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Our top choices for Southampton vacation homes

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

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is ¥180,401
¥250,937 total
includes taxes & fees
Jan 20 - Jan 21
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Amazing Southampton Home with Private Heated Pool

Amazing Southampton Home with Private Heated Pool
Southampton
Amazing Southampton Home with Private Heated Pool

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is ¥71,154
¥175,414 total
includes taxes & fees
Jan 21 - Jan 22
Minutes from the beach, brand new 4 bedroom

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

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is ¥62,457
¥141,452 total
includes taxes & fees
Jan 31 - Feb 1
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is ¥711,540
¥1,006,957 total
includes taxes & fees
Jan 21 - Jan 22
Sag Harbor Water View w Dock 1.5ml from town

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is ¥662,871
¥1,169,761 total
includes taxes & fees
Jan 20 - Jan 21
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is ¥632,480
¥1,015,987 total
includes taxes & fees
Jan 23 - Jan 24
Spacious 5-bedroom house with water views and 2 houses from the bay.

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (22 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ¥15,654
¥211,364 total
includes taxes & fees
Jan 20 - Jan 21
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ¥23,718
¥201,249 total
includes taxes & fees
Jan 25 - Jan 26
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is ¥15,654
¥154,640 total
includes taxes & fees
Feb 8 - Feb 9
Blackberry: Private home with jacuzzi year-round

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥20,397
¥33,785 total
includes taxes & fees
Jan 20 - Jan 21
American Beech in Greenport - Petite King Room 7

4-bedroom beach house minutes from Hamptons

4-bedroom beach house minutes from Hamptons
2.0 star property
Calverton
10.0 out of 10, Exceptional, (1 review)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is ¥72,150
¥133,735 total
includes taxes & fees
Jan 27 - Jan 28
4-bedroom beach house minutes from Hamptons

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
Calverton
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is ¥48,820
¥105,095 total
includes taxes & fees
Jan 20 - Jan 21
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
Laurel
10.0 out of 10, Exceptional, (1 review)
The price is ¥47,436
¥134,226 total
includes taxes & fees
Feb 16 - Feb 17
Beach cottage, private road, private beach, private mooring, private parking.

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ¥236,231
¥308,373 total
includes taxes & fees
Jan 20 - Jan 21
Cozy 5 Bedroom With Wi-fi And Air Condition

Newly Renovated Sag Harbor Beach House with Pool

Newly Renovated Sag Harbor Beach House with Pool
2.0 star property
Sag Harbor
The price is ¥71,516
¥144,937 total
includes taxes & fees
Jan 27 - Jan 28
Newly Renovated Sag Harbor Beach House with Pool

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is ¥189,744
¥247,674 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Hamptons Escape 3BR Minutes From Beach!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is ¥252,201
¥379,730 total
includes taxes & fees
Jan 25 - Jan 26
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (9 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ¥38,281
¥86,008 total
includes taxes & fees
Jan 22 - Jan 23
Renovated Townhouse walk to all

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ¥44,115
¥93,036 total
includes taxes & fees
Jan 25 - Jan 26
Northfork Townhouse walk to all
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

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Southampton Vacation Homes information

Number of reviews
93
Accommodation
248 Vacation Homes
Lowest Price
¥33,785
Highest Price
¥1,169,761