Southampton vacation rentals

We found 1,936 vacation rentals — enter your dates for availability

Discover a selection of 503 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:Mar 27 - Apr 3

Image gallery for Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

Night view from Cedar Hot Tub!👌
10 out of 10, Exceptional, (104 reviews)
Exceptional
(104 reviews)

Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

Sagaponack

9% off
Price is $2,137
$14,961 for 7 nights
All fees included
Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

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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)
  • Clovis Point (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)
  • Ponquogue Beach (6.5 mi / 10.4 km)
  • Tiana Beach (7 mi / 11.2 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 when booking a vacation rental?
When considering a vacation rental in Southampton, New York, a popular area to stay is the village center. This charming neighborhood offers a picturesque setting with easy access to a variety of attractions. Here, you'll find the iconic Southampton Village Main Street, lined with upscale boutiques, art galleries, and delightful dining options. A must-visit is the historic Southampton Arts Center, which frequently hosts exhibitions and cultural events, making it a vibrant hub of creativity.

Another excellent option is the area near Cooper's Beach, widely regarded as one of the best beaches in the Hamptons. Staying here gives you the opportunity to enjoy stunning ocean views and relax on the sandy shores. The proximity to the beach also allows for easy access to outdoor activities such as swimming, sunbathing, and beachcombing. This area typically boasts a good selection of vacation rental properties, making it convenient to find accommodations that suit your preferences.

For a more tranquil experience, consider the Shinnecock Hills neighborhood, known for its scenic landscapes and proximity to the Shinnecock Bay. This area is superb for those who appreciate nature and outdoor activities such as kayaking and fishing. It is also close to the renowned Shinnecock Hills Golf Club, offering a great opportunity for golf enthusiasts.
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, New York, the prime areas to consider are along the coastline of the Atlantic Ocean, particularly near popular beaches such as Coopers Beach and Little Plains Beach. These locations are known for their scenic beauty and proximity to the vibrant village center of Southampton, which offers a variety of upscale shops and dining options. Many beach houses in this region boast amenities such as private decks with ocean views, outdoor showers, and expansive yards, superb for family gatherings or relaxation after a day in the sun.

Another desirable neighborhood is North Sea, which offers a quieter atmosphere while still being close to the beach. Properties here often come with features like pools, spacious living areas, and gourmet kitchens, appealing to those seeking a luxurious retreat. Additionally, many homes in this area provide easy access to nearby parks and nature trails, allowing for outdoor adventures and scenic walks.

Travelers might also explore rentals near the historic village center, where charming cottages and modern homes provide a blend of old-world charm and contemporary comfort. These properties frequently include amenities such as fireplaces, cozy reading nooks, and proximity to local art galleries and cultural events. Find your rental near the beach in Southampton.
What is the most popular type of vacation rental accomodation in Southampton?
In Southampton, vacation houses are the most popular type of rental, with about 346 available throughout the area. These houses are often situated in charming neighborhoods, providing easy access to beautiful beaches and local attractions. Most vacation houses come equipped with amenities such as spacious living areas, full kitchens, multiple bedrooms, and outdoor decks or patios, great for entertaining or relaxing after a day of exploring.

In addition to vacation houses, there are around 11 cottages available, offering a quaint and cozy atmosphere for travelers seeking a more intimate experience. Several apartments, condos, and villas can also be found, providing additional options for those looking for different styles of accommodation.
Are there any family house rentals in Southampton?
In Southampton, New York, there are numerous family-friendly house rentals available, with around 240 options to choose from. This charming coastal town offers a variety of neighborhoods, including the picturesque Village of Southampton and the serene Hamptons areas. Many of these homes provide spacious living areas, fully equipped kitchens great for preparing family meals, and outdoor patios or decks for enjoying the fresh sea air.

Visitors will find properties featuring amenities such as private pools, game rooms, and expansive yards, ideal for kids to play and for family gatherings. The proximity to beautiful beaches like Cooper's Beach and local attractions such as the Southampton Arts Center adds to the appeal. See all family-friendly rentals in Southampton.
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 274 options to choose from. This picturesque area in the Hamptons is known for its beautiful beaches, charming downtown, and upscale atmosphere. You can find these properties in various neighborhoods, including the serene North Sea, which offers a more tranquil setting, and the lively Southampton Village, where you're close to shops and restaurants.

Travelers can expect a range of amenities in these rentals, including private pools, hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens ideal for preparing meals after a day at the beach. Find your rental in Southampton with a pool or a hot tub.
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 will find a wide selection of pet-friendly house rentals, with around 184 options available. The area is known for its beautiful beaches and charming atmosphere, making it an ideal spot for pet owners looking to enjoy a vacation with their furry friends. Many vacation rentals in Southampton come equipped with modern amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces that often include private yards or patios, superb for pets to roam and play.

The neighborhood offers easy access to several parks and pet-friendly beaches, allowing for enjoyable outings with your pets. For instance, Coopers Beach is renowned for its stunning views and welcoming atmosphere. Additionally, nearby parks like Agawam Park provide ample space for walks and relaxation. See all pet-friendly rentals in Southampton.
Are there any remote work vacation rentals in Southampton?
In Southampton, New York, there is a wide selection of remote work vacation rentals available, with around 320 options to choose from. The area is known for its beautiful beaches, upscale shops, and charming boutiques. Many of these rentals cater specifically to remote workers, providing essential amenities such as high-speed Wi-Fi, dedicated office spaces, ergonomic desk chairs, and laptop workspaces. Some properties even include additional features like computer monitors and safes for added convenience and security.

Travelers can enjoy the serene coastal environment while maintaining productivity, as many rentals are located near picturesque spots such as Cooper's Beach or the scenic Shinnecock Hills Golf Club. The town also offers a vibrant dining scene and cultural attractions, making it an ideal setting for both work and leisure. 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 rental amenities include WiFi, kitchens, and private pools, with many properties offering heated pools for year-round enjoyment. Travelers can expect rentals equipped with modern appliances such as blenders, making it easy to prepare meals and refreshments.
When is the best time to visit Southampton for a vacation rental?
The best time to visit Southampton for a vacation rental is during the peak season from May to July, with July being particularly popular among travelers. This vibrant period attracts beachgoers and families eager to enjoy the sun-soaked shores of the Hamptons. The warm weather, typically ranging from the mid-60s to the high 80s Fahrenheit, creates ideal conditions for outdoor activities, including swimming, sailing, and leisurely strolls along the picturesque beaches.

Southampton's summer months come alive with a number of events, from art galleries to music festivals, making it a hub of activity. If you relish a lively atmosphere and the buzz of fellow vacationers, July is the superb month to experience everything Southampton has to offer.

For those looking for a more budget-friendly option, November presents a quieter yet charming alternative. During this time, visitors can enjoy the serene beauty of the off-season, superb for scenic walks and exploring local shops without the crowds. The crisp autumn air adds a refreshing touch to your stay, allowing for cozy moments by the fireplace in your vacation rental.

Ultimately, your ideal time to visit Southampton will hinge on whether you prefer the vibrant energy of summer or the peaceful ambiance of the off-season.
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?
In Southampton, visitors can explore a variety of attractions that highlight the area's charm and beauty. The village itself is known for its picturesque Main Street, lined with boutiques, art galleries, and restaurants. Nearby, the stunning Cooper's Beach offers beautiful sandy shores and scenic views, making it an ideal spot for sunbathing and swimming.

For those interested in history, the Southampton Historical Museum provides insights into the area's rich past, featuring various exhibits and a historic windmill. Additionally, the nearby Wölffer Estate Vineyard allows guests to enjoy wine tastings while taking in the scenic vineyard views.

Outdoor enthusiasts can find plenty of opportunities for hiking and exploring nature at the nearby Southampton Town Beaches and the picturesque nature trails at the Elizabeth A. Morton Wildlife Refuge.
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.

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