Southampton holiday lettings

We found 1,921 holiday rentals — enter your dates for availability

Discover a selection of 469 homes, 16 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:14 Nov - 21 Nov

Image gallery for Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!

Pool
9.6 out of 10 rating
Exceptional
(21 reviews)

Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!

East Hampton, NY

8% off
Price is £23,579
£3,368 per night
includes taxes & fees
Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!

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Find out more about Southampton

Find out more about Southampton

Why visit Southampton

  • Beautiful beaches: Southampton boasts stunning beaches perfect for sunbathing and relaxing by the sea.
  • Rich history: Explore fascinating history museums that showcase the region's cultural heritage.
  • Outdoor activities: Enjoy a variety of outdoor adventures, including hiking, cycling, and water sports.
  • Charming neighbourhoods: Discover quaint streets filled with shops, cafes, and local attractions.
  • Diverse accommodation options: Choose from luxurious resorts to cosy cottages, catering to all budgets.

Popular types of accommodation in Southampton

If you're planning a getaway to Southampton, the next step is selecting the perfect accommodation. From charming private holiday homes and quaint cottages to modern condos, there’s something to suit every taste and budget. Explore our selection of Southampton holiday rentals for a memorable stay, offering transparency and savings. Discover the ideal Southampton holiday homes or house rentals that will make your visit truly special.

  • Houses: The top choice for visitors to Southampton, offering spacious and comfortable settings for families and groups alike.
  • Cottages: A delightful option, these quaint abodes provide a charming and homely atmosphere for a peaceful getaway.
  • Condos: A popular selection, condos combine modern amenities with the convenience of a central location.
  • Apartments: Ideal for solo travellers or couples, apartments offer a cosy and self-sufficient stay.
  • Villas: These luxurious properties provide ample space and upscale features for an indulgent holiday experience.**

Top attractions in Southampton

Southampton, New York, is perfect for beach, outdoor, and romantic getaways. Visitors can explore a variety of attractions, including beautiful beaches, fascinating history museums, and vibrant marinas. Whether you're seeking cultural experiences or outdoor adventures, there's something to suit every traveler's taste within and around Southampton. A visit here promises a delightful blend of relaxation and exploration.

  • Cooper's Beach: Renowned for its stunning white sand and picturesque dunes, Cooper's Beach offers a quintessential seaside experience. Relax under the sun, enjoy beach activities, or take a leisurely stroll along the shore, all while soaking in the charming coastal atmosphere.
  • Shinnecock Nation Cultural Center and Museum: This museum celebrates the rich heritage and history of the Shinnecock Nation. Discover fascinating exhibits showcasing indigenous art, culture, and traditions, providing a deeper understanding of the local community.
  • Southampton Arts Center: A vibrant hub for creativity, the Southampton Arts Center hosts a variety of exhibitions, workshops, and performances. Engage with contemporary art and culture in a welcoming environment that inspires artistic exploration.

Things to do recommended for couples

For a romantic getaway in Southampton, visit Duck Walk Vineyards for a delightful wine tasting experience just 1.2km away, or head to Wolffer Estates Vineyard, known for its enchanting atmosphere, only 4.3km from town. For an adventure, try skydiving at Long Island Skydiving Center, 11.8km away.

Things to do recommended for families

Families will love the serene atmosphere at Shinnecock East County Park, perfect for relaxation. For adventure, Splish Splash Water Park offers thrilling rides, while the charming Greenport Carousel provides delightful outdoor fun for all ages, making for a memorable family outing in Southampton.

Things to do recommended for groups

Groups visiting Southampton can enjoy a round of golf at the renowned Shinnecock Hills Golf Course, indulge in shopping at Victoria's Secret just 3.1km away, and experience captivating performances at Bay Street Theatre, located 6.2km from the town centre, offering a delightful mix of culture and entertainment.

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 refine your search according to your key preferences. 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 features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Southampton with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Southampton: For many, a family holiday isn't truly complete without their four-legged companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Southampton: If you're in search of holiday rentals with offers 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 accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Southampton

Southampton, New York, offers a delightful blend of scenic beauty and family-friendly activities, making it ideal for a romantic getaway or a leisurely holiday. From luxurious resorts to budget-friendly accommodations, the heart of Southampton is perfect for long stays. Explore the stunning beaches and charming neighbourhoods that showcase a relaxed atmosphere, ensuring a memorable experience for all. Don’t miss the opportunity to indulge in excursions that highlight the region’s magnificent landscapes.

  • Hamptons: Located a mere 3.1km from Southampton, the Hamptons are an idyllic retreat known for their stunning beaches and vibrant outdoor scene. Visitors flock here for a romantic getaway or family adventure, with numerous activities such as golfing, attending live music concerts, and enjoying luxurious resorts. The local attractions include beautiful sandy shores, family-friendly beaches, and tranquil lakes that offer perfect spots for relaxation or picnicking amidst nature.
  • Hampton Bays: Just 4.3km from Southampton, Hampton Bays is a charming coastal town that invites visitors to explore its picturesque beaches and outdoor recreational areas. This area is ideal for those seeking a romantic escape or a fun-filled family holiday. You can partake in various activities, including skiing in the colder months and enjoying the recreational fields during warmer weather. The proximity to beautiful family beaches and serene lakes makes it a perfect destination for outdoor enthusiasts.
  • Water Mill: Located a short 1.9km from Southampton, Water Mill is a quaint village that captures the essence of seaside charm. Known for its lovely beaches and outdoor pursuits, it's a prime spot for a romantic day out or a family excursion. Golf aficionados can enjoy excellent golf courses, while resorts provide luxurious accommodations. With easy access to sandy beaches and peaceful lakes, Water Mill promises a delightful experience for all visitors looking to unwind and explore.

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 simple

Are you hoping to make your next getaway more affordable? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, please utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform to plan new holidays, manage your existing arrangements, or review and organise your bookings. Your saved or reserved properties are now categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/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)
  • 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 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:

  • 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 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 rental?
When considering a holiday rental in Southampton, New York, the village itself is an excellent choice, particularly due to its charming atmosphere and proximity to the beach. The Main Street area, with its array of boutique shops, delightful cafés, and fine dining options, offers a vibrant ambience. Notably, the Southampton Arts Centre is a hub for cultural events and exhibitions, providing a lovely backdrop for your stay.

Another appealing neighbourhood is North Sea, which is slightly more residential and offers a more tranquil environment. This area is known for its beautiful beaches, such as North Sea Beach, where you can enjoy a day of sun and surf. The nearby Southampton Golf Club is great for golf enthusiasts looking to tee off in a picturesque setting.
How much does it cost to rent a holiday home in Southampton?
Prices for holiday 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 holiday 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, travellers should focus on the picturesque areas along the coastline, particularly near the renowned Southampton Village. This region offers a selection of charming beach homes just a short distance from pristine sandy beaches such as Coopers Beach, which is frequently ranked among the best beaches in America. Many properties in this area come with luxurious amenities, including private pools, expansive decks for sunbathing, and outdoor dining spaces great for summer barbecues.

In addition to the village, the nearby Hamptons area provides further options, with homes that often feature modern designs, spacious living areas, and gourmet kitchens. Some rentals may also include amenities like beach access, hot tubs, and private gardens, making them ideal for families or groups looking to enjoy a relaxing seaside retreat.
What is the most popular type of holiday rental accomodation in Southampton?
In Southampton, holiday houses are the predominant choice, with around 337 available throughout the area. These properties often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and private outdoor spaces, ideal for families or groups looking to enjoy the seaside charm. Many of these houses are situated in tranquil neighbourhoods, providing a peaceful retreat after a day at the beach or exploring local attractions.
Are there any family house rentals in Southampton?
In Southampton, there are approximately 240 family-friendly holiday rentals available, making it a splendid choice for those travelling with children. The town is renowned for its charming neighbourhoods, such as the iconic Southampton Village, which boasts beautiful beaches and vibrant local culture. Many of the properties in this area feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas great for play or relaxation.

Visitors can enjoy amenities such as private pools or large gardens, ideal for outdoor activities and gatherings. Moreover, the proximity to attractions like Coopers Beach and the Southampton Historical Museum enhances the appeal for families looking to explore the rich history and natural beauty of the region.
Can I rent a holiday home with a pool or hot tub in Southampton?
In Southampton, there are plenty of holiday homes available for rent that come with pools or hot tubs, with approximately 275 options to choose from. This picturesque town, located in the Hamptons, is renowned for its beautiful beaches and charming atmosphere. Travellers can find rentals in various neighbourhoods, including the upscale areas near the coastline and more secluded spots further inland. Find your rental in Southampton with a pool or a hot tub.
Can I find long-stay holiday rentals in Southampton?
A long-stay holiday rental in Southampton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Southampton?
In Southampton, there are numerous pet-friendly house rentals available, offering travellers a range of options for their stay. Many of the rentals are situated within close proximity to the beautiful beaches along the Hamptons coastline, providing an ideal setting for those looking to enjoy the sun and sea with their furry companions.

The holiday homes typically feature amenities such as spacious backyards, outdoor patios, and fully equipped kitchens, making them superb for families or groups. Some properties even include features like private pools and hot tubs for added relaxation after a day at the beach.
Are there any remote work holiday rentals in Southampton?
In Southampton, New York, there are numerous remote work holiday rentals available, with around 330 options for those seeking to blend work and leisure. This charming coastal town offers a variety of properties that cater to remote workers, featuring amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks with ergonomic chairs, ensuring a conducive environment for productivity. Many rentals also include laptop workspaces and computer monitors, allowing for a seamless work-from-home experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southampton holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southampton with parking available—perfect for families or travellers 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 heated pools, kitchens equipped with essential appliances such as dishwashers and microwaves, and cookware and dishware for preparing meals. Many holiday rentals are designed to provide a comfortable and convenient stay, often situated near the charming village centre and beautiful beaches. Travellers can expect spacious homes ideal for families or groups, allowing for both relaxation and entertaining.
When is the best time to visit Southampton for a holiday rental?
The peak season for holiday rentals in Southampton runs from May to July, with July being the most popular month among travellers. This vibrant period attracts those looking to soak up the sun on the beautiful beaches and enjoy the lively atmosphere of the town, which comes alive with various summer events and social gatherings.

During these months, you'll find the weather inviting, with average temperatures reaching the high 20s Celsius, great for outdoor activities like sailing, swimming, and exploring the scenic coastline. The charming local shops and restaurants also flourish, offering a delightful taste of Southampton's culinary scene.

For those seeking a more budget-friendly option, November presents a lovely alternative. While it's outside the bustling summer season, visitors can still appreciate the serene beauty of the area, enjoy peaceful walks along the water, and experience the charming local community without the crowds.
How early should I book a Southampton holiday rental?
Book your Southampton holiday 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 holiday 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 take part in a blend of historical charm and coastal beauty. The village itself is known for its picturesque streets and elegant architecture, with attractions like the Southampton History Museum showcasing the area's rich heritage. The nearby Cooper's Beach is a highlight, offering stunning ocean views and a relaxing sandy shore, great for beachgoers.

In the vicinity, the picturesque Shinnecock Hills Golf Club is a draw for golf enthusiasts, while the serene landscapes of the Southampton Arts Centre often host cultural events and exhibitions. Additionally, the charming boutiques and fine dining options along Main Street provide a delightful shopping and culinary experience.
Can I change or cancel my Southampton home rental booking on Vrbo?
To find Southampton holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Southampton holiday 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.

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