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
Find your perfect vacation rental in Southampton from just $143 per night!
Vacation Rentals With Fireplaces
Best Vacation Home Deals in Southampton
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Choose the perfect rental from $143 per night by exploring the 231 rentals available in Southampton. HomeToGo, a vacation rental search engine, instantaneously sorts all of these vacation rentals to help you save up to 55%!
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Popular Rental Amenities in Southampton
Many travelers spend more time comparing vacation homes including pools. Many 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 one-third 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 | 231 rentals |
---|---|
💳 Possible discounts | up to 55% |
🌙 Nightly prices starting at | $143 |
⭐ Popular amenities | Pool, Pets allowed and Internet |
🐾 Pet friendly homes | 101 homes |
🏊 Vacation rentals with pools | 148 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 $143. Nightly prices for house rentals are $1,907 on average. Bed and breakfast rentals in Southampton cost on average $526 per night.
How many vacation rentals are available to book in Southampton?
There are 231 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 148 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 101 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.
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