home
AU$3,389 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
Dining
Exceptional
(18 reviews)

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

Westhampton

8% off
AU$8,160
for 7 nights, 1 home
AU$1,166 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
Living area
Exceptional
(5 reviews)

Hampton Retreat near the Beach

Remsenburg

16% off
AU$4,236
for 7 nights, 1 apartment
AU$605 per night
includes taxes & fees
Hampton Retreat near the Beach
Terrace/patio
Exceptional
(21 reviews)

Hampton bays summer home get away!

Hampton Bays

8% off
AU$8,263
for 7 nights, 1 home
AU$1,180 per night
includes taxes & fees
Hampton bays summer home get away!
Private kitchen
Exceptional
(10 reviews)

Best View + Private Beach + Putting Green

Hampton Bays

8% off
AU$7,141
for 7 nights, 1 home
AU$1,020 per night
includes taxes & fees
Best View + Private Beach + Putting Green
Property grounds
Very good
(34 reviews)

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

Mastic Beach

8% off
AU$3,661
for 7 nights, 1 home
AU$523 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Marina
Exceptional
(13 reviews)

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

Mastic Beach

12% off
AU$3,424
for 7 nights, 1 home
AU$489 per night
includes taxes & fees
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Exterior
Exceptional
(37 reviews)

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

Center Moriches

12% off
AU$5,459
for 7 nights, 1 home
AU$780 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Exterior detail
Exceptional
(16 reviews)

Farm and Wine Lovers’ Cottage Near the Hamptons

East Moriches

7% off
AU$4,986
for 7 nights, 1 home
AU$712 per night
includes taxes & fees
Farm and Wine Lovers’ Cottage Near the Hamptons
Canoe Place, 3 mins walk down the road. Enjoy dinner, drinks and spa
Exceptional
(30 reviews)

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

Hampton Bays

8% off
AU$4,699
for 7 nights, 1 home
AU$671 per night
includes taxes & fees
Family/pet friendly Hampton Bays home walking distance to beaches & restaurants
Open concept living room dining area and kitchen.
Exceptional
(23 reviews)

Cozy Hampton Bays Retreat — Just 9 Minutes to Ponquogue Beach

Hampton Bays

6% off
AU$4,947
for 7 nights, 1 home
AU$707 per night
includes taxes & fees
Cozy Hampton Bays Retreat — Just 9 Minutes to Ponquogue Beach

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    Enjoy full kitchens, laundry, pools, gardens and more

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    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)
  • Long Island Game Farm (6.6 mi / 10.7 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)
  • Palmer Vineyards (10.2 mi / 16.4 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)
  • Ponquogue Beach (9 mi / 14.4 km)
  • Meschutt Beach (9.9 mi / 16 km)
  • Cooper's Beach (13.9 mi / 22.3 km)
  • Wading River Landing (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 best area to stay in Westhampton when booking a holiday rental?
When considering a holiday rental in Westhampton, New York, the area around the village itself is often regarded as the best option. This charming seaside community offers a delightful array of properties, many of which are situated close to the beautiful beaches that Westhampton is known for. The proximity to the Atlantic Ocean provides easy access to sunbathing, swimming, and various water sports, making it an ideal spot for beach lovers.Another appealing aspect of staying in this area is the close-knit atmosphere, complemented by an assortment of local shops and eateries that reflect the character of the Hamptons. One must-visit attraction is the Westhampton Beach Performing Arts Centre, which hosts a variety of performances and events throughout the year, providing a vibrant cultural experience. Additionally, the stunning scenery of the Westhampton Dunes offers a picturesque setting for leisurely strolls or bike rides.In terms of accommodation, Westhampton boasts a diverse selection of properties, ranging from quaint cottages to luxurious homes, ensuring that visitors can find something that suits their preferences.
Where are the best areas for renting a beach house in Westhampton?
For renting a beach house in Westhampton, the area along Dune Road is an excellent choice, providing direct access to the stunning Atlantic coastline. This stretch features a variety of beachfront properties, many of which come equipped with modern amenities such as private decks, outdoor showers, and large windows that offer panoramic views of the ocean. These houses are ideal for families or groups seeking a luxurious seaside experience, often including facilities like swimming pools, hot tubs, and spacious living areas for relaxation.The Westhampton Beach village area also offers charming rentals, where visitors can find quaint cottages and contemporary homes just a short stroll from the beach. Many of these properties feature well-equipped kitchens, allowing for easy meal preparation, as well as outdoor grilling areas superb for summer barbecues. The proximity to local boutiques, restaurants, and the scenic Westhampton Beach Performing Arts Centre enhances the appeal of this area for travellers looking to enjoy both beach and community activities.Additionally, nearby parks such as the Westhampton Dunes and the scenic nature trails provide opportunities for outdoor exploration.
What is the most popular type of holiday rental accomodation in Westhampton?
In Westhampton, holiday houses are the most popular type of holiday rental, with around 124 available in the area. These properties are typically situated in picturesque neighbourhoods close to the beach and local amenities, providing a charming and spacious environment for travellers. Most holiday houses come equipped with modern amenities, including fully furnished kitchens, comfortable living spaces, and outdoor areas such as patios or decks, great for soaking up the sun or enjoying evening barbecues. Additionally, there are several villas available, which offer a more luxurious experience with higher-end finishes and often private pools or gardens.
Are there any family house rentals in Westhampton?
In Westhampton, there are numerous family-friendly house rentals available, with around 24 options to choose from. This charming area, located along the picturesque South Fork of Long Island, offers a delightful mix of beach access and local attractions. Many properties feature spacious living areas, fully equipped kitchens, and outdoor spaces superb for family gatherings, with some even boasting private pools and games rooms to keep the little ones entertained.Visitors can explore the nearby beaches, such as Westhampton Beach and Rogers Beach, which are ideal for sunbathing and water sports. Additionally, the town is close to beautiful parks and nature reserves, providing opportunities for hiking and outdoor activities.
Can I rent a holiday home with a pool or hot tub in Westhampton?
In Westhampton, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 29 options to choose from. This picturesque area, located on the eastern tip of Long Island, offers a serene coastal atmosphere ideal for relaxation. Many properties are situated close to the beach, allowing guests to enjoy both poolside lounging and seaside activities.Travellers can expect a variety of amenities in these rentals, including private swimming pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, making them superb for family gatherings or social events. Some homes may also provide additional features such as outdoor dining areas, barbecue grills, and beautifully landscaped gardens, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Westhampton?
In Westhampton, there are several pet-friendly house rentals available, offering a range of amenities to cater to travellers with furry companions. Many of these properties come equipped with spacious gardens or yards, superb for pets to roam freely. Inside, you can expect modern kitchens, comfortable living spaces, and often multiple bedrooms, making them suitable for families or groups.The neighbourhood itself is charming, with easy access to local parks and beaches where pets are welcome. For instance, the nearby Westhampton Beach offers scenic coastal views and walking paths, ideal for leisurely strolls with your pet. Additionally, the area features pet-friendly cafes and shops, ensuring both you and your pet have a delightful stay.
Are there any remote work holiday rentals in Westhampton?
In Westhampton, there are numerous holiday rentals suitable for remote work, with around 112 options available. This charming area offers a peaceful retreat, making it ideal for those looking to balance work and leisure. Many properties come equipped with essential amenities such as reliable Wi-Fi, dedicated workspaces, and access to printers, ensuring that you can stay productive during your stay.Visitors can enjoy the serene surroundings while also taking advantage of local attractions, such as the beautiful beaches and charming shops in the area. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Westhampton?
In Westhampton, holiday rentals are known for offering a variety of desirable amenities that enhance the guest experience. Many properties come equipped with kitchens, allowing travellers to prepare their own meals, which is especially convenient for families or groups. Additionally, private pools are a common feature, providing a great spot for relaxation and leisure. Many rentals also include decks or patios, ideal for enjoying the fresh air and local scenery. For those cooler evenings, fireplaces offer a cosy touch, while amenities such as blenders are handy for making smoothies or cocktails.
When is the best time to visit Westhampton for a holiday rental?
The peak season for visiting Westhampton runs from June to August, with July being the most popular month. This vibrant time of year attracts holidaymakers seeking sun-soaked days on the beautiful beaches and a lively option filled with events and activities. From enjoying water sports to indulging in exquisite dining options, you'll find plenty to keep you entertained.During these summer months, temperatures typically range from the mid-teens to low 30s Celsius, providing great conditions for outdoor adventures and leisurely strolls along the shoreline. The beaches are buzzing with energy, making it an ideal time for families and groups looking to create lasting memories.If you're considering a more budget-friendly option, October presents a wonderful opportunity to experience the tranquillity of Westhampton while still enjoying pleasant weather. Autumn in this area brings stunning fall foliage, creating a picturesque setting for scenic walks or cosy evenings by the fire.
What are the top attractions in Westhampton?
In Westhampton, visitors can enjoy a blend of natural beauty and charming local attractions. The Westhampton Beach is a prime destination, offering sandy shores and a picturesque boardwalk where holidaymakers can relax and soak up the sun. Nearby, the Westhampton Beach Performing Arts Centre hosts a variety of cultural events, including theatre performances and concerts, making it a vibrant spot for entertainment.For those interested in nature, the surrounding wetlands provide opportunities for birdwatching and peaceful walks. The nearby Quogue Wildlife Refuge is a great place to explore, with trails that lead through diverse habitats and the chance to see local wildlife.Additionally, Westhampton's quaint Main Street features boutique shops, cafés, and restaurants, providing a lovely atmosphere for leisurely strolls and dining. The area is also known for its proximity to the scenic Moriches Bay, which offers options for boating and fishing.
Are all fees included in the Westhampton 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 holiday homes with parking?
Stayz offers a wide selection of holiday homes in Westhampton 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 holiday homes?
You can find great discounts on holiday homes in Westhampton 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 holiday home booking on Stayz?
To find Westhampton 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?
A long-stay holiday home in Westhampton 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 holiday home?
Book your Westhampton 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?
Prices for holiday homes in Westhampton 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 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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