Southampton Vacation Rentals

Compare 938 available properties from 19 providers
Southampton
Save up to 32%

Best Vacation Home Deals in Southampton

-16%
e.g. 9/15 - 9/22
House ∙ 2 guests ∙ 1 bedroom
Southampton, Suffolk County, New York, United States
from $283 $336
VRBO
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-27%
e.g. 9/22 - 9/29
House ∙ 7 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $468 $642
VRBO
4.9
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-32%
e.g. 5/4 - 5/11
House ∙ 7 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $394 $582
VRBO
4.6
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Discover a rental meeting your criteria among the 938 beautiful properties from different providers in Southampton. The website HomeToGo instantly compares all of these vacation rentals to help you save up to 32%!

Recommended Vacation Rentals in Southampton

Rent a vacation accommodation in Southampton: from $101 per night

House ∙ 5 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $599
VRBO
4.4
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House ∙ 7 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $382
VRBO
4.6
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Apartment ∙ 6 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $900
VRBO
4.0
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House ∙ 8 guests ∙ 4 bedrooms
Southampton, Suffolk County, New York, United States
from $747
VRBO
4.8
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House ∙ 6 guests ∙ 2 bedrooms
Southampton, Suffolk County, New York, United States
from $580
VRBO
5.0
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House ∙ 7 guests ∙ 4 bedrooms
Southampton, Suffolk County, New York, United States
from $879
VRBO
5.0
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House ∙ 8 guests ∙ 4 bedrooms
Southampton, Suffolk County, New York, United States
from $429
VRBO
4.8
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House ∙ 7 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $511
VRBO
5.0
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Vacation Houses With Pools

Pool
House ∙ 8 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $521
HomeAway
4.9
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Pool
House ∙ 6 guests ∙ 4 bedrooms
Southampton, Suffolk County, New York, United States
from $422
VRBO
5.0
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Pool
House ∙ 6 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $858
VRBO
4.9
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Pool
House ∙ 6 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $980
VRBO
5.0
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Vacation Rentals With a Fireplace

Fireplace
House ∙ 7 guests ∙ 4 bedrooms
Southampton, Suffolk County, New York, United States
from $802
VRBO
5.0
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Fireplace
House ∙ 8 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $600
VRBO
4.8
View deal
Fireplace
House ∙ 4 guests ∙ 2 bedrooms
Shinnecock Hills, Southampton, New York, United States
from $397
VRBO
5.0
View deal
Fireplace
Apartment ∙ 3 guests ∙ 1 bedroom
Shinnecock Hills, Southampton, New York, United States
from $419
HomeAway
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 6 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $322
HomeAway
5.0
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Fishing
House ∙ 7 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $442
VRBO
4.9
View deal
Fishing
House ∙ 4 guests ∙ 2 bedrooms
Southampton, Suffolk County, New York, United States
from $568
VRBO
5.0
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Southampton, Suffolk County, New York, United States
from $505
VRBO
5.0
View deal
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Popular Rental Amenities in Southampton

  • Kitchen (708)
  • Internet (676)
  • AC (669)
  • No smoking (644)
  • Parking (640)
  • TV (608)
  • Grill (557)
  • Washer (553)
  • Microwave (517)
  • Dishwasher (487)
  • Pool (476)
  • Fireplace (441)
Above, you can find the most selected filters in Southampton and the number of vacation rentals that include them. HomeToGo's data shows that "internet" and "TVs" turn out to be the most commonly offered features in Southampton. Three features that are not common are "saunas," "Jacuzzis," and "balconies/patios."

Price and Availability Index Southampton

Vacation Rental Price Information in Southampton

We rendered price information data on the above graph to give you more insights on prices in Southampton. The most expensive week to book a rental in Southampton is in July (7/28 - 8/4). Prices decrease in a week of October (10/20 - 10/27), where average prices are $829.

Rental Availability Information in Southampton

The availability graph shows the percentage of available rentals in Southampton. The busiest time to book a rental in Southampton so far is in July (7/21 - 7/28), where only 46% rentals are available. The week with the highest percentage of available rentals is in September (9/29 - 10/6).

The Weather in Southampton

37°
30°
39°
30°
45°
37°
54°
45°
64°
55°
73°
63°
79°
70°
77°
66°
72°
61°
63°
54°
50°
43°
46°
37°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

The above is a climate diagram for Southampton. The highest average temperatures are in the month of July. Conversely, January is the coolest month in Southampton, with temperatures going under 30° The wettest month is January with 9 rainy days on average. On the contrary, there is an average of only 5 rainy days in April, which is the driest month.

In Southampton, most of the 938 accommodation options are house rentals, which represent 83.63% of its listed properties. In addition, the standard size of house rentals in Southampton is 3,150 ft² with a median price of $1,229 a night. Moreover, these rentals are perfect for 9 as that is the average number of vacationers house rentals can host in Southampton. Users interested in something other than house rentals can also compare many apartment rentals, which are the second most popular property type in Southampton. Our data reveals that the standard price of apartment rentals is $481 per night for an area of 1,110 ft².

Book a vacation home in sunny Southampton in New York State

Southampton enjoys its location on Long Island's South Fork, along the sparkling waters of the Atlantic Coast. The Main Street is alive with antique shops, fine dining restaurants, and historic buildings. The town is also the epicenter of numerous art and cultural events. Come discover Southampton with a variety of vacation rentals, from beach front houses to stylish apartments.

Show all 938 properties
Food & Drinks

Eat, drink and be merry in Southampton

Lobster rolls are best enjoyed at the restaurants by the main beach. Southampton has plenty of elegant brasseries where diners can enjoy a romantic alfresco dinner. Pair your baby octopus and crab meat with some vintage California wine.

Catch up with locals at Southampton Publick House, where you can guzzle on Belgian beers or rich pale ales. The long-running outdoor Beach Bar pleases customers with its seaside ambiance and DJ nights. Still hungry? Let the stylish Southampton Social Club take over with its classy preparations and dance music.

Art & Culture

Southampton is steeped in culture

A good starting point is the Southampton Historical Museum which houses seven structures including an 1843 whaling captain's home, an apothecary, and a blacksmith. Equally interesting is the Greek-revival Rogers Mansion furnished with Victorian and Edwardian era antiques. Drive through the 'estate section' of the city (Agawam Lake-Gin Lane) where grand mansions tower behind carefully-manicured hedges.

Art enthusiasts should check out the town's art galleries, as well as the 19th and 20th century American art at the Parrish Art Museum. Original works by Jackson Pollock, Roy Lichtenstein, and Willem de Kooning are housed here.

Local Events

Regular events

The town values its culture and heritage as seen by many annual festivities and events. The Southampton Historical Museum organizes summer cocktail parties, and observes a bountiful Harvest Day in September.

Music, dance, and merriment ensues with October's Latin Fiesta. Hearthside Cheer in December features antique vacation decorations, festoons, and sing-a-long traditional vacation songs around a baby piano. How grand is that?

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Southampton VRBO Vacation Rentals in Southampton HomeAway Vacation Rentals in Southampton TripAdvisor Vacation Rentals in Southampton VacationRentals.com Vacation Rentals in Southampton HouseTrip Vacation Rentals in Southampton FlipKey Vacation Rentals in Southampton Wimdu Vacation Rentals in Southampton 9flats.com Vacation Rentals in Southampton VaycayHero Vacation Rentals in Southampton PerfectPlaces.com Vacation Rentals in Southampton Homestay.com Vacation Rentals in Southampton only-apartments Vacation Rentals in Southampton Interhome Vacation Rentals in Southampton Bedycasa Vacation Rentals in Southampton Novasol Vacation Rentals in Southampton HomeEscape Vacation Rentals in Southampton

Vacation Destinations Near Southampton