Discover Your Perfect Westhampton Vacation Homes

Best Vacation Homes in Westhampton

New
House
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4 Bedrooms 4 Baths 9 Guests 2800 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,692/Night 7 Nights - £11,845
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House
Map-icon
5 Bedrooms 5 Baths 12 Guests 4090.29 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,059/Night 7 Nights - £7,416
Hotel
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like-icon9.4
Exceptional
(16 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£194/Night 7 Nights - £1,356
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£575/Night 7 Nights - £4,026
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Hotel
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5 Baths
  • View
    View
  • Parking
    Parking
More amenities
£586/Night 7 Nights - £4,100
House
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like-icon10.0
Exceptional
(15 Reviews)
3 Bedrooms 5 Baths 12 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£950/Night 7 Nights - £6,652
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
6 Bedrooms 3 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£954/Night 7 Nights - £6,675
House
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like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 3 Baths 7 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,008/Night 7 Nights - £7,059

Westhampton Luxury Rentals

House
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5 Bedrooms 3 Baths 14 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£3,439/Night 7 Nights - £24,070
House
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4 Bedrooms 4 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£2,528/Night 7 Nights - £17,699
House
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like-icon9.4
Exceptional
(3 Reviews)
5 Bedrooms 5 Baths 11 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£2,438/Night 7 Nights - £17,067
House
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5 Bedrooms 5 Baths 14 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£2,116/Night 7 Nights - £14,814
House
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like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 3 Baths 7 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£2,025/Night 7 Nights - £14,176
House
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4 Bedrooms 1 Bath 8 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£1,862/Night 7 Nights - £13,033
House
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4 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,731/Night 7 Nights - £12,117
House
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5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£1,704/Night 7 Nights - £11,926

Westhampton Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
7 Bedrooms 4 Baths 12 Guests 4250 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,318/Night 7 Nights - £9,225
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 4 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£715/Night 7 Nights - £5,007
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£926/Night 7 Nights - £6,481
House
Map-icon
like-icon9.6
Exceptional
(110 Reviews)
6 Bedrooms 6 Baths 14 Guests 5600 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£850/Night 7 Nights - £5,948
Villa
Map-icon
like-icon9.4
Exceptional
(31 Reviews)
5 Bedrooms 5 Baths 10 Guests 4091 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,410/Night 7 Nights - £9,869
Apartment
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5 Bedrooms 5 Baths 12 Guests 4090 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,557/Night 7 Nights - £10,899
House
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4 Bedrooms 3 Baths 8 Guests 2400 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£983/Night 7 Nights - £6,882
House
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4 Bedrooms 4 Baths 8 Guests 2700 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£569/Night 7 Nights - £3,986

Westhampton Large Vacation Homes

House
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like-icon9.6
Exceptional
(4 Reviews)
5 Bedrooms 3 Baths 10 Guests 3200 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£811/Night 7 Nights - £5,679
House
Map-icon
5 Bedrooms 3 Baths 5 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,316/Night 7 Nights - £9,213
New
House
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5 Bedrooms 5 Baths 15 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£758/Night 7 Nights - £5,303
House
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like-icon5.0
Average
(2 Reviews)
5 Bedrooms 3 Baths 12 Guests 2500 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£1,381/Night 7 Nights - £9,669
House
Map-icon
like-icon4.9
Average
(8 Reviews)
7 Bedrooms 4 Baths 13 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£531/Night 7 Nights - £3,718
House
Map-icon
5 Bedrooms 7 Baths 12 Guests 4800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,752/Night 7 Nights - £12,261
House
Map-icon
4 Bedrooms 4 Baths 11 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£1,458/Night 7 Nights - £10,206
House
Map-icon
3 Bedrooms 2 Baths 12 Guests 1400 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£793/Night 7 Nights - £5,554

Why Choose Rent By Owner for your Westhampton Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Westhampton

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you can enjoy the area's unique charm and make the most of your stay in this desirable destination.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its peak tourist season, drawing visitors who want to enjoy the warm weather and vibrant local events. Booking your vacation rentals well in advance is recommended to secure the best options here.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: about 60°F to 70°F
autumn
Early Fall (September to October)

The early fall offers pleasant weather and fewer crowds, making it a popular time for visitors seeking a quieter experience while still enjoying local attractions and outdoor activities. Secure your accommodations ahead of time to ensure availability during this busy season.

Average Temperature Daytime: roughly 70°F to 78°F - Nighttime: around 55°F to 65°F

Off-Season Highlights

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Late Fall to Winter (November to February)

This quieter period sees fewer visitors, providing a peaceful retreat with cooler temperatures. It’s an ideal time for travelers looking for more privacy and discounted rates on vacation rentals.

Average Temperature Daytime: about 45°F to 55°F - Nighttime: near 35°F to 45°F
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Early Spring (March to May)

As the region transitions into warmer weather, fewer tourists visit, offering a calm and less crowded environment. Planning ahead can help you find cozy vacation rentals at attractive prices during this season.

Average Temperature Daytime: approximately 50°F to 65°F - Nighttime: around 40°F to 50°F

Weekly Weather Forecast for Westhampton

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool for relaxing and cooling off during warm summer days.
  • Make the most of a spacious patio or deck area ideal for outdoor dining and entertaining guests.
  • Take advantage of beautifully maintained gardens or lush landscaping that add charm to your stay.
  • Utilize an outdoor fire pit perfect for gathering with family or friends in the evening.
  • Benefit from outdoor grilling facilities to prepare delicious meals using local ingredients.
  • Experience the convenience of a volleyball or tennis court typically available in larger properties.
  • Savor panoramic views from balconies or verandas that showcase the area's scenic beauty.
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Family Activities

  • Westhampton Beach Playground: Enjoy a fun-filled day at this scenic playground, perfect for kids to play and explore in the area.
  • Hampton Classic Horse Show: Witness exciting equestrian competitions that families can enjoy together during the region's vibrant event season.
  • Southampton Ocean Beach: Spend relaxing hours with your family on the sandy shores of this popular beach in the area, ideal for swimming and picnics.
  • Children’s Museum of the South Fork: Engage young minds with interactive exhibits and hands-on activities designed specifically for families visiting the region.
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Adult Activities

  • Wine Tasting Tours: Discover local vineyards and enjoy guided tastings that showcase the region’s renowned wine culture, perfect for relaxing afternoons.
  • Golfing at Premier Courses: Play a round on some of the area's best golf courses, offering scenic views and challenging fairways for enthusiasts of all skill levels.
  • Beachfront Activities: Unwind with sunbathing, swimming, or beachcombing along the pristine shores, making it an ideal spot for leisure and relaxation.
  • Art and Cultural Exploration: Visit local galleries and participate in cultural events to immerse yourself in the creative spirit of this destination.

Westhampton Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local beaches: Take advantage of the region’s pristine shoreline to relax, swim, or enjoy water activities right near your vacation rental.
  • Visit nearby dining spots: Sample fresh seafood and regional cuisine at the area’s renowned restaurants to immerse yourself in the local food scene.
  • Schedule outdoor excursions: Discover scenic parks and nature trails that provide opportunities for hiking, biking, and outdoor adventures during your stay.
  • Plan off-peak visits: Visit popular spots during quieter times to avoid crowds and fully experience the tranquil ambiance of this destination.

Transportation Options

  • Westhampton Transportation Services: Local transportation providers offer convenient options for getting around the area, making it easy to explore your vacation rental and nearby attractions.
  • Public Transit: The regional bus services connect Westhampton with other parts of Long Island, providing a budget-friendly way to travel without a car.
  • Taxi and Rideshare Services: Reliable taxi companies and rideshare options like Uber operate in the region, offering flexible transportation directly to your vacation rental.
  • Car Rentals: Renting a car offers you the freedom to visit more remote beaches and scenic spots at your own pace during your stay here.

Local Customs Options

  • Clambake Tradition: Participating in a traditional clambake is a cherished custom that reflects the area's rich maritime heritage and is often enjoyed during community gatherings along the coast.
  • Greeting with Hospitality: Friendly exchanges and warm welcomes are customary here, emphasizing the region's laid-back vibe and close-knit community spirit.
  • Local Seafood Appreciation: Appreciating fresh, locally sourced seafood, especially oysters and shellfish, is a key aspect of the area's culinary culture when visiting or dining out.
  • Respect for the Environment: Visitors are encouraged to practice environmentally conscious habits to preserve the area's natural beauty and coastal ecosystems that define this destination.

Frequently Asked Questions About Westhampton?

2. How many vacation rentals have private pools in Westhampton?

There are 38 vacation rentals with private pools near Westhampton. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Westhampton are best for families?

If you are looking for a family-friendly vacation home in Westhampton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westhampton:

4. How many Rentbyowner vacation rentals are available in Westhampton?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 94 in the Westhampton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Westhampton. 

5. What is the cancellation policy for vacation rentals in Westhampton, New York?

Cancellation policies vary by property and owner; you should review the specific listing details or contact the host directly for their terms regarding cancellations and refunds.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or security deposits are typically specified on the listing page. It's best to read the full details or reach out to the owner for clarification.

7. How do I secure my reservation in a vacation rental in this area?

Reservations are secured through the booking platform after completing your payment and agreeing to the terms set by the host. Make sure to review the booking confirmation and communication from the property owner.

8. Can I get a detailed description of the amenities available at the property?

Yes, each listing provides a comprehensive list of amenities included. For specific questions or clarifications, contacting the owner directly will ensure your needs are met.

9. What should I know about checking in and out procedures for rentals here?

Check-in and check-out times are detailed in the listing or communicated by the host. Contact the owner beforehand if you have special requests or need assistance with the process.

Westhampton Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,068/Night 7 Nights - £7,474
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,339/Night 7 Nights - £9,372
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 3 Baths 8 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,221/Night 7 Nights - £8,549
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,344/Night 7 Nights - £9,408
House
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3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,190/Night 7 Nights - £8,330
House
Map-icon
3 Bedrooms 4 Baths 8 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,020/Night 7 Nights - £7,142
House
Map-icon
4 Bedrooms 3 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£915/Night 7 Nights - £6,403
House
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3 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£857/Night 7 Nights - £5,997