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.

Top 15 Recommended vacation rentals in Southampton
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Vacation Houses With Pools
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Popular Rental Amenities in Southampton
Many travelers spend more time comparing vacation homes including pools. Two-thirds of the accommodations have a pool for guests. Also, more House rental have pools than any other type of property. They are an excellent choice if you go in a group of 4, as that is the number of people they can usually accommodate. You can also rent an accommodation with a pool near the water, which is the case for nearly half of the rentals there.
Waterfront Vacation Rentals in Southampton

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.
Information about vacation rentals in Southampton
🏡 Vacation rentals available | 166 rentals |
---|---|
🌙 Nightly prices starting at | $247 |
⭐ Popular amenities | Pool, Pets allowed and Internet |
🐾 Pet friendly homes | 78 homes |
🏊 Vacation rentals with pools | 118 homes |
Frequently Asked Questions
What is the typical nightly price for a vacation home in Southampton?
The price of a night's stay in Southampton starts at $247. Nightly prices for house rentals are $1,967 on average. Bed and breakfast rentals in Southampton cost on average $577 per night.
How many vacation rentals are available to book in Southampton?
There are 166 vacation homes to choose from for your trip.
What amenities are most popular for vacation rentals in Southampton?
The most popular amenities for vacation home rentals in Southampton include accommodations that have: Pool, Pets allowed, and Internet.
How many vacation rentals with pools are in Southampton?
Southampton offers 118 Hotel room and Cabin options available for renting.
Are dogs allowed in vacation rentals in Southampton?
Finding a vacation rental in Southampton that allows pets is easy, with 78 pet-friendly available.
What's the best time to travel to Southampton?
July and August are typically the warmest months in Southampton with temperatures around 79 °F. The coldest months in Southampton are January and February, with 30 °F on average.
Top cities to visit
- New York
- Carmel
- Newport
- Montauk
- Springfield
- Narragansett
- Fire Island
- Jersey City
- Providence
- Sag Harbor
- New Haven
- Norwalk
- Shelter Island
- Newark
- Hoboken
- Westerly
- White Plains
- Englewood
- Stamford
- Times Square
- Long Branch
- Fall River
- Mount Vernon
- Danbury
- East Hampton
- Old Saybrook
- Greenwich
- Bridgeport
- Yonkers
- Waterbury
- Portsmouth
- Hartford, CT
- Beacon
- Milford
- New London
- Stonington
- Port Jefferson
- Jamestown
- Little Compton
- Misquamicut
- Westhampton
- Elmwood Park
- Old Lyme
- Middletown
- Secaucus
- Westbrook
- Clifton
- Charlestown
- East Rutherford
- Quogue
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