Destination Photo

Southampton Vacation Rentals

  1. Vacation Rental Search
  2. United States of America
  3. New York
  4. Southampton

Our Favorite Vacation Rentals in Southampton

  • Decorator Southampton Cottage
    Decorator Southampton Cottage
     2br Cottage
    HolidayLettingsFrom $831
    View Deal
  • holiday home for max. 8 persons in Bridgehampton, NewYork
    holiday home for max. 8 persons in Bridgehampton, NewYork
     Country House
    TUIVillasFrom $28836
    View Deal
  • Beautiful Bridgehampton Home
    Beautiful Bridgehampton Home
     5br Home/Apartment
    HolidayLettingsFrom $2147
    View Deal
  • holiday home for max. 16 persons in Bridgehampton, NewYork
    holiday home for max. 16 persons in Bridgehampton, NewYork
     Country House
    TUIVillasFrom $43983
    View Deal
  • Cottage in the historic district
    Cottage in the historic district
    Excellent2br Home/Apartment
    HolidayLettingsFrom $1374
    View Deal
  • holiday home for max. 8 persons in Water Mill, NewYork
    holiday home for max. 8 persons in Water Mill, NewYork
     Country House
    TUIVillasFrom $7815
    View Deal
  • holiday home for max. 12 persons in East Hampton, NewYork
    holiday home for max. 12 persons in East Hampton, NewYork
     Country House
    TUIVillasFrom $15658
    View Deal
  • holiday home for max. 14 persons in Southampton, NewYork
    holiday home for max. 14 persons in Southampton, NewYork
     Country House
    TUIVillasFrom $50572
    View Deal
See all 584 deals in Southampton

Southampton Vacation Rentals with a Pool

  • Southampton Village w Pool/Hot Tub
    Southampton Village w Pool/Hot Tub
    Good4br Home/Apartment
    AirbnbFrom $2091
    View Deal
  • Southampton 1 mile from BEACH:) South of Highway.
    Southampton 1 mile from BEACH:) South of Highway.
    Excellent5br Retreat
    AirbnbFrom $2853
    View Deal
  • Private Southampton luxury Home with pool
    Private Southampton luxury Home with pool
     4br Home/Apartment
    AirbnbFrom $2401
    View Deal
  • Modern Art Barn in South Hampton
    Modern Art Barn in South Hampton
     4br Farmhouse
    AirbnbFrom $3051
    View Deal
See all deals in Southampton with a pool

Southampton Vacation Rentals with Wi-Fi

  • Stylish and Chic Southampton home
    Stylish and Chic Southampton home
    Excellent2br Home/Apartment
    AirbnbFrom $1025
    View Deal
  • Southampton rental mins from beach!
    Southampton rental mins from beach!
    Excellent4br Home/Apartment
    AirbnbFrom $1601
    View Deal
  • A Little Bit of Paradise!!
    A Little Bit of Paradise!!
    Excellent1br Home/Apartment
    AirbnbFrom $424
    View Deal
  • Entire home Southampton
    Entire home Southampton
    Excellent1br Home/Apartment
    AirbnbFrom $452
    View Deal
See all deals in Southampton with WiFis

Southampton Pet-Friendly Vacation Rentals

  • Charming cottage Center of it all
    Charming cottage Center of it all
    Good4br Bedroom
    AirbnbFrom $650
    View Deal
  • UNIQUE BEAUTIFUL FARMHOUSE * POOL *
    UNIQUE BEAUTIFUL FARMHOUSE * POOL *
    Good5br Bedroom
    AirbnbFrom $3051
    View Deal
  • Hampton Village Living
    Hampton Village Living
    Excellent4br Home/Apartment
    AirbnbFrom $2288
    View Deal
  • Southampton Estate Area Home | Yard & Pool Area!
    Southampton Estate Area Home | Yard & Pool Area!
     5br Home/Apartment
    AirbnbFrom $2428
    View Deal
See all deals in Southampton that allow pets

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
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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

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
81º 34º
2.63
89º 37º
1.93
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
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 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

Vacation Rentals in Southampton

Browse vacation rentals from all the best providers including Airbnb, TUIVillas, Bed and Breakfast and others at AllTheRooms.com. Southampton has 579 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. The average price of a vacation rental is $1,909 per night.

Those needing to get some work done during their trip to Southampton can choose from 413 places to stay that have WiFi. We have 31 accommodations that include a breakfast included. Choose from 48 accommodations that provide gym options, so you don't miss a single workout. If you are driving to Southampton, you'll want to pick from 381 places to stay that provide parking. We track 203 hotels and vacation rentals that have a pool or jacuzzi.

AllTheRooms has 159 pet-friendly places to stay in Southampton, so if you're traveling with your cat or dog you won't have any problems.

300 of the accommodations in Southampton have been reviewed and rated. 43% are rated great. 158 accommodations allow instant booking.

Destinations near Southampton