Southampton holiday lettings

We found 2,049 holiday rentals — enter your dates for availability

Discover a selection of 550 homes, 14 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:11 Sept - 18 Sept

Image gallery for Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

A perfect get-away water front House in Southampton.
10 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

5% off
Price is £7,598
for 7 nights, 1 home
£1,085 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

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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)
  • National Golf Club (3.9 mi / 6.3 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)
  • Shinnecock East County Park (5 mi / 8.1 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)

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, a popular area to stay is the village centre. This charming neighbourhood offers a delightful mix of historic architecture and modern amenities, making it an appealing choice for visitors. The area is home to a variety of properties, ranging from quaint cottages to more luxurious homes, providing options for different tastes and budgets.

Staying in the village centre places you within easy reach of some of Southampton's top attractions. You can explore the picturesque streets lined with boutique shops, art galleries, and restaurants, creating a vibrant setting superb for leisurely strolls. Just a short distance away, you'll find the beautiful Cooper's Beach, renowned for its soft sands and stunning views, ideal for a relaxing day by the sea. Additionally, the nearby Southampton Historical Museum offers a fascinating insight into the area's rich heritage, making it a wonderful spot for culture enthusiasts.
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, the area around Cooper's Beach is highly sought after. This beautiful stretch of sandy shore offers convenient access to the beach, with many properties featuring amenities such as private pools, expansive decks for sunbathing, and outdoor dining areas great for summer barbecues. Some rentals may also come equipped with beach gear, like umbrellas and chairs, enhancing the beach-going experience.

Additionally, the neighbourhood near Southampton Village provides a charming atmosphere with easy access to local shops, fine dining, and art galleries. Properties here often have spacious interiors, gourmet kitchens, and well-maintained gardens, making them great for families or groups seeking a blend of beach and cultural experiences. Many homes in this area may also offer proximity to scenic walking paths and parks, providing options for leisurely strolls or picnics.

Another great area is the waterfront along Lake Agawam, where visitors can find houses that boast stunning views and direct access to the lake. These properties frequently feature amenities such as kayaks, paddle boards, and outdoor fire pits, ideal for enjoying the serene surroundings.
What is the most popular type of holiday rental accomodation in Southampton?
In Southampton, holiday houses are the most popular type of holiday rental, with around 1,496 available throughout the area. These properties are typically spacious and well-equipped, featuring multiple bedrooms, fully fitted kitchens, and outdoor spaces such as patios or gardens—ideal for families and larger groups looking to enjoy the charming coastal environment. Additionally, there are about 40 cottages that offer a quaint, homely atmosphere, great for those seeking a more rustic experience while still being close to local attractions. For those preferring a more compact stay, approximately 36 apartments and several condos provide convenient amenities, including kitchen facilities and communal areas.
Are there any family house rentals in Southampton?
In Southampton, New York, families will find a wide selection of holiday rentals, with about 236 available throughout the area. This charming coastal town offers a variety of neighbourhoods, each with its unique appeal. Visitors can choose from properties near the picturesque beaches, which often boast ample living spaces, fully equipped kitchens, and outdoor areas superb for barbecues or family gatherings.

In the heart of Southampton, rentals may feature amenities such as swimming pools, game rooms, and spacious backyards, providing plenty of entertainment options for children. Proximity to local parks, such as Agawam Park, offers additional outdoor activities, including playgrounds and picnic spots.

For those keen on exploring, the nearby Southampton Village has lovely boutiques, art galleries, and restaurants serving fresh seafood, making it an excellent choice for family outings.
Can I rent a holiday home with a pool or hot tub in Southampton?
In Southampton, there are numerous holiday homes available for rent that feature pools and hot tubs, with around 309 options to choose from. This charming coastal town offers a variety of neighbourhoods, each providing its unique charm. The area surrounding the Southampton Village is particularly popular, known for its beautiful beaches and proximity to local shops and restaurants.

Travellers can expect many amenities in these rentals, including private swimming pools, inviting hot tubs, and outdoor entertaining spaces superb for summer gatherings. Many properties also offer fully equipped kitchens, spacious living areas, and landscaped gardens, making them ideal for families or groups seeking relaxation and leisure. 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 a variety of amenities for travellers. Many of these properties feature spacious interiors, fully equipped kitchens, and ample outdoor space, ideal for families or groups with pets. The charming neighbourhoods around Southampton provide a balance of tranquillity and convenience, with easy access to local shops and restaurants.

Additionally, the area boasts several parks and beaches where pets are welcome, such as the expansive Agawam Park, which offers walking paths and picnic areas, superb for a day out with your furry friends. Nearby, the picturesque beaches along the Atlantic coast provide opportunities for scenic walks and relaxation, making Southampton an excellent choice for those looking to enjoy a pet-friendly holiday.
Are there any remote work holiday rentals in Southampton?
In Southampton, there is a substantial selection of remote work holiday rentals available, with approximately 1,504 options to choose from. This charming coastal town offers a variety of properties that cater to the needs of remote workers. Many of these rentals provide essential amenities such as high-speed Wi-Fi, dedicated workspaces, and safe in-room features, ensuring a productive environment for those working remotely.

The town itself is known for its beautiful beaches, picturesque parks, and vibrant local culture, making it an attractive location for both work and leisure. Nearby points of interest include the Southampton Arts Centre and the stunning waterfront, where you can take breaks and enjoy the scenic views. 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 kitchens, allowing guests to prepare their own meals, and decks or patios where they can enjoy the outdoors. Many holiday rentals also feature fireplaces, adding a cosy touch, especially during cooler evenings. A private pool is a sought-after amenity for those looking to relax and cool off in the summer sun. Additionally, onsite parking is commonly available, making it convenient for travellers with vehicles.
When is the best time to visit Southampton for a holiday rental?
The peak season for visiting Southampton falls between May and July, with July being the most popular month for holiday rentals. This time of year attracts a vibrant mix of beachgoers and those looking to enjoy the charming boutiques and fine dining options that Southampton is renowned for. With temperatures typically ranging from 18 to 30 degrees Celsius, the warm weather makes it great for outdoor activities such as sunbathing, sailing, and exploring the scenic coastal trails.

During these summer months, the atmosphere is lively, creating an inviting environment for socialising and enjoying the local culture. The town's beautiful beaches, combined with a lot of events, including art fairs and outdoor concerts, offer something for everyone.

If you're seeking a more budget-friendly option, consider visiting in November. This month provides a quieter experience, allowing you to appreciate Southampton's rich history and picturesque scenery without the crowds. The autumn landscape, with its crisp air and colourful foliage, creates a serene backdrop for leisurely walks along the beach or through the charming streets.
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 enjoy a variety of attractions that highlight the area's rich history and stunning natural beauty. The charming village centre offers a mix of boutique shops, art galleries, and delightful dining options, making it a great place to explore on foot. Not far from there, the Southampton Historical Museum presents exhibits that delve into the region's past, including its whaling history and historic heritage.

For beach enthusiasts, Coopers Beach is a must-visit, renowned for its pristine sands and picturesque views of the Atlantic Ocean. The nearby Halsey House, one of the oldest buildings in the area, provides a glimpse into early American life and architecture. Additionally, the scenic Southampton Golf Club, located within lush landscapes, is ideal for those looking to enjoy a round of golf in a beautiful setting.

Nature lovers can also explore the trails at the nearby Southampton Town Nature Preserve, which features diverse ecosystems superb for hiking and birdwatching.
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 cabin or a beach house, 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 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.
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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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