Search Vacation Homes in Village of Southampton

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 1759 Vacation Homes in Village of Southampton with updated reviews, rates, and availability.

10 Bedroom Hampton House with a regulation size Pickleball
Pool

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Outdoor dining

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"The house and stay were great!"
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Stunning New Designer Renovation
View from property

Stunning New Designer Renovation

9.4 out of 10, Exceptional, (21)
"We had a wonderful stay at this home! The yard is the most spectacular thing ever- pictures don't do it justice! And the location is wonderful. Great for our growing family :)"
Stunning New Designer Renovation
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (176)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Terrace/patio

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (131)
"Wonderful throw back beach house..nothing fancy but very comfortable and the views are amazing! Loved spending our Christmas Holiday relaxing by the bay..and the year round hot tub was up and running when we got there! Perfect spot..will definitely go back next year! "
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Charming Village home in the heart of Southampton
Smart TV

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (20)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
On the beach, sun loungers, beach towels

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (57)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Cozy House less than two miles from Ocean Beaches
Sun loungers

Cozy House less than two miles from Ocean Beaches

10.0 out of 10, Exceptional, (5)
"The house is very nice and cozy. It was nice get away from NYC."
Cozy House less than two miles from Ocean Beaches
Stunning Hampton Holiday Family Fantasy for your Team
TV, fireplace, video library, stereo

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (67)
"Everything was great!!!"
Stunning Hampton Holiday Family Fantasy for your Team
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (21)
"Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc. "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
3 bedrooms, WiFi, bed sheets

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

2.0 star property
7.4 out of 10, Good, (3)
"I had so much fun with my friends"
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Magic Place
Smart TV, video games

Magic Place

The price is AED 1,653
AED 3,357 total
includes taxes & fees
5 May - 6 May
Magic Place
Charming and Spacious Wainscott Home close to Town and Beaches, Great for...
A heated pool

Charming and Spacious Wainscott Home close to Town and Beaches, Great for...

10.0 out of 10, Exceptional, (1)
"This home is lovely and sleek with all new features and amenities. Beds were extremely comfortable and grand."
Charming and Spacious Wainscott Home close to Town and Beaches, Great for...
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
Terrace/patio

Watermill Retreat, minutes from Southampton Town Ctr and Beaches!

9.6 out of 10, Exceptional, (12)
"Wonderful stay for an amazing price! A nice compact/easy house with a family friendly backyard. Great neighborhood!"
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
North Fork Family and Friends Getaway. Great Location
Outdoor pool, a heated pool

North Fork Family and Friends Getaway. Great Location

10.0 out of 10, Exceptional, (9)
"We had a great stay! The house had everything we needed and was in a wonderful location to explore the North Fork. Barbara was incredibly gracious - very responsive and helpful. We hope to make a return visit!"
North Fork Family and Friends Getaway. Great Location
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Property grounds

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

10.0 out of 10, Exceptional, (13)
"Steps to probably the most beautiful beach in the Hamptons. Thoroughly enjoyed our stay, as did the dogs. We will definitely be back."
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
A heated pool

Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

9.8 out of 10, Exceptional, (16)
"We had a great time at Southampton serenity. Plenty of space for a large group and the outdoor space was amazing. We would definitely book again, Im sure its phenomenal in the summer!"
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
Cozy Hampton Bays getaway!
Beach towels

Cozy Hampton Bays getaway!

9.4 out of 10, Exceptional, (8)
"We has a great stay with a very kind host who gave us recommendations and checked in via text. "
Cozy Hampton Bays getaway!
East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard
Outdoor pool, a heated pool

East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

10.0 out of 10, Exceptional, (73)
"Stayed here over Thanksgiving. Beautiful house, well appointed, great location. The Hamptons at Thanksgiving are very vibrant. Highly recommend a stay here. "
East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
Aerial view

Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

10.0 out of 10, Exceptional, (2)
"Our family with an infant and our pup loved our stay. We had everything we needed and a beautiful backyard for our pup to run around. We would be back in the summer to enjoy the place and the pool!"
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
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 Village of Southampton

Minutes from the beach, brand new 4 bedroom
Fridge, microwave, oven, stovetop

Minutes from the beach, brand new 4 bedroom

The price is AED 2,938
AED 5,753 total
includes taxes & fees
5 May - 6 May
Minutes from the beach, brand new 4 bedroom
Stellar Ocean Front Hamptons Getaway
Interior

Stellar Ocean Front Hamptons Getaway

Stellar Ocean Front Hamptons Getaway
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (283)
"Love the ocean view from the balcony"
The price is AED 565
AED 725 total
includes taxes & fees
5 May - 6 May
Windward Shores Ocean Resort
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.