Southampton Vacation Rentals

Our Favorite Vacation Rentals in Southampton

  • Room with own sitting area
     Home/Apartment
    Booking.com
    From
    $140
  • Southampton Home w/Pool & Deck- 5 Minutes to Beach
     3br Home/Apartment
    HolidayLettings
    From
    $950
  • Sag Harbor Privacy 6Min Bridgehampton
     Country House
    Booking.com
    From
    $475
  • Hamptons Lofty Beach Barn - Pet Friendly
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $1,288
  • Sag Harbor Great Loc + Pool
     Country House
    Booking.com
    From
    $475
  • Southampton Water Front Retreat
     4br Cottage
    HolidayLettings
    From
    $1,981
  • Sunny Room in Sag Harbor
     Family Stay
    Booking.com
    From
    $300
  • Amazing Hampton's Styled Getaway
     6br Home/Apartment
    HolidayLettings
    From
    $876

Check prices for these upcoming dates

Southampton Vacation Rentals with a Pool

  • Summer in the Hampton
    Good5br Home/Apartment
    Airbnb
    From
    $2,995
  • UNIQUE BEAUTIFUL FARMHOUSE * ROOM 3
    GoodHome/Apartment
    Airbnb
    From
    $339
  • Hampton Village Living
    Excellent5br Home/Apartment
    Airbnb
    From
    $876
  • Southampton Home w/ Pool, Fire Pit, Sports Court
    Excellent6br Home/Apartment
    Airbnb
    From
    $989

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
    $1,240
  • 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
    $2,176
  • Sag Harbor Perfect For Extended Family and Friends
     5br Home/Apartment
    HolidayLettings
    From
    $1,946
  • Sag Harbor Waterfront Dock, Pool Kayak & Paddleboards Aug10-17 & Labor Day avil
     8br Home/Apartment
    HolidayLettings
    From
    $2,376

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
90 º44
5
77 º14
6
66 º12
9
60 º12
5
55 º-3
3
60 º3
5
60 º16
5
68 º18
4
81 º34
3
89 º37
2
96 º45
3
91 º47
7
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Southampton. The warmest months in Southampton are June and May, when temperatures reach 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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    Monica
    MonicaNYCTechMommy
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker

Vacation Rentals in Southampton

Browse vacation rentals from all the leading providers including Airbnb, Bed and Breakfast, TUIVillas and many more at AllTheRooms.com. Southampton has 638 hotels, vacation rentals and other special places to stay, with prices to suit budget travelers, luxury travelers and everything in between. On average, a place to stay in Southampton will cost you $2,024 per night.

If you have to have an internet connection during your time in Southampton, then you can choose from over 439 accommodations that have WiFi internet. We have 36 accommodations that come with breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 53 accommodations that have gym facilities. Driving to Southampton? Then choose one of the 404 places to stay that comes with a parking spot included. 216 hotels and vacation rentals come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 173 pet-friendly accommodations available.

338 of our accommodations in Southampton have been rated by previous guests. They rated 45% as great. 180 places to stay in are instantly bookable.

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