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Compare 822 Vacation Homes in Westhampton with updated reviews, rates, and availability.

Gorgeous private Hamptons house with pool and volleyball court
Exterior
Gorgeous private Hamptons house with pool and volleyball court
8.4 out of 10, Very Good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Sprawling pool with outdoor kitchen
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
10.0 out of 10, Exceptional, (16)
"Our group of friends stayed at this house for a long weekend in October 2024. The house is just as good or better than the pictures in the listing. Very clean and updated inside and out. Most importantly, the bathrooms and kitchen are clean and updated. And the huge backyard with pool, hot tub, and outdoor shower takes this house to the next level. The backyard space is great for families, small groups, or anyone looking for a quiet private space to relax. The owner/manager was very...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Heated 40ft saline pool and deck in separate secure fenced area with all day sun
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (165)
"This property was perfect for a large group with kids. The 6 bedrooms and 4 bathrooms was ideal for our group. The property was in a quiet neighborhood and there was plenty of things to do on the property. The property owner was thorough and very responsive."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Coastal Retreat: Waterfront, Deck, Awesome Views
Bird's eye view of Coastal Retreat
Coastal Retreat: Waterfront, Deck, Awesome Views
10.0 out of 10, Exceptional, (13)
"My friends and I had a wonderful getaway vacation at this Northfork house. The water views were stunning, and the house had a good mix of indoor and outdoor areas to relax and hangout. Highly recommend. "
Coastal Retreat: Waterfront, Deck, Awesome Views
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
A private beach for you and your guests is only steps away
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
9.6 out of 10, Exceptional, (10)
"Excellent "
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
3 Story Beach Waterview, 3 KING bed, golf putting green!
Property grounds
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (15)
"We stayed on Long Island for 4 nights to coach a Perfect Game Baseball Tournament. This property was spacious enough to host my wife and I along with 4 other coaches (6 adults total). We were also able to bring our two jack russells with us. We had a great time, and look forward to staying here again."
The price is SAR 560
SAR 1,924 total
includes taxes & fees
14 Nov - 15 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
5 bedroom Private Family Get Away w/ Heated Pool
heated in deck pool, plenty of floats and pool toys
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
5 bedroom Private Family Get Away w/ Heated Pool
Fall in the🌅beautiful sunsets
1860 farm house
Fall in the🌅beautiful sunsets
10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
Fall in the🌅beautiful sunsets
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Fully Equipped Kitchen
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (20)
"Great experience. The house was clean and the location was perfect for what we needed. "
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
2 Bedroom Hamptons Waterfront Cottage Rental
Sunset views from dock.
2 Bedroom Hamptons Waterfront Cottage Rental
10.0 out of 10, Exceptional, (10)
"Everything first class. Air co and heat units in each tooth Everything thing you might need for a great vacation "
2 Bedroom Hamptons Waterfront Cottage Rental
Welcome to the J Luxury Southampton Estate w/Pool
Welcome to the J
Welcome to the J Luxury Southampton Estate w/Pool
9.8 out of 10, Exceptional, (30)
"Joe was an amazing host - always responsive from the moment of booking throughout the entire stay. The kitchen was a chef's dream - spacious and stocked with every appliance, seasoning, etc you can think of. We were a group of 8 and cooked family dinners each night. The highlight of the property was most definitely the deck, which was beautifully decorated and with a perfect amount of seating. Neighborhood was very walkable and it was a very short drive to the beach! I would note that there are...
Welcome to the J Luxury Southampton Estate w/Pool
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
Sunset Residence is a cozy retreat perfect for couples, friends, and families seeking to gather, reconnect, and relax in a comfortable country escape with a pool, hot tub, and inside spaces designed with convenience and serenity in mind.
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
9.4 out of 10, Exceptional, (17)
"Overall 👍👍👍👍 Perfect area and vicinity to our wedding venue very nice neighborhood house was perfect unfortunately had to leave a day early due to New York City Marathon. ** Will definitely try to rent in the summer months"
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
Historic Luxury Seaside Getaway
Whitecap
Historic Luxury Seaside Getaway
10.0 out of 10, Exceptional, (32)
"We loved o weekend getaway with the family. The house was beautiful. Everything was perfect. "
Historic Luxury Seaside Getaway
Cozy Modern Ranch House Near Bellport/Hamptons
Interior
Cozy Modern Ranch House Near Bellport/Hamptons
7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
Private kitchen
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
10.0 out of 10, Exceptional, (11)
"We chose the perfect home for a girls weekend. The house was well appointed with absolutely everything we needed—and more. Michael was an amazing host! He responded quickly to our questions and accommodated all our requests. We were even welcomed with a delicious cheese platter. We will definitely book again—and again. "
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Breathtaking balcony views
Queen Vic Beach House: 5 min to Vineyards & Farmstands
9.8 out of 10, Exceptional, (32)
"We had a fantastic stay! Property was clean and well-maintained. View towards the water was awesome!"
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Nature's Paradise: Private Dock & Water Views
A breathtaking bird's-eye view of Nature's Paradise, complete with a stretching private dock
Nature's Paradise: Private Dock & Water Views
10.0 out of 10, Exceptional, (7)
"Everything was great"
Nature's Paradise: Private Dock & Water Views
Hamptons getaway
Exterior
Hamptons getaway
8.8 out of 10, Excellent, (3)
"Travis was super easy to communicate with. The outside of the house is fantastic. Thanks for a great stay! "
Hamptons getaway
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Bathroom
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
8.6 out of 10, Excellent, (10)
"Santo's cottage is cute, close to the water and has everything you could need in it. My stay was short in that I was only there for a night but Santo is a great communicator and made my stay easy. To top it off Meow is the cat's MEOW!!! I will be back next year to get some fly fishing in. Thank you!!"
The price is SAR 545
SAR 620 total
includes taxes & fees
15 Nov - 16 Nov
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Secluded Southampton Home That Has It All
Living area
Secluded Southampton Home That Has It All
10.0 out of 10, Exceptional, (1)
"This was a perfect getaway for a multigenerational family reunion! It's a beautifully maintained property. The bathroom to bedroom ratio was great for many families/couples. Great amenities included a heated pool and jacuzzi, and it's ideally located with easy access to Southampton and Sag Harbor downtown areas. Bob was a wonderful host and easy to reach. I recommend this place for anyone planning a family getaway. "
Secluded Southampton Home That Has It All
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Westhampton

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Interior
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
9.6 out of 10, Exceptional, (95)
"We had an absolutely amazing time at Brian’s home. The pool was beautiful and the hot tub was perfect! The home was spacious and the deck was perfect for grilling and hanging outside. This home was great for a big family to get together and have a relaxing fun weekend together. We would definitely recommend and would love to go back ! "
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Heated 40ft saline pool and deck in separate secure fenced area with all day sun
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (165)
"This property was perfect for a large group with kids. The 6 bedrooms and 4 bathrooms was ideal for our group. The property was in a quiet neighborhood and there was plenty of things to do on the property. The property owner was thorough and very responsive."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Beachfront Romance: Rustic Home w/ Private Beach
A cozy home by the sea!
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (46)
"We were looking for a small and private beach house getaway for the weekend and found this hidden gem. Our property manager, Debbie, made herself available throughout our stay to answer all of our questions. Everything needed for our comfort weekend was provided. We strongly recommend this place for those who are looking to get away from the hustle and bustle of city life. We will be returning! "
Beachfront Romance: Rustic Home w/ Private Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.