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, (18)
"My friends and I stayed at this house for a few days around New Year's. The house is very spacious, and the grounds are lovely. We had a group of 5 and had lots of room to congregate and disappear if we needed alone time. The hot tub was exactly what some of us needed, while the kitchen provided others with much comfort. The one bummer was when we arrived; it looked like someone had just had a party outside so that first made for a bit of cleanup. That little bump shouldn't stop you from...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

Minutes from the beach, brand new 4 bedroom

The price is CA $1,280
CA $2,115 total
includes taxes & fees
Mar 2 - Mar 3
Minutes from the beach, brand new 4 bedroom

Home page of Southampton Village

9.4 out of 10, Exceptional, (18)
"Mike is a delightful person. He was very communicative and helpful with any questions we had. He spent a good 15 minutes on the phone with me offering recommendations! You rarely get such responsive hosts. The house was everything we could have asked for and we would definitely visit this lovely home again!"
Home page of Southampton Village

Beautiful Southampton Village home, new reno, Heated pool!

10.0 out of 10, Exceptional, (33)
"an amazing experience and stay. i booked the house in proximity to the half marathon i was running in. It served well and also a safe haven for my family. looking forward to next year!"
Beautiful Southampton Village home, new reno, Heated pool!

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

Charming Fully Renovated Southampton Home with Timeless Allure

2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent!!"
The price is CA $428
CA $815 total
includes taxes & fees
Mar 2 - Mar 3
Charming Fully Renovated Southampton Home with Timeless Allure

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

Beautifully renovated home, entertainers dream, saltwater pool and spa,...

9.6 out of 10, Exceptional, (11)
"Since I only have limited space to share, you can see my concerns outlined below: Broken stove that needed to be replaced during our stay AC was pumping out hot air (80 degrees for the first 5 hours of our stay - service man came at 11pm that night The remote to the ceilings fans in the rooms did not have batteries, therefore, not usable Pool heater broken Pool filter broken (serviceman came and unable to fix) Pool light broken (serviceman said they entire pool would need to be emptied out to...
Beautifully renovated home, entertainers dream, saltwater pool and spa,...

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 $657
CA $1,159 total
includes taxes & fees
Mar 17 - Mar 18
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Walk to the Village! Charming modern farmhouse.

9.8 out of 10, Exceptional, (26)
"We had a wonderful stay! The house is as advertised and very clean with great amenities. We loved the pool and the easy access to town. Highly recommend and would stay here again. Thank you! "
Walk to the Village! Charming modern farmhouse.

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

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

9.6 out of 10, Exceptional, (8)
"The house is in a great location but was definitely showing some wear and tear. Things like the pool having damage around the sides, a lot of dishes/cutlery missing, broken glass from prior guests behind chairs, etc. The house could use a walk through with a handyman to fix the issues popping up with fixtures and finishes and a restock on household basics."
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

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

August Discount! Southampton Gem House

10.0 out of 10, Exceptional, (16)
"The property is in a great location. The living area is beautiful with large Windows that allow a lot of light in. The house is very comfortable and is exactly as is stated and how it looks in the description. The house is well equipped, and we had an amazing week of vacation there. The host, Paul is amazingly responsive. He answered all our questions withib five minutes."
August Discount! Southampton Gem House

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.

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

Waterfront Beach Cottage with Dock

9.6 out of 10, Exceptional, (23)
"We loved the comfort of the house and the idyllic yard. Perfect for our family of adults who mostly worked but enjoyed the paddle boards, jaunts into Southampton and Sag Harbor, visiting wineries and enjoy time in a very comfortable house. "
Waterfront Beach Cottage with Dock
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 Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (233)
"Fully renovated property! Was blown away how nice it is, and rhe proximity to all the local hot spots!"
The price is CA $230
CA $262 total
includes taxes & fees
Mar 12 - Mar 13
The Bentley Hotel Southampton

The Atlantic Hotel

2.5 star property
7.0 out of 10, Good, (837)
"Great location, room layout was perfect, and easy check-in. "
The price is CA $198
CA $262 total
includes taxes & fees
Mar 4 - Mar 5
The Atlantic Hotel

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (513)
"Nice place"
The price is CA $286
CA $349 total
includes taxes & fees
Mar 23 - Mar 24
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 Beautiful resort style backyard with newly added professional PICKLEBALL COURT..

How many vacation rentals are there in Southampton?

Expedia has 461 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.