Southampton Vacation Rentals

Our Favorite Vacation Rentals in Southampton

holiday home for max. 9 persons in Southampton, NewYork

TUIVillasFrom $3020
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Sag Harbor Privacy 6Min Bridgehampton

Booking.comFrom $2000
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Decorator Southampton Cottage

HolidayLettingsFrom $920
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holiday home for max. 16 persons in Southampton, NewYork

TUIVillasFrom $16851
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Nice 4bdr Q size,IG Pool,Billiard..

Booking.comFrom $1020
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Hampton Bays, south of 27A
Excellent
HolidayLettingsFrom $773
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holiday home for max. 8 persons in Bridgehampton, NewYork

TUIVillasFrom $3569
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Sunny Room in Sag Harbor

Booking.comFrom $300
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Southampton Vacation Rentals with a Pool

Southampton Village Gem - Saltwater Gunite Pool
Excellent
AirbnbFrom $2438
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Summer in the Hampton
Good
AirbnbFrom $2703
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Peaceful & Charming Southampton Home
Excellent
AirbnbFrom $1720
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Water Mill / Hampton Get Away.
Excellent
AirbnbFrom $1537
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Southampton Vacation Rentals with Wi-Fi

Stylish and Chic Southampton home
Excellent
AirbnbFrom $818
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Stunning Garage Apartment!
Excellent
AirbnbFrom $341
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Southampton Village Rental

AirbnbFrom $468
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A Little Bit of Paradise!!
Excellent
AirbnbFrom $308
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Southampton Pet-Friendly Vacation Rentals

Southampton Village Studio
Excellent
AirbnbFrom $369
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UNIQUE BEAUTIFUL FARMHOUSE * ROOM 3
Good
AirbnbFrom $385
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Lovely 2 Bedroom Home
Good
AirbnbFrom $314
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MAGICAL SOUTHAMPTON WATERFRONT
Excellent
AirbnbFrom $2730
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Southampton New York City Travel Guide

Though the Hamptons is often considered as being the “go-to” summer break destination of choice for New Yorkers, Southampton New York is a pleasant alternative. Situated on the coastline of the Atlantic, the picturesque village of Southampton has a charming ambience and is filled with both history and affluence.

Things to Do in Southampton New York City

One of the best things to do in Southampton is to simply enjoy the chic atmosphere of the town itself. Main Street is the area’s main promenade and is lined with boutique stores, antique sellers and sophisticated places to enjoy dinner or an evening tipple. Those interested can catch a polo match at the nearby equestrian club. It is also worth taking a drive or a stroll through the “Estate” area of Southampton where some of the grandest mansions are located.

Best Time to Visit Southampton New York City

The best time to visit Southampton is during the summer months.

Price and Availability in Southampton

Most expensive

Most availability

The most expensive month to stay in a vacation rental in Southampton is in June, while the cheapest month is in January. The most popular time to book a vacation rental in Southampton is in the high season in August. Southampton has its low season in November, when less people are visiting and the vacation home occupancy rate drops.

The cheapest day to stay at a vacation rental in Southampton tends to be Sunday, while the most expensive day tends to be Friday. Vacation homes in Southampton tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Southampton

SEE FULL WEATHER FORECAST:

81º 34º

2.63

89º 37º

1.93

96º 45º

2.67

91º 47º

6.51

90º 44º

4.71

77º 14º

6.29

66º 12º

8.77

60º 12º

5.41

55º -3º

2.64

60º 3º

5.15

60º 16º

5.18

68º 18º

3.6

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

Rainy days

SEE FULL WEATHER FORECAST:

This climate histogram shows you the weather patterns in Southampton. The hottest month in Southampton is June, when temperatures peak at 96 ˚F. The coolest month is January, when temperatures drop to -3 ˚F. The wettest month in Southampton is November with 8.77 inches of rain, while the driest month is June with 1.93 inches of rain.

What Expert Travelers Think

— I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!
MonicaNYCTechMommy
Visit NYCTechMommy
— Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options
Sarah PoolTammymum
Visit Tammymum
— When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place
Whitney WearTravel Better Guide
Travel Better Guide

Vacation Rentals in Southampton

At AllTheRooms.com we have accommodations from all of the leading providers - Airbnb, VRBO, Homeaway and many more. We have 547 vacation rentals, hotels and other places to stay in Southampton ranging from cheap options to luxury places to stay. The average price of a rental is generally $2,285 per night.

If you need to stay connected during your vacation, then you can choose from over 375 accommodations in Southampton that have WiFi. 32 of our accommodations include a breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 45 accommodations that have gyms. If you are driving to Southampton, you'll want to pick from 354 places to stay that provide parking. 170 vacation rentals come with a pool or jacuzzi

If you're traveling with your best friend, then be sure to select one of the 136 pet-friendly accommodations available.

In Southampton AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 7 providers, including 238 places to stay from Airbnb, 61 accommodations from VRBO and 61 places to stay from Homeaway.

265 accommodations in Southampton have been reviewed; 42% are rated highly. 133 places to stay in are instantly bookable.