Holiday Homes in Southampton

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Southampton holiday homes

Terrace/patio

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

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
9.8 out of 10, Exceptional, (21 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is €730
includes taxes & fees
1 Jun - 2 Jun
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Smart TV, fireplace, stereo

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"perfect for families"
United States
Okito H.
Minutes from the beach, brand new 4 bedroom
Living area

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
Minutes from the beach, brand new 3 bedroom
Outdoor pool, a heated pool

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
Southampton
10.0 out of 10, Exceptional, (23 reviews)
"Great property as advertised!!"
United States
robert b.
The price is €3,166
includes taxes & fees
20 Jun - 21 Jun
US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
Interior

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

Gorgeously Renovated SH Village 5 bd w/ Large Pool

Gorgeously Renovated SH Village 5 bd w/ Large Pool
Southampton
8.8 out of 10, Excellent, (6 reviews)
"Spacious and great location. Cleanliness and "
United States
Harry D.
The price is €4,964
includes taxes & fees
17 Jun - 18 Jun
Gorgeously Renovated SH Village 5 bd w/ Large Pool
Terrace/patio

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
The price is €331
includes taxes & fees
15 Jun - 16 Jun
Tennis & Sea Escape - Hydrangeas in the Hamptons
Dining

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 €570
includes taxes & fees
1 Jun - 2 Jun
Northfork Townhouse walk to all
Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
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 €1,087
includes taxes & fees
7 Jun - 8 Jun
BlackBerry Private home with jacuzzi yearlong
Terrace/patio

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 €448
includes taxes & fees
1 Jun - 2 Jun
American Beech in Greenport - Petite King Room 7
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (208 reviews)
"Great host, everything that we needed for our trip was available, ample room for the 9 of us."
United States
matthew p.
The price is €819
includes taxes & fees
4 Jun - 5 Jun
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Terrace/patio

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)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is €1,157
includes taxes & fees
1 Jun - 2 Jun
Black Swan Beachfront Home with Jacuzzi year round
Smart TV, fireplace

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (12 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 €570
includes taxes & fees
1 Jun - 2 Jun
Renovated Townhouse walk to all
Interior

Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very good, (2 reviews)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is €727
includes taxes & fees
9 Jun - 10 Jun
Cozy beach hose minutes from Hamptons
Shower, hair dryer, towels, shampoo

Villa Luz Cozy Family Home with Jacuzzi year round

Villa Luz Cozy Family Home with Jacuzzi year round
Hampon Bays
9.6 out of 10, Exceptional, (24 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is €3,536
includes taxes & fees
14 Jun - 15 Jun
Villa Luz Cozy Family Home with Jacuzzi year round
Property grounds

Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"yes the house had everything we needed"
United States
patricia m.
Beachfront Greenport Villa
Outdoor pool, a heated pool

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Property grounds

American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is €448
includes taxes & fees
1 Jun - 2 Jun
American Beech in Greenport - Deluxe King 6
Interior

Breakwater Estate… perfect for Large Group Getaways!

Breakwater Estate… perfect for Large Group Getaways!
Mattituck
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property. Great pool, We had a great time."
United States
william p.
The price is €1,590
includes taxes & fees
25 Jun - 26 Jun
Breakwater Estate… perfect for Large Group Getaways!
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 Atlantic Hotel

The Atlantic Hotel

6/10 Okay
"Overall, I had a pleasant stay at this hotel. The room was comfortable, clean upon arrival, and the staff were friendly and helpful when contacted. The only issue I encountered was that I wasn't aware daily housekeeping was not included during my stay. As a result, I had to call the front desk to have my garbage removed and to request a fresh set of towels. Housekeeping came in the evening, but it would have been helpful if the housekeeping policy had been communicated more clearly at check-in or in the room information. Aside from that, my experience was positive."
Karen 2-night trip
Posted 1 day ago
The Atlantic Hotel

Find out more about Southampton

Southampton Holiday Homes information

Number of reviews
390
Accommodation
269 Holiday Homes
Lowest Price
€331
Highest Price
€4,964