Southampton vacation rentals

We found 1,974 vacation rentals — enter your dates for availability

Discover a selection of 529 homes, 12 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:Jun 12 - Jun 19

Image gallery for Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Private pool
9.8 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

13% off
Price is $2,245
$15,716 for 7 nights
All fees included
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Southampton

Why visit Southampton

  • Beautiful beaches: Enjoy the stunning coastal views and relax on Southampton's serene beaches.
  • Rich history and culture: Explore local museums and historical sites that showcase the area's heritage.
  • Charming neighborhoods: Stroll through picturesque streets lined with luxury homes and vibrant local atmosphere.
  • Outdoor activities: Engage in various outdoor pursuits, perfect for families, couples, and solo travelers.
  • Diverse accommodations: Choose from a range of vacation rentals, from cozy cottages to spacious homes.

Popular types of accommodation in Southampton

Planning a getaway to Southampton? The excitement begins with selecting the perfect place to stay. Discover the most sought-after vacation rentals, including houses, charming cottages, and modern condos. Whether you're looking for spacious home rentals or cozy Southampton rentals for rent, we’ve got you covered with a variety of vacation homes and house rentals to suit your needs. Start your adventure in Southampton with the ideal accommodation.

  • Houses: The top choice for visitors, these homes offer spacious and comfortable accommodations, perfect for families or groups seeking privacy.
  • Cottages: Charming and cozy, cottages provide a quaint retreat, ideal for those looking to enjoy a peaceful getaway.
  • Condos: Popular among travelers, condos offer modern amenities with the convenience of shared facilities, great for a relaxed stay.
  • Apartments: Versatile and affordable, apartments are a practical option for couples or solo travelers wanting easy access to local attractions.
  • Villas: Luxurious and spacious, villas cater to those seeking an upscale experience with stunning views and premium amenities.**

Top attractions in Southampton

Southampton, New York, is perfect for beach lovers and outdoor enthusiasts seeking a romantic getaway. Visitors can enjoy stunning beaches, explore local history at museums, and visit the marina. This charming destination offers a variety of attractions catering to those interested in culture and outdoor experiences, making it an ideal spot for families, couples, or solo travelers looking to create lasting memories.

  • Cooper's Beach: A stunning stretch of shoreline known for its soft sands and beautiful dunes, Cooper's Beach offers a quintessential beach experience. Relax under the sun, swim in the Atlantic, or enjoy picturesque sunset views that make it a perfect spot for families and beach lovers alike.
  • Shinnecock Nation Cultural Center and Museum: Immerse yourself in the rich history and culture of the Shinnecock people. This museum features exhibits and artifacts that highlight their traditions, art, and contributions to the region, providing visitors with a deep understanding of the local heritage.
  • Southampton Arts Center: A vibrant hub for creativity, the Southampton Arts Center showcases a variety of contemporary art exhibits, performances, and community events. Explore thought-provoking installations and enjoy cultural programming that celebrates local and national artists.

Things to do recommended for couples

Experience romance in Southampton with a visit to Duck Walk Vineyards, just 2 miles away, or Wolffer Estates Vineyard, 7 miles away, both offering enchanting atmospheres. For an adrenaline rush, try the Long Island Skydiving Center, 19 miles away, for an unforgettable adventure together.

Things to do recommended for families

Families visiting Southampton can relax at Shinnecock East County Park, enjoy thrilling rides at Splish Splash Water Park 18 miles away, and take a spin on the Greenport Carousel, located 15 miles from town, all while creating wonderful memories together.

Things to do recommended for groups

Enjoy a round of golf at the renowned Shinnecock Hills or Sebonack Golf Course, both offering a fantastic outdoor experience. For some retail therapy, visit Victoria's Secret, located 5 miles away from Southampton, perfect for a fun group shopping outing.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Southampton with a group: Think about how many bedrooms you'll require, as well as any features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Southampton with young kids: Traveling with young kids can be quite a task. It’s important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Southampton: For many families, a trip isn’t truly finished without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southampton: If you're in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include additional features in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Southampton

Southampton, New York, offers a delightful blend of beachside charm and luxurious living. With stunning coastal views and outdoor spaces perfect for relaxation, this destination is ideal for romantic getaways and family-friendly adventures. Explore the beautiful neighborhoods adorned with luxury homes, enjoy the serene beaches, and immerse yourself in the vibrant local atmosphere. Whether you seek budget-friendly excursions or lavish experiences, Southampton has something for everyone.

  • Hamptons: Located approximately 5 miles from Southampton, the Hamptons are a quintessential summer destination known for their stunning beaches and vibrant outdoor activities. This region offers a romantic getaway with opportunities for golf, music concerts, and luxurious resorts. Visitors can enjoy the picturesque beaches, including family-friendly spots, and serene lakes, making it a perfect blend of relaxation and recreation. The charming coastal towns are dotted with upscale dining and boutique shopping, providing a delightful travel experience.
  • Hampton Bays: Situated around 7 miles from Southampton, Hampton Bays is a lively city that invites travelers to bask in its beautiful beaches and outdoor recreation. Renowned for its romantic ambiance, the area features recreational spaces perfect for a day of fun. Whether you’re interested in skiing or exploring ski fields, there’s something for everyone here. The local landmarks, including family-friendly beaches and tranquil lakes, enhance the area’s appeal, making it an ideal spot for both relaxation and adventure.
  • Water Mill: Just 3 miles from Southampton, Water Mill is a charming city that offers a delightful coastal experience. Known for its scenic beaches and outdoor activities, it’s a romantic haven for couples and families alike. Popular activities include golfing and enjoying luxurious resorts, ensuring a fulfilling visit. With its proximity to picturesque beaches, family-friendly areas, and serene lakes, Water Mill provides a perfect backdrop for relaxation and outdoor exploration, making it an unmissable destination in 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 a breeze

Are you eager to save on your upcoming trip? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make informed decisions for a great travel experience.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. Being the organizer truly has its perks. Sign up for our One Key rewards program to unlock exclusive member discounts and earn OneKeyCash on qualifying reservations. Join us today and start reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo's user-friendly Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or easily view and organize your travel plans. You can conveniently find the properties you've saved and booked in sections labeled Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/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)
  • 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)
  • Pindar Vineyards (10.9 mi / 17.6 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)
  • Shinnecock East County Park (5 mi / 8.1 km)
  • The Hamptons Beaches (5.4 mi / 8.7 km)
  • Ponquogue Beach (6.5 mi / 10.4 km)
  • Georgica Beach (9.7 mi / 15.7 km)
  • East Hampton Main Beach (10.9 mi / 17.6 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, New York, United States of America when booking a vacation rental?
When considering a vacation rental in Southampton, New York, a popular area to stay is near the village center, where you can immerse yourself in the charm of this picturesque seaside community. This area boasts a delightful mix of boutique shops, art galleries, and restaurants, making it a fantastic base for exploring the local culture. You can also enjoy the stunning beaches, including Coopers Beach, which is renowned for its soft sands and beautiful sunsets.

Another great option is the neighborhoods closer to the waterfront, where you can find a variety of charming properties that offer easy access to the marina and breathtaking views. This area is superb for those who love water activities, as it provides opportunities for boating and fishing. Additionally, you'll be near popular attractions like the Southampton Arts Center, which hosts various events and exhibitions year-round.
How much does it cost to rent a vacation home in Southampton?
Prices for vacation rentals in Southampton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Southampton to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Southampton vacation house rentals?
You can find great discounts on house rentals in Southampton on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Southampton?
For renting a beach house in Southampton, the area along the Southampton Village coastline is particularly desirable. This region features access to beautiful sandy beaches such as Coopers Beach, often considered one of the top beaches in the United States. Vacation rentals here typically include spacious outdoor decks, private pools, and easy beach access, making them superb for families or groups looking to enjoy sun-soaked days by the ocean.

The nearby Shinnecock Hills area is also worth exploring, where travelers can find charming homes that offer a more secluded beach experience. Many properties in this neighborhood come with amenities such as outdoor grills, expansive yards, and modern kitchens, allowing guests to enjoy both relaxation and entertaining. The proximity to local shops, restaurants, and art galleries adds to the appeal, providing options for dining and cultural experiences.

Additionally, the Hampton Bays area offers a mix of waterfront properties and cozy cottages, often featuring docks for boating or paddleboarding. Rentals here frequently include amenities like kayaks or bikes, enhancing the outdoor experience.
What is the most popular type of vacation rental accomodation in Southampton?
In Southampton, vacation houses are the most popular type of rental, with approximately 374 available throughout the area. Many of these houses are situated in picturesque neighborhoods, offering easy access to local beaches and charming shops. Travelers can expect spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or gardens for relaxation and entertaining.

In addition to vacation houses, there are also a small number of cottages, villas, and apartments available, providing diverse options for visitors. Cottages often feature cozy interiors and are great for those seeking a quaint getaway, while villas may offer luxurious amenities and private pools.
Are there any family house rentals in Southampton?
In Southampton, there is a wide selection of family-friendly house rentals available, with around 236 options to choose from. This charming coastal town features neighborhoods such as North Sea and Shinnecock Hills, both offering spacious homes suitable for families. Many properties come with amenities like large backyards, fully equipped kitchens, and multiple bedrooms, ensuring plenty of room for everyone to enjoy their stay.

Additionally, homes in these areas often have outdoor spaces for barbecues or relaxation, and some even feature private pools, superb for cooling off on warm summer days. The proximity to beautiful beaches like Coopers Beach and cultural attractions such as the Southampton Historical Museum enhances the appeal for visitors looking to combine relaxation with exploration.
Can I rent a vacation home with a pool or hot tub in Southampton?
In Southampton, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 309 options to consider. This upscale community offers a variety of neighborhoods where these properties can be found, including the picturesque waterfront areas and the more secluded, residential enclaves that provide a tranquil atmosphere.

Travelers can expect many desirable amenities in these rentals, including private pools, relaxing hot tubs, spacious outdoor patios, and outdoor dining areas, superb for enjoying the beautiful summer weather. Many properties also come equipped with fully equipped kitchens, allowing for convenient meal preparation, and some may offer additional features like game rooms, fire pits, and proximity to the beach.
Can I find long-stay vacation rentals in Southampton?
A long-stay vacation rental in Southampton is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Southampton?
In Southampton, travelers can find a wide selection of pet-friendly house rentals, with around 199 options available. Many of these properties are situated in charming neighborhoods that provide easy access to both the beach and local parks, making it a great destination for pet owners. Expect amenities such as spacious backyards, decks for outdoor relaxation, and fully equipped kitchens that cater to families and groups.

The area near Southampton Village is particularly appealing, with beautiful homes that often feature pools, outdoor dining areas, and proximity to pet-friendly beaches, allowing for enjoyable days by the ocean with your furry companions. Additionally, the nearby Southampton Arts Center and various local shops and cafes enhance the experience for visitors.

For those looking for scenic walks, the Shinnecock Bay area offers picturesque trails and waterfront views, superb for leisurely strolls with pets.
Are there any remote work vacation rentals in Southampton?
In Southampton, there are plenty of remote work vacation rentals available, with around 376 options to choose from. This charming coastal town offers a mix of serene beaches and vibrant local culture, making it an appealing spot for those looking to blend work and leisure. Many properties cater to remote workers, featuring amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable desks, ensuring a productive environment.

The rentals vary from cozy cottages to spacious homes, often equipped with modern conveniences like fully stocked kitchens, laundry facilities, and outdoor spaces where one can unwind after work. The proximity to local attractions, such as the beautiful beaches of Coopers Beach and the historic charm of the Southampton Village, enhances the appeal. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southampton vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Southampton with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Southampton?
In Southampton, popular vacation rental amenities include well-equipped kitchens, allowing travelers to prepare their own meals during their stay. Many rentals also feature outdoor decks or patios, great for enjoying the fresh air and the scenic views of the area. A cozy fireplace is a common amenity, adding warmth and charm, especially during cooler months. For those looking to relax and unwind, private pools are available in several properties, providing a great spot for leisure. Additionally, onsite parking is a convenient feature for guests with vehicles.
When is the best time to visit Southampton for a vacation rental?
The peak travel season in Southampton runs from May through July, with July being the most popular month for vacationers seeking sun, sand, and vibrant social scenes. During this time, the charming coastal town comes alive, attracting visitors eager to enjoy the beautiful beaches, upscale dining, and the lively option of local events and festivals.

Visitors can expect warm temperatures, typically ranging from the mid-60s to the high 80s Fahrenheit, making it ideal for outdoor activities like swimming, sailing, and exploring scenic parks. Many travelers appreciate the easy access to nearby attractions, including the picturesque Hamptons beaches and quaint boutiques, all enhancing their vacation experience.

For those looking for a more budget-friendly option, consider visiting in November. This month offers a quieter charm, allowing you to explore Southampton's historic sites and enjoy peaceful walks along the shoreline. The crisp autumn air and beautiful fall foliage create a serene backdrop for leisurely outdoor activities and cozy evenings.

Ultimately, the best time to book a vacation rental in Southampton depends on your preferences.
How early should I book a Southampton vacation rental?
Book your Southampton vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Southampton, New York, United States of America?
In Southampton, visitors can explore a variety of attractions that showcase the charm and beauty of this coastal town. The picturesque village center is home to boutique shops, art galleries, and fine dining establishments, making it a delightful area to stroll and shop. Nearby, the Southampton Historical Museum offers insights into the area's rich history and features exhibits that highlight its historic past.

For beach lovers, the popular Cooper's Beach is renowned for its stunning views and soft sands, superb for sunbathing and swimming. Vacation rentals in this area often provide easy access to the beach, allowing guests to enjoy the oceanfront.

Additionally, the scenic Shinnecock Canal offers opportunities for boating and fishing, while the nearby Southampton Golf Club caters to golf enthusiasts looking for a challenging round in a beautiful setting. The natural beauty of the surrounding areas, including parks and nature preserves, also invites outdoor activities such as hiking and birdwatching.
Can I change or cancel my Southampton home rental booking on Vrbo?
To find Southampton vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Southampton vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas