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!
9.0 out of 10, Wonderful, 13 reviews
"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, 7 reviews
"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
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 reviews
The price is ￥585,723
￥685,931 total
includes taxes & fees
Jun 19 - Jun 20
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
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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, 86 reviews
"It was a cute cottage, nicely decorated. We were very comfortable. Each bedroom had a private bathroom which was very nice. It was close to downtown Southampton so that was great. The owner checked in and was very helpful. "
The price is ￥101,933
￥152,115 total
includes taxes & fees
Jun 26 - Jun 27
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
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 reviews
"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 reviews
"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
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, 30 reviews
"Host and house are over the top good. Completely positive experience."
Stunning House: Tennis & Pool in Southampton Estate section
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...
9.0 out of 10, Wonderful, 2 reviews
"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,...
Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...
A heated pool
Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...
Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...
Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
Fridge, microwave, oven, stovetop
Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
10.0 out of 10, Exceptional, 8 reviews
"We enjoyed our stay at Halsey House. It has all the comforts of home, plus everything you need for the beach, and is just a few minutes walk from the lovely village. We also walked to the beach every day - about 2 miles. But you could also bike (provided) or drive to the beach instead and get there in minutes. We look forward to visiting again next year."
Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
Secluded Southampton Home That Has It All
Pool
Secluded Southampton Home That Has It All
Secluded Southampton Home That Has It All
Sprawling Southampton Home: Private Pool, Game Room
Property grounds
Sprawling Southampton Home: Private Pool, Game Room
9.2 out of 10, Wonderful, 38 reviews
"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
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Fridge, microwave, oven, stovetop
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
10.0 out of 10, Exceptional, 51 reviews
"Great house, great location, host very responsive and easy to communicate with - would come back to stay again!"
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
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 reviews
"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
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...
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, 8 reviews
"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
Walk to the Village! Charming modern farmhouse.
Fridge, microwave, oven, stovetop
Walk to the Village! Charming modern farmhouse.
10.0 out of 10, Exceptional, 23 reviews
"Wonderful Memorial Day weekend! House is extremely comfortable and in a great location. Kids enjoyed the heated pool, even on cloudy days! Will definitely be back soon."
Walk to the Village! Charming modern farmhouse.
Escape to the Hamptons! Chic Beach Home mins from Village
Outdoor pool, a heated pool
Escape to the Hamptons! Chic Beach Home mins from Village
10.0 out of 10, Exceptional, 7 reviews
"We've been renting a lot - specifically through VRBO - across multiple countries. VRBO has been great. This house is great as well. - Very good communications from owner. Short, to the point, timely! "Timely" is important! - Check-in procedure is as easy as it can possible be. - The locations works - 8 min driving from the village and the beach. - Clean, bright, well-appointed house. The guest house was remodeled and feels great."
Escape to the Hamptons! Chic Beach Home mins from Village
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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.

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, 82 reviews
"Beautiful hotel, everything brand new everything clean staff very friendly and accommodating close to everything"
The price is ￥40,083
￥49,666 total
includes taxes & fees
Jun 17 - Jun 18
The Bentley Hotel Southampton
The Atlantic Hotel
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, 779 reviews
"We enjoyed our stay and felt it was good value for the area. "
The price is ￥48,128
￥58,846 total
includes taxes & fees
Jun 24 - Jun 25
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, 485 reviews
"ALWAYS A good experience "
The price is ￥51,751
￥63,321 total
includes taxes & fees
Jun 16 - Jun 17
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.

Search for holiday rentals in Southampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Southampton using one of the methods below:

  • View our selection of featured holiday rentals in Southampton
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Look no further and take a look at our great range of rental properties in Southampton!

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?

Southampton Getaway with Hot Tub: Visitors review this Southampton vacation home rental favorably. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a spa tub. Another good choice for your trip to Southampton is Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖 .

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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

5/5 Excellent
"Beautiful hotel, everything brand new everything clean staff very friendly and accommodating close to everything"
A verified traveler from staten island stayed at The Bentley Hotel Southampton
Posted 2 days ago
The Bentley Hotel Southampton