Southampton Vacation Rentals

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Vacation Rentals in Southampton

Location and views! Located directly on Shinnecock Bay!
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (12)
"You have the opportunity to attend a graduation party at the Hamptons, where everyone had to find their own accommodations. The location is essentially located to town to the water and beautiful scenic paths. The host insured that the home was exceptionally clean and amenities provided. Not to mention accommodating due to last-minute change in schedule."
Location and views! Located directly on Shinnecock Bay!
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
Pool
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
10.0 out of 10, Exceptional, (5)
"We loved our stay here! The hosts were very helpful and communicative leading up to and during our short stay. The house was perfect for our family - the pool area is fantastic and being able to grill food at the outdoor kitchen is such a bonus. No back and forth to the house for snacks or drinks! We spent the evening around the fire pit and the extended deck meant that there was plenty of room for us to relax and our kids to play. We also explored the local area and nearby beaches. The property...
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
Beautiful 2bedroom w Pool close to the beach and Southampton Village
Smart TV
Beautiful 2bedroom w Pool close to the beach and Southampton Village
9.6 out of 10, Exceptional, (4)
"We had a wonderful stay at this property. The apartment was spacious and very clean. The outdoor area was perfect, the kids enjoyed the pool and swing/slide set. Would definitely recommend!"
The price is $590
$818 total
includes taxes & fees
Jun 5 - Jun 6
Beautiful 2bedroom w Pool close to the beach and Southampton Village
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Recently renovated private 2.1 acre gated home with heated pool and tennis court
Fridge, microwave, oven, stovetop
Recently renovated private 2.1 acre gated home with heated pool and tennis court
10.0 out of 10, Exceptional, (13)
"Great for a large group!"
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.
Fridge, microwave, oven, stovetop
Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.
10.0 out of 10, Exceptional, (22)
"We had a last minute corporate retreat at this lovely Hamptons Home. In time to see the beautiful fall foliage starting, there is a nice partial view of the lake from the master bedroom balcony. Our large group was easily accommodated by the spacious rooms where each person had their own comfortable bed. The large living room with 4 couches made it easy to have our meetings in this open space. A few of us went to the beach, wine tasting and pumpkin picking all within a few minutes of the house...
Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.
Newly Renovated Southampton Home with Heated Pool
Property grounds
Newly Renovated Southampton Home with Heated Pool
Newly Renovated Southampton Home with Heated Pool
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Property grounds
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, (4)
The price is $4,240
$4,897 total
includes taxes & fees
Jun 9 - Jun 10
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Recently constructed modern-style home with a private pool, open-floor...
Smart TV, fireplace, table tennis, stereo
Recently constructed modern-style home with a private pool, open-floor...
Recently constructed modern-style home with a private pool, open-floor...
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, (84)
"Wow! I have heard about the Hamptons all my life and finally got to visit there last weekend. Not only was the house as beautiful and charming as the pictures represented, but the host was wonderful and was very responsive to all of our questions and needs. And the house was located in a great part of town where we could walk to shopping and restaurants. I highly recommend this house as a place to stay in the Hamptons - it has everything we needed and more!"
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 🏖
Sprawling Southampton Home: Private Pool, Game Room
Property grounds
Sprawling Southampton Home: Private Pool, Game Room
9.2 out of 10, Wonderful, (38)
"Great place to stay and hang with a group of close friends. Layout of rooms and open concept worked for our close group of 12. The pool room was a great space to hang after hours with music, pool, and ping pong. The location is close to the Southampton strip of boutiques and local pub as well as the North Fork wineries. Debbie, the property manager, was extremely responsive and the arrival/departure process was super smooth!"
Sprawling Southampton Home: Private Pool, Game Room
Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...
Microwave, oven, stovetop, coffee/tea maker
Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...
Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...
Southampton Village Renovated Sun-filled Charming Home, Heated Salt Pool
Fridge, microwave, oven, stovetop
Southampton Village Renovated Sun-filled Charming Home, Heated Salt Pool
10.0 out of 10, Exceptional, (50)
"We really enjoyed our time at Laura's house. The house was exactly as described, and Laura was so easy to communicate with. We loved the outdoor seating area / pool and that we could easily walk to downtown. Definitely hope to stay again."
Southampton Village Renovated Sun-filled Charming Home, Heated Salt Pool
Hamptons Style. Close to village restaurants, shops and ocean beach!
Pool
Hamptons Style. Close to village restaurants, shops and ocean beach!
Hamptons Style. Close to village restaurants, shops and ocean 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
10.0 out of 10, Exceptional, (11)
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
FREE NIGHT! VILLAGE HOUSE RARE WATER VIEWS SO. OF HWY NEW PHOTOS
Property grounds
FREE NIGHT! VILLAGE HOUSE RARE WATER VIEWS SO. OF HWY NEW PHOTOS
10.0 out of 10, Exceptional, (22)
"The house was perfect for our family. Ann was a great host. The house had everything you would ever need. We had a wonderful time!!!"
FREE NIGHT! VILLAGE HOUSE RARE WATER VIEWS SO. OF HWY NEW PHOTOS
Stellar Ocean Front Hamptons Getaway
Property grounds
Stellar Ocean Front Hamptons Getaway
Stellar Ocean Front Hamptons Getaway
5BR, Luxury Home, Pool, Large Yard , Close to Beach & Town
Property grounds
5BR, Luxury Home, Pool, Large Yard , Close to Beach & Town
9.6 out of 10, Exceptional, (7)
"My family and I recently stayed at this home for a week in the Hamptons and had a wonderful time. The home was clean and pretty much had everything we needed. The owners were very accessible and eager to answer any of our questions/concerns. My children loved the pool and the basketball hoop in the driveway. It truly felt like our home away from home! I highly recommend staying here."
5BR, Luxury Home, Pool, Large Yard , Close to Beach & Town
Beautiful Southampton Village/Fall Heated pool!
Outdoor pool, a heated pool
Beautiful Southampton Village/Fall Heated pool!
10.0 out of 10, Exceptional, (31)
"!!"
Beautiful Southampton Village/Fall Heated pool!
Beautiful Southampton Home centrally located close to Sag Harbor,...
A heated pool
Beautiful Southampton Home centrally located close to Sag Harbor,...
Beautiful Southampton Home centrally located close to Sag Harbor,...
Stunning House: Tennis & Pool in Southampton Estate section
Outdoor pool, a heated pool
Stunning House: Tennis & Pool in Southampton Estate section
10.0 out of 10, Exceptional, (29)
"I can’t say enough about how much we enjoyed staying in this home. It truly gave our family the authentic Hamptons luxury experience meets the comfort of a welcoming house. Minutes from the beach and town, but so inviting from the grounds to the tennis court to the pool, we were happy to just kick back and relax at our “Southampton” home! The location is prime. The hosts even accommodated our reservation at the last minute and still had the house clean and prepared! They went above and beyond to...
Stunning House: Tennis & Pool in Southampton Estate section
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See all available properties in Southampton
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.

Southampton Vacation Rental Travel Info

Number of vacation rentals
99
Popular accommodation
Southampton private vacation homes
Known landmarks
Wolffer Estates Vineyard, Cooper's Beach and The Hamptons Beaches
International airports
New York, NY (JFK-John F. Kennedy Intl.), Newark, NJ (EWR-Liberty Intl.) and New York, NY (LGA-LaGuardia)

Other types of properties in Southampton you may be interested in

The Bentley Hotel Southampton
Terrace/patio
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (76)
"Large room recently updated, didn’t hear other guests "
The price is $184
$253 total
includes taxes & fees
Jun 3 - Jun 4
The Bentley Hotel Southampton
The Atlantic Hotel
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (775)
"We enjoyed our stay and felt it was good value for the area. "
The price is $177
$228 total
includes taxes & fees
Jun 4 - Jun 5
The Atlantic Hotel
Southampton Inn
Traditional Single Room, 1 King Bed | Premium bedding, Tempur-Pedic beds, in-room safe, individually decorated
Southampton Inn
3.0 star property
8.4 out of 10, Very Good, (482)
"great location "
The price is $330
$404 total
includes taxes & fees
Jun 3 - Jun 4
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.

Everything you need to know about Southampton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southampton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southampton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southampton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southampton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southampton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $590 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southampton rentals

At Expedia, we put the best Southampton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southampton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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 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.

Recent reviews of Southampton properties
Expedia verified reviews

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

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

5/5 Excellent
Beautiful house in fantastic location
"Wow! I have heard about the Hamptons all my life and finally got to visit there last weekend. Not only was the house as beautiful and charming as the pictures represented, but the host was wonderful and was very responsive to all of our questions and needs. And the house was located in a great part of town where we could walk to shopping and restaurants. I highly recommend this house as a place to stay in the Hamptons - it has everything we needed and more!"
A verified traveler stayed at Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Posted 8 hours ago
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖