Search Vacation Homes in Westhampton

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

Property grounds
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
8.0 out of 10, Very Good, (1)
"The property was perfect for our needs! My husband was able to work from the desk in the primary bedroom during the day while my mom and I shopped and explored nearby! Our dog LOVED the backyard and space to explore. We didn’t even need to go venture to the nearby dog park, but that was also super close! As out of towners, unfamiliar with locale, we would recommend bottled water for drinking. Everywhere we went was 5-15 min drive, we very much enjoyed our stay and grateful for the opportunity to...
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.8 out of 10, Excellent, (13)
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is $800
$1,028 total
includes taxes & fees
May 29 - May 30
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
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4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Outdoor dining
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (83)
"The house was so cute and a great location. Everything was easy to deal w and Pam was very flexible with timing. Will certainly hope to stay here again!"
The price is $650
$971 total
includes taxes & fees
Jun 26 - Jun 27
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Outdoor pool, a heated pool
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (22)
"Celebrated the holidays with my grown children to be near my dad and brother. The house is lovely. We had a wonderful time. My daughter suggested we come back in the summertime to take advantage of the amenities - beautiful pool and nearby beaches. Highly recommend!!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Pool
Beautiful 3 Bedroom house
10.0 out of 10, Exceptional, (3)
"Property was very clean. The beds were very comfortable. Cold, bottled water was available in the refrigerator when we arrived. We could not find a toaster, but the kitchen was otherwise outfitted with everything we needed. Host was friendly and readily available."
Beautiful 3 Bedroom house
Outdoor pool
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Interior
Bellport Luxury Pool Retreat w/ 3BR
The price is $361
$561 total
includes taxes & fees
May 29 - May 30
Bellport Luxury Pool Retreat w/ 3BR
Interior
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, (1)
"I found it cozy, comfortable and very peaceful. Bonus wildlife visits of deer, geese and turkeys, Most people will understand this accommodation as quality “clamping”."
The price is $150
$237 total
includes taxes & fees
May 29 - May 30
Airstream Art Studio Sculpture/Nature Preserve
On the beach, sun loungers, beach towels
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (46)
"Traveling with family and dog... private walk to the beach, stylish but simple, comfortable beds, clean and organized, responsive management... 2 bedrooms downstairs, one entire 2nd floor master bedroom / entertaining space upstairs, and an attached 'cottage' king studio that is attached to the main house."
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Beach nearby, sun loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (8)
"My wife, two children (28, 30) and I came to town for a couple of family events and stayed 11 days. If I had to sum up our time in a single word, I would use "Wonderful"! The check-in process was a breeze. The open floor plan made it feel like you were part of everything going on whether cooking in the kitchen, sitting at the table or on the couch. We spent time every night in the game room shooting pool, playing ping pong and foosball together. The only reason the TV was on at all was for a...
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Fridge, microwave, oven, stovetop
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (16)
"This property was just what my family and I were looking for. A quaint and quiet house with a small town feel. We stayed for NYE hoping to get away from the loud chaos we’re typically faced with at home and this location fit the bill. Pros: I’m not sure how this changes in the summer months but things were mostly quiet. There are restaurants, coffee, and food shopping all within a 5 minute drive. The home itself is pretty small, so for the 4 of us- husband, 17y/o, 9 y/o, and myself, it was...
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Smart TV, fireplace, smart speakers
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.8 out of 10, Exceptional, (11)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
TV, stereo
Family and dog-friendly getaway near amazing wineries, beaches and restaurants!
10.0 out of 10, Exceptional, (37)
"We had the best time visiting Sam & Matt’s place in Southold. The house is the perfect size for us- 3 adults and 3 kids plus 2 dogs. And it was an ideal location to explore all the north fork has to offer. We can’t wait to return!"
Family and dog-friendly getaway near amazing wineries, beaches and restaurants!
Interior
Charming cottage in the heart of the North Fork
9.8 out of 10, Exceptional, (36)
"This cottage is Comfortable, clean and fully stocked on a private street with a beautiful short walk to the beach. We were only 2 but house could easily sleep up to 8 guests. Large backyard with tranquil outdoor setting firepit and Barbeque. Host is very responsive welcoming and helpful. The nearby Main street has many restaurants and shops as well as Wine vineyards. Will definitely be booking again in future. We found a new love and that is Jamesport. Thank you Kelly!"
Charming cottage in the heart of the North Fork
Bar (on property)
Respite Ranch: Private Pool, Hot Tub, Beach Access
10.0 out of 10, Exceptional, (2)
"Great stay and wonderful property. The first stay that didn’t have a book and list full of restrictions and checkout instructions. After a whirlwind weekend celebrating our daughter ‘s engagement, this was a welcomed surprise! Everyone enjoyed their stay, including our two labs. Great fenced in yard that gave them plenty of room to exercise. We will be back!"
Respite Ranch: Private Pool, Hot Tub, Beach Access
Property grounds
Luxurious Waterfront Beach House On The Bay
9.8 out of 10, Exceptional, (30)
"The location is quiet and beautiful. Steve and Dory are darlings and really know how to welcome guests. Everything was perfect and easy. They even had us set up with a rental bike company. We would stay again in a heartbeat."
Luxurious Waterfront Beach House On The Bay
Beach nearby, beach towels
Beach, Pool, Wine, Shopping!
9.8 out of 10, Exceptional, (49)
"This spot is where you want to be if you love the chill North Fork vibe and small town feelings from Mattituck to Orient Point. We will be back- actually we wish we were still there!! :)"
Beach, Pool, Wine, Shopping!
Fridge, microwave, oven, stovetop
Coastal Retreat: Waterfront, Deck, Awesome Views
10.0 out of 10, Exceptional, (7)
"We had an amazing time at this house! My family all came back to Long Island to attend my fathers memorial service nearby and this house had all the details and comforts to make the weekend as enjoyable as possible...and the view is AMAZING! I would definitely recommend this location and would stay there again!"
Coastal Retreat: Waterfront, Deck, Awesome Views
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See all available properties in Westhampton
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.

Other property types in Westhampton

Pool | Outdoor pool, a heated pool
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
9.6 out of 10, Exceptional, (83)
"Stayed for my son’s wedding"
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.8 out of 10, Excellent, (13)
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is $800
$1,028 total
includes taxes & fees
May 29 - May 30
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
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.

Westhampton Vacation Homes information

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