Southampton vacation rentals

We found 1,926 vacation rentals — enter your dates for availability

Discover a selection of 469 homes, 16 apartments, and other vacation rentals in Southampton that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as WiFi and a hot tub. At the end of the day, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Southampton

Showing deals for:Nov 14 - Nov 21
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Find out more about Southampton

Find out more about Southampton

Why visit Southampton

  1. Beautiful Beaches: Enjoy the sandy shores and vibrant atmosphere at Westhampton Beach, perfect for relaxation and fun.
  2. Rich Cultural Experiences: Explore engaging museums and galleries that showcase the area's rich history and art scene.
  3. Charming Marinas: Discover picturesque marinas that offer scenic views and recreational boating opportunities.
  4. Variety of Accommodations: Choose from private vacation homes, cozy cottages, and modern apartments to suit your needs.
  5. Outdoor Activities: Experience a range of outdoor adventures, from beach outings to hiking in scenic landscapes.

Popular types of accommodation in Southampton

Planning a getaway to Southampton? Your adventure begins with selecting the perfect accommodation! Discover the charm of houses, cozy cottages, and modern apartments. With a variety of vacation rentals in Southampton, you'll find the ideal holiday rental that suits your needs, offering transparency and savings for a worry-free stay. Dive into the options and make your trip unforgettable!

  • Houses: The top choice for visitors in Southampton, offering spacious and comfortable living for families or groups.
  • Cottages: A charming option, these quaint accommodations provide a cozy retreat with a touch of character.
  • Apartments: Ideal for solo travellers or couples, apartments offer convenience and a home-like atmosphere.
  • Condos: A modern lodging choice, condos combine luxury with amenities, perfect for short or extended stays.
  • Villas: For those seeking an upscale experience, villas provide elegance and privacy in a picturesque setting.**

Top attractions in Southampton

Southampton, New York, is an ideal destination for beach lovers and outdoor enthusiasts seeking a romantic getaway. Visitors can explore beautiful beaches, engaging museums, and charming marinas that offer a blend of culture and family-friendly experiences. With its rich history and scenic landscapes, Southampton caters to diverse interests, ensuring that every traveller finds something captivating to enjoy during their stay.

  1. Cooper's Beach: A picturesque beach known for its soft, sandy shores and stunning ocean views. It offers a relaxing atmosphere perfect for sunbathing, swimming, and beach activities, making it a quintessential summer destination.
  2. Shinnecock Nation Cultural Center and Museum: This museum provides a deep dive into the rich history and culture of the Shinnecock Nation, featuring art, artifacts, and engaging exhibits that celebrate Indigenous heritage.
  3. Southampton Arts Center: A vibrant hub for contemporary art and cultural events, this centre hosts exhibitions, performances, and community programs, showcasing local and national artistic talent.

Things to do recommended for couples

For a romantic getaway in Southampton, explore Wolffer Estates Vineyard for a delightful wine tasting, unwind at Indian Wells Beach for a lovely meal, or seek adventure together at Long Island Skydiving Center. Each spot offers unique vibes perfect for couples looking to connect and create memories.

Things to do recommended for families

Families visiting Southampton can unwind at Shinnecock East County Park for relaxation, enjoy thrilling rides at Splish Splash Water Park located 29.0km away, and make lasting memories at the Greenport Carousel, just 24.1km from Southampton, perfect for outdoor family fun.

Things to do recommended for groups

Groups visiting Southampton can enjoy a round of golf at the Shinnecock Hills Golf Course, experience captivating performances at the Bay Street Theatre, and indulge in some shopping at Victoria's Secret, all while soaking up the vibrant local atmosphere.

What do I need to keep in mind when booking a vacation in Southampton

When planning your trip—whether you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays—be sure to apply the appropriate filters according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Southampton with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor area for group get-togethers. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Southampton with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance the experience.
  • Taking your pets with you to Southampton: For many families, a trip isn’t truly complete without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southampton: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include additional features in your search, such as parking, a well-equipped kitchen, or a private pool.

Where to stay in Southampton

Southampton, New York, offers a delightful blend of beach access and charming outdoor experiences, making it an ideal destination for romantic getaways or family vacations. Explore the sandy beaches and vibrant atmosphere at Westhampton Beach, or find relaxation in the upscale Hamilton area vacation rentals. With a variety of luxury and budget-friendly options, Southampton promises a memorable escape filled with art, scenery, and seaside fun.

  • Sag Harbor: Nestled 14.5km from Southampton, Sag Harbor is a charming seaside village that attracts visitors with its blend of outdoor adventures and romance. This picturesque locale is perfect for those looking to enjoy a day on the beach or explore local parks. Golf enthusiasts can tee off at nearby courses, while winter sports fans can find ski fields for a thrilling experience. The heart of Sag Harbor features beautiful beaches, making it an ideal spot for family gatherings and leisurely strolls along the waterfront.
  • Water Mill: Located a mere 4.8km from Southampton, Water Mill is a serene oasis known for its stunning beaches and lush landscapes. This quaint community offers a variety of outdoor activities, including golf and access to beautiful lakes, perfect for a relaxing day by the water. Water Mill is also home to several romantic spots, making it a lovely destination for couples. Visitors can unwind at local casinos or enjoy family-friendly beaches, ensuring a memorable experience for everyone.
  • Hampton Bays: Situated 11.3km from Southampton, Hampton Bays is a vibrant community that boasts a delightful mix of outdoor recreation and beachside relaxation. The area is renowned for its picturesque beaches and recreational areas, making it a hotspot for sun-seekers and nature lovers alike. Visitors can partake in various activities, such as skiing and visiting family-friendly lakes. With plenty of romantic settings, Hampton Bays is perfect for couples looking to escape and enjoy the tranquil beauty of the Hamptons.

Best time to go to Southampton

If you're planning a trip to Southampton, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from May to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January36.0°F (2.2°C)Light RainMostly SunnyAverageModerately Low
February36.0°F (2.2°C)Light RainMostly SunnyAverageModerately Low
March39.9°F (4.4°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.9°F (13.3°C)Light RainMostly SunnyModerately HighAverage
June65.1°F (18.4°C)Light RainMostly SunnyModerately HighModerately High
July73.2°F (22.9°C)Light RainMostly SunnyModerately HighModerately High
August73.8°F (23.2°C)Light RainMostly SunnyAverageModerately High
September68.5°F (20.3°C)Light RainMostly SunnyAverageAverage
October60.1°F (15.6°C)Light RainMostly SunnyModerately LowAverage
November50.0°F (10.0°C)Light RainMostly SunnyModerately LowAverage
December42.4°F (5.8°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial savings. To discover a Vrbo property that suits your budget, you can use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume previous ones, or manage your travel arrangements. You'll find your saved or booked properties neatly organized under sections for Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The beachside setting of Southampton is ready to explore

Take a vacation to Southampton and enjoy the area's museums, festivals and opera. Renowned for its biking, churches and monuments, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Southampton

Are you hoping to find things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Southampton has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Duck Walk Vineyards (1.8 mi / 2.8 km)
  • Shinnecock Hills Golf Course (2.7 mi / 4.4 km)
  • Noyac Golf Club (6.9 mi / 11.2 km)
  • Wolffer Estates Vineyard (7.2 mi / 11.6 km)
  • Peconic Bay Winery (10.4 mi / 16.7 km)
  • Bedell Cellars (10.8 mi / 17.4 km)

Exploring the natural features in Southampton

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Southampton is a great place to get out in nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Cooper's Beach (1.7 mi / 2.7 km)
  • The Hamptons Beaches (5.4 mi / 8.7 km)
  • Meschutt Beach (5.8 mi / 9.4 km)
  • Ponquogue Beach (6.5 mi / 10.4 km)
  • Tiana Beach (7 mi / 11.2 km)
  • Sandbar Beach (8.7 mi / 14 km)

Seasonal weather in Southampton

If you're planning a vacation around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 70°F.

Transportation to and around Southampton

Fly into East Hampton, NY (HTO), the closest airport, located 9.1 mi (14.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Westhampton, NY (FOK-Francis S. Gabreski), which is 13.5 mi (21.7 km) away.

If you'd rather travel by train, the main station is Southampton Station.

Frequently asked questions

What is the best area to stay in Southampton when booking a vacation rental?
Among the most sought-after areas to book a vacation home in Southampton is Village of Southampton. Stay here and you'll be a short distance from some top sights like Coopers Beach and Southampton Historical Museum.
What is the most popular type of vacation rental accommodation in Southampton?
Houses are the most popular kind of vacation rental in Southampton, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has vacation homes in loads of sizes and shapes. Filter our options to find your ideal fit.
How much does it cost to rent a vacation rental in Southampton?
Season, property type and length of stay are some factors that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect fit. From quaint country cottages to sprawling villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Southampton?
The average price for a vacation rental near the beach in Southampton depends on when you're visiting the area and the style and size of property you want. You can find prices easily and quickly on Vrbo by entering the dates you'll be traveling. Then use our handy filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.
Are there pet-friendly vacation rentals in Southampton?
Good news. There are. You can choose from 440 vacation homes that welcome pets in Southampton on Vrbo. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly vacation rentals to find a pad where Fido can get in on the family fun.
Can I rent a house with a pool in Southampton?
Grab your swimming gear and inflatable flamingo, because there are 345 houses with a private pool in Southampton. Kick back at one of these popular vacation rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in Southampton?
The most popular rental amenities people look for in Southampton are a fireplace, a chef and an ocean view. Whether you're vacationing with your besties, family or even pets, Vrbo vacation properties have the best amenities for hanging out with the people who matter most.
Are there large group vacation rentals in Southampton?
Southampton has 138 vacation properties that can fit 10 or more guests. These stays come with the privacy and space you need to enjoy good times with loved ones.
Are there vacation rentals in Southampton that welcome kids?
With 439 family-friendly vacation rentals to select from in Southampton, now is a superb time to introduce the kiddos to the pleasures of travel. Simply check our "Properties good for families" filter to view stays that come with conveniences ideal for vacationing families, like extra bedrooms, swimming pools, entertainment units and bunk beds.
What are the top attractions for families in Southampton?
There are loads of wonderful things to do and see with the family in Southampton, including:

  • Coopers Beach
  • The Hamptons Beaches
  • Shinnecock Nation Cultural Center and Museum

Are there one-bedroom vacation rentals in Southampton?
You can choose from 18 one-bedroom rentals in Southampton. Whether you're searching for a townhouse or a fancy condo, our one-bedroom properties are perfect if you don't require loads of space. One of the perks of having your own pad? You'll never have to share your trip with strangers.
Can I find two-bedroom vacation rentals in Southampton?
Gather your family and relax in total privacy and comfort in one of the 30 two-bedroom vacation rentals Southampton has to offer.
Are there vacation rentals with WiFi in Southampton?
Southampton has 156 vacation rentals with WiFi, so you can stay connected when you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to sending emails, these Vrbo homes make it easy to go online.
How can I find vacation rentals with air conditioning in Southampton?
Choose from 426 vacation rentals with air conditioning in Southampton providing that cool, cool breeze and extra touch of comfort. Enter your desired travel dates and then make use of our filters to help you find stays with air conditioning.
How old do you have to be to rent a vacation rental in Southampton?
The minimum age allowed can vary across properties on Vrbo, so look at the rules of the vacation rental in Southampton you want to book. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Southampton for?
How long you can book a vacation rental in Southampton differs according to the property. Just enter your desired dates to look at a list of options offering extended stays. With many creature comforts such as air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in Southampton.

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