Discover Your Perfect Westhampton Vacation Homes

Best Vacation Homes in Westhampton

House
Map-icon
like-icon10.0
Exceptional
(117 Reviews)
2 Bedrooms 2 Baths 5 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $304/Night 7 Nights - US $2,125
star-icons-3
House
Map-icon
3 Bedrooms 2 Baths 7 Guests 1700.7 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $753/Night 7 Nights - US $5,273
Apartment
Map-icon
1 Bedroom 1 Bath
  • Child Friendly
    Child Friendly
US $264/Night 7 Nights - US $1,845
Cabin
Map-icon
like-icon10.0
Exceptional
(111 Reviews)
2 Bedrooms 1 Bath 4 Guests 4306 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $277/Night 7 Nights - US $1,939
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests 1937.5 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $400/Night 7 Nights - US $2,800
Apartment
Map-icon
like-icon10.0
Exceptional
(90 Reviews)
1 Bedroom 1 Bath 2 Guests 650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $166/Night 7 Nights - US $1,165
Apartment
Map-icon
like-icon10.0
Exceptional
(82 Reviews)
2 Bedrooms 1 Bath 4 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $279/Night 7 Nights - US $1,955
Apartment
Map-icon
like-icon10.0
Exceptional
(66 Reviews)
1 Bedroom 1 Bath 3 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $160/Night 7 Nights - US $1,123

Westhampton Luxury Rentals

Other
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests 3200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $1,133/Night 7 Nights - US $7,929
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 6 Guests 2900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $868/Night 7 Nights - US $6,075
Cabin
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 1 Bath 7 Guests 1705 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $720/Night 7 Nights - US $5,042
Apartment
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $648/Night 7 Nights - US $4,537
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 1 Bath 5 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $567/Night 7 Nights - US $3,972
House
Map-icon
like-icon9.6
Exceptional
(68 Reviews)
4 Bedrooms 4 Baths 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $476/Night 7 Nights - US $3,330
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $447/Night 7 Nights - US $3,132
New
Cottage
Map-icon
2 Bedrooms 1 Bath 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $385/Night 7 Nights - US $2,696

Westhampton Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(44 Reviews)
1 Bedroom 1 Bath 2 Guests 936 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $270/Night 7 Nights - US $1,887
Apartment
Map-icon
like-icon9.8
Exceptional
(10 Reviews)
2 Bedrooms 1 Bath 7 Guests 1700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $84/Night 7 Nights - US $585
Cabin
Map-icon
like-icon9.6
Exceptional
(62 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $335/Night 7 Nights - US $2,343
Cabin
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $170/Night 7 Nights - US $1,188
House
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
3 Bedrooms 2 Baths 5 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $268/Night 7 Nights - US $1,876
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 3 Baths 6 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $758/Night 7 Nights - US $5,307
House
Map-icon
like-icon9.6
Exceptional
(19 Reviews)
4 Bedrooms 1 Bath 8 Guests 988 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $277/Night 7 Nights - US $1,942
House
Map-icon
like-icon9.2
Exceptional
(51 Reviews)
3 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $161/Night 7 Nights - US $1,127

Discover & compare premier experiences around Westhampton

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

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

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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 optimal time to visit here allows you to enjoy the region’s peaceful ambiance and natural beauty at its finest, ensuring a memorable getaway in this charming destination.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours in this destination, making it perfect for outdoor activities and exploring the region's natural beauty.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 60°F to 65°F
autumn
Fall (September to November)

This time of year offers vibrant foliage and mild temperatures, ideal for those seeking a scenic retreat or outdoor adventures amidst the changing colors of the area’s landscape.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

image
Winter (December to February)

The winter season sees cooler temperatures and fewer visitors, providing a serene atmosphere for relaxing stays or wintertime explorations in the region.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F
image
Spring (March to May)

As the area transitions into warmer weather, spring brings blooming landscapes and quieter surroundings, making it an appealing off-peak period for peaceful getaways.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°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 to cool off during warm summer days.
  • Relax on spacious patios or decks perfect for outdoor dining and lounging.
  • Take advantage of lush, landscaped gardens that provide a peaceful outdoor setting.
  • Experience various outdoor sports amenities such as tennis courts or volleyball courts.
  • Make the most of extensive grounds for leisurely walks or outdoor activities.
  • Utilize well-maintained barbecue grills for alfresco meals with family and friends.
  • Benefit from scenic outdoor spaces ideal for sunset viewing and quiet reflection.
image
image

Family Activities

  • Westhampton Town Park: Enjoy a family picnic and outdoor activities at this scenic park in the region, perfect for relaxing days with children.
  • Hiking Trails in the Area: Explore local hiking paths suitable for all ages, offering scenic views and an opportunity to experience the natural beauty of this destination.
  • Community Events: Participate in seasonal festivals and community gatherings that provide fun entertainment and cultural experiences for your family.
  • Local Farms and Pick-Your-Own: Visit nearby farms where you can pick fresh fruits and vegetables, offering both education and enjoyment for young visitors.
image

Adult Activities

  • Hiking and Nature Walks: Explore scenic trails through the area's lush landscapes, perfect for enjoying the region’s natural beauty and tranquility.
  • Visit Local Farms and Orchards: Experience fresh, farm-to-table delights by touring nearby farms and orchards that showcase the region's agricultural charm.
  • Birdwatching and Wildlife Viewing: Engage in peaceful observation of local bird species and wildlife within the region's protected natural areas.
  • Golfing at Premier Courses: Tee off at some of the area's renowned golf courses that offer a relaxing and picturesque experience for enthusiasts.

Westhampton Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Activities: Take advantage of the area's natural beauty and outdoor activities to create memorable experiences during your stay.
  • Plan Ahead for Seasons: Schedule your visit according to the region's seasonal highlights to enjoy festivals, weather, and local events at their best.
  • Choose the Right Accommodation: Opt for a well-reviewed vacation rental that offers comfort and convenience tailored to your travel plans.
  • Discover Nearby Dining: Sample the region’s cuisine by exploring local eateries and markets close to your rental, enhancing your stay with authentic flavors.

Transportation Options

  • Westhampton Mass Transportation Services: Local transit options provide convenient access to nearby attractions and essential destinations in the area.
  • Private Car Rentals: Renting a car here offers flexibility to explore both the region’s scenic landscapes and quaint communities at your own pace.
  • Taxi and Rideshare Services: Available for quick, reliable trips across this destination, ideal for those who prefer door-to-door transportation.
  • Regional Bus Lines: Connecting this area to major cities and neighboring towns, these buses serve as an economical way to travel around the region.

Local Customs Options

  • Community Gatherings: Engaging in local town meetings and festivals provides a genuine glimpse into the area's traditions and community spirit.
  • Regional Cuisine: Sampling dishes featuring locally sourced ingredients at nearby eateries helps you experience the region’s culinary heritage.
  • Traditional Arts and Crafts: Visiting local artisans showcases the region’s craftsmanship and dedication to preserving its artistic customs.
  • Respect for Nature: Embracing outdoor conservation practices and enjoying the scenic landscapes reflect the area's commitment to environmental preservation.

Westhampton Vacation Rental Frequently Asked Questions

2. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 33 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. 

4. What is the cancellation policy for vacation rentals in Westhampton?

Cancellation policies vary depending on the individual property owner or manager. You should review the specific cancellation terms listed on the property’s page before booking or contact the owner directly to understand the details.

5. How do I find out if my chosen vacation rental in this region allows pets?

Pet policies differ among listings, so it’s important to check the specific property details for pet allowances or restrictions. You can also reach out to the property owner to confirm whether pets are permitted.

6. Are there any minimum stay requirements when booking here?

Minimum stay requirements are set by each property owner and can vary. Be sure to read the listing information carefully or contact the owner directly to clarify the minimum number of nights needed for your stay.

7. Is Wi-Fi available in vacation rentals within this destination?

Most properties include Wi-Fi, but amenities can vary. To ensure connectivity during your visit, verify the availability of Wi-Fi in the property description or inquire with the host prior to booking.

8. What should I know about checking in and check-out procedures for rentals here?

Check-in and check-out times are determined by each owner. Details are typically included in the listing, but contacting the property owner beforehand can help you plan your arrival and departure smoothly.