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.

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Best Vacation Home Deals in Southampton
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Top-Rated Rentals and Accommodations in Southampton
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Recommended Vacation Rentals in Southampton
Find your perfect vacation rental in Southampton: from $158 per night
Budget-friendly Vacation Rentals in Southampton
Find Fantastic yet Inexpensive Offers
Vacation Houses With Pools
Make a splash on your next vacation! Over 73% of in Southampton vacation rentals have a swimming pool.
Dog-Friendly Vacation Rentals
Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Southampton!
Best vacation rentals with a balcony
Looking for a home with a balcony? Check out these vacation homes in Southampton with their own private patios and balconies.

Popular Rental Amenities in Southampton
Above, you can find the most selected filters in Southampton and the number of vacation rentals that include them. HomeToGo's data shows that "Pool" and "Pets allowed" turn out to be the most commonly offered features in Southampton. Three features that are not common are "Detached," "Fenced," and "Smoking."
Waterfront Vacation Rentals in Southampton
Searching for the ideal beachfront rental in Southampton?

The Weather in Southampton
This is the climate diagram in Southampton. July is the warmest month in Southampton with average maximum temperatures of 79°. January is the coolest month, with average minimal temperature reaching 30°. The rainiest month is January while the driest month is April.
7-Day Weather Forecast in Southampton
Accommodations for your vacation in Southampton
Eat, drink and be merry in Southampton
Lobster rolls are best enjoyed at the restaurants by the main beach. Southampton has plenty of elegant brasseries where diners can enjoy a romantic alfresco dinner. Pair your baby octopus and crab meat with some vintage California wine.
Catch up with locals at Southampton Publick House, where you can guzzle on Belgian beers or rich pale ales. The long-running outdoor Beach Bar pleases customers with its seaside ambiance and DJ nights. Still hungry? Let the stylish Southampton Social Club take over with its classy preparations and dance music.
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.
Regular events
The town values its culture and heritage as seen by many annual festivities and events. The Southampton Historical Museum organizes summer cocktail parties, and observes a bountiful Harvest Day in September.
Music, dance, and merriment ensues with October's Latin Fiesta. Hearthside Cheer in December features antique vacation decorations, festoons, and sing-a-long traditional vacation songs around a baby piano. How grand is that?
Information about vacation rentals in Southampton
🏡 Vacation rentals available | 156 homes |
---|---|
💳 Possible discounts | up to 81% |
🌙 Nightly prices starting at | $158 |
⭐ Popular amenities | Pool, Pets allowed and Internet |
🐾 Pet friendly homes | 50 homes |
🏊 Vacation rentals with pools | 114 homes |
Frequently Asked Questions
What is the typical nightly price for a vacation rental in Southampton?
The nightly price of accommodations in Southampton starts at $158. If you are looking for a house rental, the nightly price is $1,903 on average. A bed and breakfast rental Southampton will cost $455 per night on average.
How many vacation homes are available for booking in Southampton?
There are currently 156 rentals to choose from for your upcoming trip.
What amenities are most popular for vacation homes in Southampton?
Three most popular amenities for vacation rentals in Southampton include accommodations with: Pets allowed, Pool, and Internet.
How many vacation homes with pools are there in Southampton?
There are 114 rentals across 5 providers in Southampton.
Are dogs allowed in vacation homes in Southampton?
Absolutely, there are 50 vacation rentals in Southampton that allow dogs , with an average nightly rate of $1,595.
What are the best months to travel to Southampton?
If choosing a vacation home in Southampton, consider that rainy season is typically in January or February, with April often being the driest.
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