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Holiday Homes in Westhampton Beach

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Featured Holiday Homes in Westhampton Beach and around

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
A heated pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
10.0 out of 10, Exceptional, (5)
"Excellent. And we will be booking again on our next trip. This is a perfect location and tucked away, yet near everything. When you want to go somewhere, make a left and you are in Sag Harbor, and make a right and you are in downtown Bridgehampton. So close to everything, and yet so quiet. Great tiny house design with top end designer amenities. "
The price is €391
includes taxes & fees
30 Sept - 1 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (159)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
Beach
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
10.0 out of 10, Exceptional, (17)
"Location can’t be beat. Bungalows are adorable, and was just right for a quick solo getaway on the beach. "
The price is €418
includes taxes & fees
1 Oct - 2 Oct
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
Spacious 5-bedroom house in enchanting Calverton with WiFi, AC
Beach
Spacious 5-bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.0 out of 10, Very good, (2)
"Perfect for our needs. Nice big open kitchen living room area was great for our family. We were an older group that can’t get together that often and this was really a common area that was good for all of us to connect. Peaceful morning overlooking the river enjoying our coffee. Would definitely rent again. Host answered all questions in a timely manner."
The price is €748
includes taxes & fees
30 Sept - 1 Oct
Spacious 5-bedroom house in enchanting Calverton with WiFi, AC
Gorgeous private Hamptons house with pool and volleyball court
Outdoor pool
Gorgeous private Hamptons house with pool and volleyball court
8.6 out of 10, Excellent, (13)
"The house was very spacious, clean and all amenities listed were available to use. Only thing I'd mention is that one of the showers weren't working and we were not able to connect to the wifi but, the host was very responsive during our stay. Late to respond prior to booking but, overall my group had a great experience, the surrounding area is beautiful. The pool and backyard area was nice, I would definitely recommend staying here if you are looking to have a large group gathering with friends...
Gorgeous private Hamptons house with pool and volleyball court
5 bedroom Private Family Get Away w/ Heated Pool
Outdoor pool, a heated pool
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (13)
"We had a wonderful family vacation. The house had accommodations for babies through adults. There was space for everyone to spread out. We all enjoyed the pool and the big yard. The kitchen had everything we needed. We are already tss as liking about coming back next year."
5 bedroom Private Family Get Away w/ Heated Pool
Fall in the🌅beautiful sunsets
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
2 Bedroom Hamptons Waterfront Cottage Rental
Outdoor dining
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
Stunning Bayfront Views
Interior
Stunning Bayfront Views
9.8 out of 10, Exceptional, (29)
"We had a great family time with ten of us at Michael's beach house. The location is perfect, especially for children, with immediate access to calm, warm bay water and a private beach. Michael was outstandingly responsive when questions arose and was generous and understanding. The house itself is not new but is spacious and extremely well equipped,with every imaginable kitchen gadget, beach toys, and toys and books for kids.. The excellent air conditioning was a help on hot, sticky days. ...
Stunning Bayfront Views
Hamptons - Pool & Private Tennis Court, Hot Tub, 2 Pickleball Courts
Fridge, microwave, oven, stovetop
Hamptons - Pool & Private Tennis Court, Hot Tub, 2 Pickleball Courts
10.0 out of 10, Exceptional, (14)
"Really great spot. Quiet, great rooms and bathrooms. Pool and hot tub were perfect. Communication was great. Would definitely stay again! "
Hamptons - Pool & Private Tennis Court, Hot Tub, 2 Pickleball Courts
Cozy Modern Ranch House Near Bellport/Hamptons
Private kitchen
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
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Property grounds
Queen Vic Beach House: 5 min to Vineyards & Farmstands
9.8 out of 10, Exceptional, (31)
"10 of us stayed at the house to celebrate my sister’s 60th birthday. The house is absolutely stunning, with plenty of room for everyone. The kitchen is fully stocked with everything you need. Debbie responded to my texts immediately to answer any question I had. We brought a couple of outdoor chairs to have enough seating to watch the beautiful sunset. It was a perfect getaway!"
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...
9.4 out of 10, Exceptional, (3)
"We loved being together and the house and pool made it ideal for two weeks with an infant. We wished that there was better information/communication about lawn and pool service, pest treatment and trash pick-up. We were also bit disappointed that the outdoor table was not replace and we could not do any outdoor dinners."
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...
Hamptons getaway
Interior
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
Newly Renovated Sag Harbor Estate
Smart TV, fireplace, printers
Newly Renovated Sag Harbor Estate
Newly Renovated Sag Harbor Estate
Secluded Southampton Home That Has It All
Pool
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
Southampton Village Family Tradition Mint 5BR-5BR. Walkable location.
A heated pool
Southampton Village Family Tradition Mint 5BR-5BR. Walkable location.
10.0 out of 10, Exceptional, (11)
"The house and grounds were meticulous and pristine. The owner was extremely responsive and helpful. Perfection!"
Southampton Village Family Tradition Mint 5BR-5BR. Walkable location.
Summer getaway
Outdoor pool, a heated pool
Summer getaway
9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Exterior
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (69)
"Great house! Very unique property, would love to stay again!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
3 Story Beach Waterview, 3 KING bed, golf putting green!
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay in Shirley very much. There is plenty to do and see. Wish the fishing was better. Lol😁"
The price is €470
includes taxes & fees
7 Oct - 8 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
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See all available properties in Westhampton 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.
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Other property types in Westhampton Beach

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (159)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
5 bedroom Private Family Get Away w/ Heated Pool
Outdoor pool, a heated pool
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (13)
"We had a wonderful family vacation. The house had accommodations for babies through adults. There was space for everyone to spread out. We all enjoyed the pool and the big yard. The kitchen had everything we needed. We are already tss as liking about coming back next year."
5 bedroom Private Family Get Away w/ Heated Pool
Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers Beach
Outdoor spa tub
Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers Beach
10.0 out of 10, Exceptional, (97)
"Esther was a great host! she pro-actively reached out to check in on our stay. The property was as described . We enjoyed our stay . The backyard with pool was great!"
Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers 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.