Southampton Vacation Rentals

Our Favorite Vacation Rentals in Southampton

  • Southampton Waterfront House
     Villa
    Booking.com
    From
    $1,080
  • Southampton Home w/Pool & Deck- 5 Minutes to Beach
     3br Home/Apartment
    HolidayLettings
    From
    $1,038
  • Room with own sitting area
     Home/Apartment
    Booking.com
    From
    $140
  • Southampton Water Front Retreat
     4br Cottage
    HolidayLettings
    From
    $1,886
  • Nice 4bdr Q size,IG Pool,Billiard..
     Country House
    Booking.com
    From
    $803
  • Amazing Hampton's Styled Getaway
     6br Home/Apartment
    HolidayLettings
    From
    $2,221
  • Sunny Room in Sag Harbor
     Family Stay
    Booking.com
    From
    $300
  • Classic Hamptons Home in beautiful Water Mill - Minimum 2 week rental
     5br Home/Apartment
    HolidayLettings
    From
    $1,918

Check prices for these upcoming dates

Southampton Vacation Rentals with a Pool

  • Stunning 3 bed 2 bath home
    Excellent3br Home/Apartment
    Airbnb
    From
    $387
  • Summer in the Hampton
    Good5br Home/Apartment
    Airbnb
    From
    $2,882
  • UNIQUE BEAUTIFUL FARMHOUSE * ROOM 3
    GoodHome/Apartment
    Airbnb
    From
    $396
  • Hampton Village Living
    Excellent5br Home/Apartment
    Airbnb
    From
    $1,045

Southampton Vacation Rentals with Wi-Fi

  • Stylish and Chic Southampton home
    Excellent2br Home/Apartment
    Airbnb
    From
    $630
  • 4 Bed, 2 Bath, Southampton, L.I.
    Excellent4br Home/Apartment
    Airbnb
    From
    $480
  • Southampton rental mins from beach!
    Excellent4br Home/Apartment
    Airbnb
    From
    $1,963
  • Southampton Village- Minutes to Cooper’s Beach!
    Excellent3br Home/Apartment
    Airbnb
    From
    $537

Southampton Pet-Friendly Vacation Rentals

  • Great Rates in 2019- No Increases In Rates and Over Holiday Weeks
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $761
  • 5 Min to Bridgehampton n Sag Harbor 8 Min Ocean
     4br Home/Apartment
    HolidayLettings
    From
    $3,026
  • Sag Harbor Perfect For Extended Family and Friends
     5br Home/Apartment
    HolidayLettings
    From
    $3,075
  • Sag Harbor Village House of Love
     2br Home/Apartment
    HolidayLettings
    From
    $641

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
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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 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 Weather in Southampton

Rainy days
66° 12°
9
60° 12°
5
55° -3°
3
60°
5
60° 16°
5
68° 18°
4
81° 34°
3
89° 37°
2
96° 45°
3
91° 47°
7
90° 44°
5
77° 14°
6
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

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 December, when temperatures drop to -3 ˚F. The wettest month in Southampton is February with 8.77 inches of rain, while the driest month is July with 1.93 inches of rain.

What Expert Travelers Think

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Vacation Rentals in Southampton

Browse vacation rentals from all your favorite providers including Airbnb, Bed and Breakfast, TUIVillas and more at AllTheRooms.com. Southampton has 709 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, luxury travelers and everything in between. The average price of an accommodation is generally $2,021 per night.

Those needing to get some work finished during their trip to Southampton can choose from 328 places to stay that provide WiFi. We have 38 accommodations that come with breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 26 accommodations that have gym facilities. If you are driving to Southampton, you'll want to pick from 296 places to stay that provide parking. 223 hotels and vacation rentals have a a pool or jacuzzi

AllTheRooms has 142 pet-friendly places to stay in Southampton, so if you're traveling with your pet you won't have any problems.

358 accommodations in Southampton have been reviewed; 46% are rated highly. You can instantly book any of 209 places to stay right now.

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