Southampton holiday rentals

We found 1,963 holiday rentals — enter your dates for availability

Discover a selection of 504 homes, 13 apartments and other holiday rentals in Southampton that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and cable TV. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Southampton

Showing deals for:2 Oct - 9 Oct

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Why visit Southampton

  • Stunning Beaches: Southampton boasts beautiful sandy shores perfect for sunbathing, swimming, and leisurely strolls along the coast.
  • Charming Village Atmosphere: The quaint Southampton Village offers delightful shops, cafes, and a rich sense of local culture.
  • Cultural Attractions: Explore fascinating museums that showcase the area's history and artistic heritage.
  • Scenic Outdoor Activities: Enjoy picturesque parks and nature trails ideal for hiking, picnicking, and outdoor sports.
  • Family-Friendly Excursions: With various activities and attractions, Southampton is perfect for memorable family outings.

Popular types of accommodation in Southampton

If you are unsure what type of accommodation you can expect in Southampton, we have you covered. These are the most popular types of accommodation here, including private holiday homes, charming cottages, and modern condos. Explore spacious guest rooms and attractive room rates while immersing yourself in Southampton’s local attractions, landmarks and unique experiences within this vibrant New York city.

  • Private Holiday Homes: The top choice for visitors, offering spacious and comfortable living for families and groups.
  • Cottages: A delightful option that provides a quaint and charming atmosphere, perfect for a relaxing getaway.
  • Condos: A popular selection for those seeking modern amenities and convenient locations, ideal for short stays.
  • Apartments: A versatile choice, offering the comforts of home in vibrant neighbourhoods.
  • Villas: Luxurious and spacious, perfect for those wanting a touch of elegance during their holiday.**

Top attractions in and around Southampton

Southampton, New York, offers a delightful blend of beach, outdoor, and cultural experiences, making it ideal for romantic getaways or family holidays. Visitors can explore stunning beaches, delve into local history at museums, and unwind in picturesque urban parks. This charming town provides ample opportunities for relaxation and adventure, ensuring a memorable visit for all who come to enjoy its scenic beauty and vibrant atmosphere.

  • Cooper's Beach: Renowned for its pristine sands and stunning views, Cooper's Beach offers a perfect seaside escape with a relaxed atmosphere. Enjoy sunbathing, beachcombing, and the gentle surf, making it an ideal spot for families and sun-seekers alike.
  • Southampton Historical Museum: Dive into the rich heritage of Southampton at this engaging museum. Featuring exhibits and artifacts that showcase the town's history, it provides a fascinating glimpse into the cultural tapestry of the area.
  • The Hamptons Beaches: Just a short distance from Southampton, these beautiful beaches are celebrated for their vibrant social scene and picturesque landscapes. Experience the quintessential beach lifestyle with sun, surf, and relaxation.

Things to do recommended for couples

Discover Southampton's charm with a romantic walk along its historic harbour and a delightful seaside dinner.

Things to do recommended for families

In Southampton, New York, families can explore delightful local attractions, including interactive museums and charming parks, perfect for a day out with the kids.

Things to do recommended for groups

Group travellers in Southampton can experience the thrilling motor racing at Riverhead Raceway, situated 27km from Southampton, offering a sports and adventure atmosphere ideal for a memorable 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

If you're travelling with a group, family, pets, or seeking extended stays, be sure to apply the appropriate filters according to your needs. Here are some helpful booking tips for your Stayz experience.

  • Traveling to Southampton with a group: Consider the number of bedrooms required, along with facilities such as a fully equipped kitchen or an outdoor area suitable for a group get-together. Fortunately, you can refine your search on Stayz to include all of these features and many more.
  • Traveling to Southampton with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, as well as to seek out age-appropriate facilities, such as private swimming pools. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Southampton: For many, a family holiday wouldn’t feel complete without their four-legged companion. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Southampton: If you're searching for holiday lets that offer discounts for stays of a month or more, you've come to the right spot. Use the appropriate filter to effortlessly discover and save on monthly lets, and don't forget to include options like parking, a well-equipped kitchen, or a private pool in your search.

Where to stay near Southampton

Southampton, New York offers a delightful blend of coastal charm and outdoor adventures. Tourists can stroll through the quaint Southampton Village, explore the scenic town of Southampton and enjoy its beautiful beaches, making it an ideal destination for romantic getaways, family-friendly excursions and leisurely outdoor activities. The area’s captivating atmosphere ensures a memorable holiday experience for all travellers.

  • Hamptons: Situated 8km from Southampton, the Hamptons offer an enticing blend of coastal charm and outdoor sophistication. Visitors are drawn to the area for its pristine beaches, invigorating outdoor activities, and a romantic ambience. While exploring, one can enjoy a round of golf at nearby courses, experience the thrill of skiing at local ski fields, or simply relax by the family beach and the scenic lake. The Hamptons effortlessly combine leisure and adventure, making it a must-visit for those seeking both relaxation and active pursuits.
  • Hampton Bays: Located 11km from Southampton, Hampton Bays is a vibrant city that caters to travellers in search of outdoor delights and beachside relaxation, coupled with a romantic setting. The area boasts a range of activities, from playing golf at well-maintained courses to exploring local recreational areas. With family beaches, a picturesque lake, and a charming coastal vibe, Hampton Bays offers a well-rounded experience that perfectly blends nature and leisure.
  • Water Mill: A mere 5km from Southampton, Water Mill is a delightful city that promises a family-friendly, outdoor retreat with a touch of beachside allure. The locale is known for its inviting beaches and well-kept family beaches, complemented by a lovely park setting. Golf enthusiasts can appreciate the accessible courses, while those seeking a touch of winter sport may find skiing appealing. Water Mill is an excellent choice for a diverse holiday experience that balances relaxation with active entertainment.

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 Stayz is a breeze

Looking to save on your next adventure? Having flexibility with your travel dates can prove beneficial, as prices are likely to fluctuate. You may also enjoy considerable savings by opting for a longer stay. To locate a Stayz property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a user-friendly space where you can create new journeys, resume any ongoing ones, or view and organise your plans. You’ll find properties you’ve saved or booked neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The beachside setting of Southampton is ready to explore

Take a holiday to Southampton and enjoy the area's museums, festivals and opera. Renowned for its cycling, churches and monuments, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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

Do you want to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Southampton has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 spend some time taking in the scenery, Southampton is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • The Hamptons Beaches (5.4 mi / 8.7 km)
  • Cooper's Beach (1.7 mi / 2.7 km)
  • Shinnecock East County Park (5 mi / 8.1 km)
  • Meschutt Beach (5.8 mi / 9.4 km)
  • Ponquogue Beach (6.5 mi / 10.4 km)
  • Tiana Beach (7 mi / 11.2 km)

Seasonal weather in Southampton

If you're planning a holiday around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Transport to and around Southampton

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

If you're travelling by train, the main station serving the city is Southampton Station.

Frequently asked questions

What is the best area to stay in Southampton when booking a holiday home?
Among the most sought-after areas to book a holiday 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 holiday home accommodation in Southampton?
Houses are the most popular kind of holiday home in Southampton, according to our data. Even if you've got something bigger or smaller in mind, Stayz has holiday homes in loads of sizes and shapes. Filter our options to find your ideal fit.
How much does it cost to rent a holiday home in Southampton?
Season, property type and length of stay are some factors that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect fit. From quaint country cottages to sprawling villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Southampton?
The average price for a holiday home 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 Stayz by entering the dates you'll be travelling. 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 holiday homes in Southampton?
Good news. There are. You can choose from 440 holiday homes that welcome pets in Southampton on Stayz. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly holiday homes 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 holiday homes and enjoy a pool day every day. Simply enter your dates into Stayz, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Southampton?
The most popular home amenities people look for in Southampton are a fireplace, a chef and an ocean view. Whether you're holidaying with your besties, family or even pets, Stayz holiday properties have the best amenities for hanging out with the people who matter most.
Are there large group holiday homes in Southampton?
Southampton has 138 holiday 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 holiday homes in Southampton that welcome kids?
With 439 family-friendly holiday homes 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 holidaying 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 Centre and Museum

Are there one-bedroom holiday homes in Southampton?
You can choose from 18 one-bedroom homes 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 holiday homes in Southampton?
Gather your family and relax in total privacy and comfort in one of the 30 two-bedroom holiday homes Southampton has to offer.
Are there holiday homes with WiFi in Southampton?
Southampton has 156 holiday homes 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 Stayz homes make it easy to go online.
How can I find holiday homes with air conditioning in Southampton?
Choose from 426 holiday homes 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 holiday home in Southampton?
The minimum age allowed can vary across properties on Stayz, so look at the rules of the holiday home in Southampton you want to book. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Southampton for?
How long you can book a holiday home 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.