Southampton Vacation Rentals

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Vacation Rentals in Southampton

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

10.0 out of 10, Exceptional, (98)
"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!

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

10.0 out of 10, Exceptional, (19)
"Perfect spot for a girls weekend! Property/house as advertised, and the house was fully stocked with all amenities. Thanks for a wonderful stay!! "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

9.8 out of 10, Exceptional, (50)
"The house was perfect for a large group. Plenty of place to spread out and enjoy the space. The house was very spacious and had plenty of entertainment- the owner had everything you can imagine that you may need for a stay. The house is clean and in great shape. Such a great neighborhood to walk in and the beach is so nice and close by. Highly recommend for a fun Hamptons get away. The owner is very accommodating and flexible. He was accessible for restaurant/ activity recommendations. "
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (20)
"We loved our stay! The location was perfect for our family, so easy to walk to town, close to the beach and easy to get to other towns. House was perfect as well, we didn’t get to enjoy the outdoors due to rain but loved the indoor space. Plenty of places to hang and enjoy/relax. Hoping to visit again soo!"
Charming Village home in the heart of Southampton

Waterfront Sunset Views

10.0 out of 10, Exceptional, (20)
"We loved it so much we came back!! Always a pleasure to escape to this home. "
Waterfront Sunset Views

Minutes from the beach, brand new 4 bedroom

The price is CA $1,108
CA $2,169 total
includes taxes & fees
May 1 - May 2
Minutes from the beach, brand new 4 bedroom

Stunning Private Sunny Modern Southampton home-5 beds NEW WINTER HOT TUB for 7

9.8 out of 10, Exceptional, (19)
"Enjoyed our weekend stay at this beautiful home. It was everything that it stated and then some. We were in for a family weekend event and the homebase was perfect. Spacious and private at the same time. Back deck was perfect, pool was an added bonus! Perfect time had by all! thank you for the use of your beautiful home! "
Stunning Private Sunny Modern Southampton home-5 beds NEW WINTER HOT TUB for 7

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

9.8 out of 10, Exceptional, (16)
"We had a wonderful time in the Hamptons. The house was beautiful!"
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

Southampton Village Family Tradition Mint 5BR-5BR. Walkable location.

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at this beautiful home. Clean, beautifully decorated and all the amenities for a family vacation . The host was fabulous and shared recommendations for dinners and places to visit. We would definitely stay here again!"
Southampton Village Family Tradition Mint 5BR-5BR. Walkable location.

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,...

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.0 out of 10, Wonderful, (8)
"A small group of friends & I had a great time visiting this property! Located walking distance from the village of Southhampton, this is the perfect getaway for any time of year. The house was tidy and had ample room for all of us to stay comfortably."
The price is CA $829
CA $1,607 total
includes taxes & fees
Apr 22 - Apr 23
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Newly Renovated Southampton Home with Heated Pool

7.6 out of 10, Good, (4)
"Wonderful home. Perfect for family and entertaining. "
Newly Renovated Southampton Home with Heated Pool

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

10.0 out of 10, Exceptional, (2)
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis

9.8 out of 10, Exceptional, (25)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis

Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

10.0 out of 10, Exceptional, (13)
"Very nice house in very conditions. Thank you for everything."
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

9.0 out of 10, Wonderful, (19)
"Very nice"
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

Traditional Home w/ English Gardens, Pool, Rec Room, Close to Ocean Beaches

Traditional Home w/ English Gardens, Pool, Rec Room, Close to Ocean Beaches

Stellar Ocean Front Hamptons Getaway

Stellar Ocean Front Hamptons Getaway

Beautiful resort style backyard with newly added professional PICKLEBALL COURT.

9.8 out of 10, Exceptional, (54)
"The house was exactly as described. Excellent stay and the house was super friendly! Highly recommend for any group of friends looking to stay in the Hamptons! Pool was very nice and pickleball courts in excellent condition! Host was super friendly and helped with any questions. Bedrooms were nice and spacious! Nothing But good things to say about my stay "
Beautiful resort style backyard with newly added professional PICKLEBALL COURT.
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 types of properties in Southampton you may be interested in

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (845)
"Everything was fine- I feel like the hotel was empty- except for the room directly above me. If there are so many vacant rooms, why not spread them apart so that I’m not kept up all night from the noise?"
The price is CA $165
CA $223 total
includes taxes & fees
Apr 29 - Apr 30
The Atlantic Hotel

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (243)
"Probably the cleanest place I’ve ever stayed very cozy definitely will be returning "
The price is CA $198
CA $261 total
includes taxes & fees
Apr 27 - Apr 28
The Bentley Hotel Southampton

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (515)
"Nice place"
The price is CA $298
CA $363 total
includes taxes & fees
Apr 22 - Apr 23
Southampton Inn
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.

Frequently asked questions

Can I find vacation rentals in Southampton?

Yes, you can find vacation rentals close to top local attractions in Southampton, or you can select a more secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the beaches in Southampton. Make sure you have time to check out the museums and festivals during your trip.

What are some of the best vacation rentals in Southampton?

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖 : Visitors like this Southampton vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Southampton are Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping and Mansion Near the Bay. 7 bedrooms! Chef’s kitchen..

How many vacation rentals are there in Southampton?

Expedia has 473 vacation rentals for your stay in Southampton.

What can I see and do in Southampton?

Enjoy the outdoors at Cooper's Beach and The Hamptons Beaches, or simply take in cultural attractions like Shinnecock Nation Cultural Center and Museum and Southampton Historical Museum. Other places in town to visit include Southampton Arts Center and North Main Street Historic District.

What are vacation rentals like in Southampton?

Vacation rentals are private properties you can reserve for a short or long stay in Southampton. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.