Southampton Vacation Rentals from $587: Search Short-Term Rentals

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Our top choices for Southampton vacation rentals

1. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Southampton

Jordan

$514 nightly

Aug 10 - Aug 11

Total with taxes and fees

2. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

$1,177 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Southampton

Justin

$1,257 nightly

Aug 17 - Aug 18

Total with taxes and fees

Beach nearby, sun loungers, beach towels

4. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Southampton

Beverly J.

$1,131 nightly

Aug 31 - Sep 1

Total with taxes and fees

5. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

$1,422 nightly

Aug 23 - Aug 24

Total with taxes and fees

6. Newly Renovated Pristine Southampton Colonial

Southampton

Brian M.

$2,420 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Southampton

Melissa

$6,266 nightly

Aug 16 - Aug 17

Total with taxes and fees

8. Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

$643 nightly

Aug 9 - Aug 10

Total with taxes and fees

9. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Flanders

Sherri K.

$279 nightly

Aug 11 - Aug 12

Total with taxes and fees

10. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

East Hampton

"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...

Malika

$285 nightly

Aug 10 - Aug 11

Total with taxes and fees

11. Safari Tent Glamping,S9-CedarPt, East Hampton, NY

East Hampton

Carolyn

$260 nightly

Aug 6 - Aug 7

Total with taxes and fees

12. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

East Hampton

Matthew

$260 nightly

Aug 6 - Aug 7

Total with taxes and fees

13. Cliffside Resort Condominiums

Greenport

Christine

$452 nightly

Aug 6 - Aug 7

Total with taxes and fees

14. Lovely studio with AC in charming Sag Harbor

Sag Harbor

$646 nightly

Aug 6 - Aug 7

Total with taxes and fees

15. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

$840 nightly

Aug 6 - Aug 7

Total with taxes and fees

16. Aqua Vista

Pipes Cove

Molly G.

$336 nightly

Sep 1 - Sep 2

Total with taxes and fees

17. North Fork Resort

Greenport

Lisa

$612 nightly

Aug 12 - Aug 13

Total with taxes and fees

18. Villa Luz Family Home w/ heated pool & jacuzzi

Hampon Bays

Carola C.

$2,064 nightly

Aug 9 - Aug 10

Total with taxes and fees

19. Hamptons Tiana Bay Oasis

Hampton Bays

Anonymous traveler

$1,299 nightly

Sep 2 - Sep 3

Total with taxes and fees

20. Black Swan Beachfront Home with Jacuzzi year round

Hampton Bays

Ana B.

$1,958 nightly

Aug 6 - Aug 7

Total with taxes and fees

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Top Southampton Hotel Reviews

The Bentley Hotel Southampton

10/10 Excellent

"Amazing hotel. New big rooms"

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

8/10 Good

"Ken was a good host: readily available and communicated well.The property was as advertised. We were a group of college buddies getting together nearly 40 years after graduation. This secluded retreat was ideal for us. The rustic property was clean. There were more than enough beds for our small group of six."

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

10/10 Excellent

"Went to stay in SouthHamptons and booked in March for my trip in August. The price was much lower than some of the other placed I was concerned. The place was excellent location. The only issue I have was that we were so busy during our stay that we didn't get a chance to enjoy the pool or outside of the property. The Host was great and freindly I hope the place is available when I go bock."

Minutes from the beach, brand new 3 bedroom

10/10 Excellent

"We had a wonderful stay! The location was excellent—close to everything we wanted to do while still feeling peaceful and relaxing. Communication with the host was fantastic from start to finish, with quick responses and clear instructions that made everything easy. We really enjoyed our time and would happily stay here again. Highly recommend!"

Minutes from the beach, brand new 4 bedroom

10/10 Excellent

"House was extremely clean, well taken care of and was absolutely ready to go when we got there. Nice quiet neighborhood so don't plan on throwing any ragers here. Maybe only thing to be aware of is plan on getting ice in advance as no ice maker which isn't a surprise as they break constantly under use. A little on the pricy side but you get what you pay for and it's the Hamptons. Thanks for a pretty flawless stay."

Peaceful and Private 4-Bedroom Home in Southampton

10/10 Excellent

"Excellent stay in Shinnecock Hills. The location is hard to beat — minutes from the golf course and well-positioned. The house is roomy and has all the amenities you'd want. The standout, though, is the backyard — generous, private, and a great spot to unwind. Clean, comfortable, and exactly as pictured. Would happily come back."

Find out more about Southampton

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 $587 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.

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Frequently asked questions

Can I find vacation rentals in Southampton?

Yes, you can find vacation rentals in Southampton close to Shinnecock Nation Cultural Center and Museum, or you can select a more secluded option if you're looking for a relaxing stay. 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?

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.: Visitors like this Southampton vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a stovetop can make your vacation run smoothly. Some other top choices in Southampton are Peaceful and Private 4-Bedroom Home in Southampton and Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!⛱️.

How many vacation rentals are there in Southampton?

Expedia has 504 vacation rentals for your stay in Southampton.

What can I see and do in Southampton?

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

Southampton Vacation Rentals

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Check prices for these dates

Our top choices for Southampton vacation rentals

1. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

2. Minutes from the beach, brand new 4 bedroom

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

4. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

5. Minutes from the beach, brand new 3 bedroom

6. Newly Renovated Pristine Southampton Colonial

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

8. Seabreeze #3 Cozy Cottage steps to the beach

9. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

10. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

11. Safari Tent Glamping,S9-CedarPt, East Hampton, NY

12. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

13. Cliffside Resort Condominiums

14. Lovely studio with AC in charming Sag Harbor

15. Immaculate Waterfront 2 bedroom!

16. Aqua Vista

17. North Fork Resort

18. Villa Luz Family Home w/ heated pool & jacuzzi

19. Hamptons Tiana Bay Oasis

20. Black Swan Beachfront Home with Jacuzzi year round

Find vacation rentals that suit your style

Top Southampton Hotel Reviews

The Bentley Hotel Southampton

Find out more about Southampton

Explore a world of travel with Expedia

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