Southampton, NY Vacation Homes from ￥22,479

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Southampton vacation homes

1. Southampton Inn

Southampton

Caren

￥84,745 total

includes taxes & fees

Sep 1 - Sep 2

2. Harpoon House

Southampton

Barbara

￥55,387 total

includes taxes & fees

Sep 1 - Sep 2

3. Southampton Long Island Hotel

Southampton

William

￥56,123 total

includes taxes & fees

Aug 13 - Aug 14

4. Southampton Village Motel

Southampton

Lucas

￥79,251 total

includes taxes & fees

Sep 1 - Sep 2

5. The Hampton Maid

Hampton Bays

Adam

￥88,207 total

includes taxes & fees

Aug 9 - Aug 10

Deluxe Double Room, 1 King Bed, City View | In-room safe, desk, laptop workspace, WiFi (free)

6. Hampton Bays Hotel on Main

Hampton Bays

Deborah

￥26,942 total

includes taxes & fees

Aug 3 - Aug 4

7. Hamlet Inn

Southampton

Shauna

￥47,422 total

includes taxes & fees

Sep 1 - Sep 2

8. Ocean View Terrace Inn

Hampton Bays

Andrew

￥53,061 total

includes taxes & fees

Aug 4 - Aug 5

9. The Bentley Hotel Southampton

Southampton

Yossef

￥58,784 total

includes taxes & fees

Sep 1 - Sep 2

Honeymoon Room, Jetted Tub | Egyptian cotton sheets, premium bedding, desk, laptop workspace

10. The Atlantic Hotel

Southampton

Jessa

￥52,326 total

includes taxes & fees

Aug 16 - Aug 17

11. Capri

Southampton

Karl

￥153,729 total

includes taxes & fees

Aug 16 - Aug 17

12. Budget Host East End

Riverhead

Barbara

￥22,479 total

includes taxes & fees

Aug 4 - Aug 5

13. Hyatt Place Long Island East End

Riverhead

Anthony

￥48,914 total

includes taxes & fees

Sep 1 - Sep 2

14. Sag Harbor Inn

Sag Harbor

Christopher

￥91,533 total

includes taxes & fees

Aug 20 - Aug 21

15. The Sagaponack

Wainscott

liliana

￥88,776 total

includes taxes & fees

Aug 9 - Aug 10

16. Shorewood Inn

Riverhead

Denise

￥29,276 total

includes taxes & fees

Aug 4 - Aug 5

17. Baywatch Hotel & Marina

Hampton Bays

Anthony

￥55,383 total

includes taxes & fees

Aug 3 - Aug 4

18. Residence Inn by Marriott New York Long Island East End

Riverhead

Alessandra

￥46,577 total

includes taxes & fees

Aug 27 - Aug 28

Premium Studio Suite | Desk, laptop workspace, blackout drapes, iron/ironing board (on request)

19. Greenview Inn Riverhead

Riverhead

Lucas

￥26,219 total

includes taxes & fees

Aug 9 - Aug 10

20. Topping Rose House

Bridgehampton

Adam

￥186,223 total

includes taxes & fees

Aug 5 - Aug 6

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Southampton Hotel Reviews

Harpoon House

10/10 Excellent

"There was no air conditioning at first and it was hot"

The Bentley Hotel Southampton

8/10 Good

"We stayed here a year ago, and when we decided to drive out to the Hamptons, this was our no-brainer choice. It's not a luxury resort, but you're not gonna pay luxury prices. The "room" is truly a suite, with a large living room, which includes a kitchenette -- and a full size refrigerator, not the typical mini. The room is clean, modern and quiet. (we prefer the upper level). Our only negative is that it's really at the very start of what most people consider The Hamptons, so it's a drive -- sometimes considerable -- to get to most places."

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10/10 Excellent

"Dave was one of the best rental hosts I’ve ever experienced. His communication and kindness was top of the matter. We were able to check in early on Thursday ahead of my sisters arrival (the bride) to get decorations together and prep the house. The pool was even more amazing in photos and we brought floats but there was plenty already there to use. Garbage pick up is on Fridays so we arrived to some full garbage cans outside the house but Dave communicated that and it was no issue. The beds were comfy, plenty of bathrooms and showers for our group of 11. The house was low on paper towels so Dave had some delivered and sent us snacks and goodies as well. The house is close to Main Street and Ubers were super accessible. I would happily come back to this house."

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."

Find out more about Southampton

Southampton Vacation Homes information

Number of reviews	4,569
Accommodation	253 Vacation Homes
Lowest Price	￥22,479
Highest Price	￥186,223

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southampton vacation homes

1. Southampton Inn

2. Harpoon House

3. Southampton Long Island Hotel

4. Southampton Village Motel

5. The Hampton Maid

6. Hampton Bays Hotel on Main

7. Hamlet Inn

8. Ocean View Terrace Inn

9. The Bentley Hotel Southampton

10. The Atlantic Hotel

11. Capri

12. Budget Host East End

13. Hyatt Place Long Island East End

14. Sag Harbor Inn

15. The Sagaponack

16. Shorewood Inn

17. Baywatch Hotel & Marina

18. Residence Inn by Marriott New York Long Island East End

19. Greenview Inn Riverhead

20. Topping Rose House

Find vacation rentals that suit your style

Top Southampton Hotel Reviews

Harpoon House

The Bentley Hotel Southampton

The Atlantic Hotel

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

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

Hamlet Inn

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 4 bedroom

Find out more about Southampton

Southampton Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Southampton

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southampton vacation homes

1. Southampton Inn

2. Harpoon House

3. Southampton Long Island Hotel

4. Southampton Village Motel

5. The Hampton Maid

6. Hampton Bays Hotel on Main

7. Hamlet Inn

8. Ocean View Terrace Inn

9. The Bentley Hotel Southampton

10. The Atlantic Hotel

11. Capri

12. Budget Host East End

13. Hyatt Place Long Island East End

14. Sag Harbor Inn

15. The Sagaponack

16. Shorewood Inn

17. Baywatch Hotel & Marina

18. Residence Inn by Marriott New York Long Island East End

19. Greenview Inn Riverhead

20. Topping Rose House

Find vacation rentals that suit your style

Top Southampton Hotel Reviews

Harpoon House

Find out more about Southampton

Southampton Vacation Homes information

Explore a world of travel with Expedia