A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Southampton vacation homes

Living area

1. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is ￥133,722
￥256,668 total
includes taxes & fees
Aug 25 - Aug 26
Minutes from the beach, brand new 3 bedroom
Smart TV, fireplace, stereo

2. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"perfect for families"
United States
Okito H.
The price is ￥99,162
￥210,941 total
includes taxes & fees
Aug 12 - Aug 13
Minutes from the beach, brand new 4 bedroom
Exterior detail

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

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is ￥837,333
￥1,120,596 total
includes taxes & fees
Aug 16 - Aug 17
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Interior

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

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is ￥141,588
￥244,263 total
includes taxes & fees
Aug 16 - Aug 17
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Interior

5. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is ￥292,469
￥431,922 total
includes taxes & fees
Aug 31 - Sep 1
Newly Renovated Pristine Southampton Colonial
Beach nearby, sun loungers, beach towels

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

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
The price is ￥100,610
￥192,993 total
includes taxes & fees
Aug 9 - Aug 10
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Terrace/patio

7. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
The price is ￥133,475
￥332,603 total
includes taxes & fees
Aug 6 - Aug 7
Black Swan Beachfront Home with Jacuzzi year round
Outdoor pool, a heated pool

8. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (38 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is ￥141,588
￥246,421 total
includes taxes & fees
Aug 30 - Aug 31
Elegant 5-Bedroom Hamptons Home with Private Pool
Interior

9. Chic Modern Retreat in the Heart of EH! Pool Open!

Chic Modern Retreat in the Heart of EH! Pool Open!
East Hampton
10.0 out of 10, Exceptional, (13 reviews)
"Great location and amenities. "
Canada
Bryan A.
The price is ￥424,838
￥672,400 total
includes taxes & fees
Aug 7 - Aug 8
Chic Modern Retreat in the Heart of EH! Pool Open!
Living area

10. Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ￥261,151
￥340,066 total
includes taxes & fees
Aug 31 - Sep 1
Cozy 5 Bedroom With Wi-fi And Air Condition
Terrace/patio

11. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥61,197
￥86,636 total
includes taxes & fees
Sep 1 - Sep 2
American Beech in Greenport - Petite King Room 7
Interior

12. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is ￥188,784
￥246,421 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Hamptons Escape 3BR Minutes From Beach!
Coffee/tea maker, fridge, microwave, oven

13. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is ￥86,526
￥146,306 total
includes taxes & fees
Sep 3 - Sep 4
Immaculate Waterfront 2 bedroom!
Outdoor pool, a heated pool

14. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is ￥214,907
￥330,754 total
includes taxes & fees
Aug 16 - Aug 17
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Interior

15. Stunning Bayfront Views

Stunning Bayfront Views
Hampton Bays
9.8 out of 10, Exceptional, (41 reviews)
"We really enjoyed our stay. House was clean, comfortable and in a beautiful location. Even an impendimg noreaster couldn't dampen our stay!"
United States
Maria G.
The price is ￥314,483
￥505,605 total
includes taxes & fees
Aug 5 - Aug 6
Stunning Bayfront Views
Outdoor dining

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

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is ￥83,737
￥347,632 total
includes taxes & fees
Aug 9 - Aug 10
Villa Luz Family Home w/ heated pool & jacuzzi
Sun loungers, beach towels

17. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥70,043
￥122,286 total
includes taxes & fees
Aug 26 - Aug 27
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Sun loungers, beach towels

18. Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (40 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is ￥30,677
￥60,393 total
includes taxes & fees
Sep 1 - Sep 2
Aqua Vista
Outdoor pool, a heated pool

19. A Quiet Place in the Hamptons

A Quiet Place in the Hamptons
East Quogue
9.8 out of 10, Exceptional, (39 reviews)
"Fantastic house for the extended family ! We loved the pool , enjoyed bbq grilling and hanging out together! "
United States
Anonymous traveler
The price is ￥235,980
￥376,193 total
includes taxes & fees
Sep 3 - Sep 4
A Quiet Place in the Hamptons
Coffee/tea maker, fridge, microwave, oven

20. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (55 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is ￥184,064
￥301,779 total
includes taxes & fees
Aug 16 - Aug 17
Work and Play Special! Extended Stay Discount
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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Top Southampton Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"The room was very appointed. There was an issue with the nespresso machine outlet on the coffee bar. It did not work. We moved the machine to an adjacent outlet. Everything else was exceeded our expectations. We were desiring a Guinness at the bar, which does not offer draught beer. However we found one close by."
William 1-night trip
Posted 11 hours ago
The Bentley Hotel Southampton

Find out more about Southampton

Southampton Vacation Homes information

Number of reviews
295
Accommodation
253 Vacation Homes
Lowest Price
￥60,393
Highest Price
￥1,120,596