Southampton Vacation Rentals

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Vacation Rentals in Southampton

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

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!

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

Sprawling Southampton Home: Private Pool

9.0 out of 10, Wonderful, (44)
"My family and I had a wonderful stay at this property. The house was well-situated in a quiet neighborhood - very private, surrounded by trees and a few wild turkeys. There were many amenities that made our stay enjoyable from the large patio and pool, 3 full baths in the main house, one of which had an amazing shower system with body spray, and a designated work area for those that can’t leave work behind. Communication with the property manager was easy and Debbie was very helpful and...
Sprawling Southampton Home: Private Pool

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.

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

9.0 out of 10, Wonderful, (18)
"Very nice"
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

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

9.6 out of 10, Exceptional, (15)
"The property was absolutely stunning! Very accommodating with many rooms for us all and the yard/ grounds were beautiful. Very modern and stylish interior yet cozy and inviting. Will definitely be keeping in mind for our next trip! "
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

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

10.0 out of 10, Exceptional, (1)
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

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 $1,377
CA $2,227 total
includes taxes & fees
Apr 3 - Apr 4
Minutes from the beach, brand new 4 bedroom

Mary's Gated Oasis Private Estate

Mary's Gated Oasis Private Estate

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

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

10.0 out of 10, Exceptional, (11)
"My family of 6 and I stayed here for the Thanksgiving holiday. My 80 yr old parents live in Southampton but we decided to rent instead of burdening them w/guests. The house had a great layout on the first floor w/everything needed for the holiday, which was great. Walkable to town and Tate's Bake Shop, definitely a plus. Beautiful neighborhood. Some bumps, though: we struggled with getting into the house; no front door key given -- we accessed the home through a garage side-door electronic...
The price is CA $2,121
CA $2,842 total
includes taxes & fees
May 1 - May 2
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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,...

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

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

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

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.

Private 2.1 acre gated home with heated pool and tennis & pickleball court

10.0 out of 10, Exceptional, (18)
"My family and I went to the Southamptons for our Christmas vacation. Since it was during the winter we didn’t try out the on-site tennis court or pool. The house is gorgeous and looks exactly as advertised. The host was in communication from 2-days before we arrived until checkout to assist as needed. We brought most of our gifts and a pop-up tree. All rooms have their own bathroom which is convenient. Plenty of linens and anything else you may need. If you’re used to using more than one oven...
Private 2.1 acre gated home with heated pool and tennis & pickleball court

Beautiful Southampton Home with breathtaking waterfront views, front porch,...

9.6 out of 10, Exceptional, (4)
"We stayed for Labor Day weekend with my family, which were 6 adults (age from 20 to 76) and a teenager. Communication with stay marquis and especially the property owner was easy and quick. Every little detail was well thought out, owner was super responsive and helpful. House and property more beautiful than the photos and location is great, near beaches, downtown Southampton and nice restaurants. Can't say more how amazing the property is and again excellent interactions with the...
Beautiful Southampton Home with breathtaking waterfront views, front porch,...
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
7.0 out of 10, Good, (838)
"Great location, room layout was perfect, and easy check-in. "
The price is CA $213
CA $279 total
includes taxes & fees
Apr 2 - Apr 3
The Atlantic Hotel

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (235)
"So cute and roomy. Loved our stay. Will be back everytime we visit family up there. "
The price is CA $228
CA $296 total
includes taxes & fees
Apr 8 - Apr 9
The Bentley Hotel Southampton

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (514)
"Nice place"
The price is CA $308
CA $375 total
includes taxes & fees
Apr 2 - Apr 3
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 Sprawling Southampton Home: Private Pool.

How many vacation rentals are there in Southampton?

Expedia has 470 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 Southampton Cultural Center.

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.