Photo by Andrew Barney Kavesh

Village of Southampton holiday lettings

We found 1,991 holiday rentals — enter your dates for availability

Discover a selection of 129 homes and other holiday rentals in Village of Southampton that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the amenities that you need and want, including parking and a TV. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Village of Southampton

Showing deals for:10 Jul - 17 Jul

Image gallery for Everything in Hamptons special discount available for weekly and monthly renters

aerial view
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

8% off
Price is £49,750
for 7 nights, 1 home
£7,107 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters

Find spaces that suit your style

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    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Lively Village of Southampton will entice you

Enjoy the area's opera, churches and monuments with a rental holiday home in Village of Southampton. Renowned for its theatres, entertainment and beaches, this city welcomes all visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Village of Southampton

Do you want to discover things to do while you're in town? Venture out of your cosy holiday rental and experience everything that Village of Southampton has to offer. These are some of the top attractions to explore, 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 landscape of Village of Southampton

Whether you're an adventurous traveller or just want to appreciate the scenery, Village of Southampton is a great spot to appreciate mother nature. These are some of the area's most eye-catching sights, 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)
  • Ponquogue Beach (6.5 mi / 10.4 km)
  • Tiana Beach (7 mi / 11.2 km)
  • Foster Memorial Town Beach (8.5 mi / 13.7 km)

Transport options to and around Village of 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 could also fly into Westhampton, NY (FOK-Francis S. Gabreski), which is 13.5 mi (21.7 km) away.

If you prefer train travel, you can make your way to Southampton Station.

Frequently asked questions

What is the best area to stay in Village Of Southampton when booking a holiday rental?
When considering a holiday rental in the Village of Southampton, a delightful area to stay is the historic district. This charming neighbourhood boasts an enchanting blend of beautiful architecture and lush landscapes, making it an appealing choice for visitors. You'll find numerous properties available here, ranging from quaint cottages to luxurious homes, each contributing to the area's picturesque atmosphere.

A highlight of staying in this area is the proximity to Southampton's stunning beaches, particularly the renowned Coopers Beach, which is superb for sunbathing and enjoying the seaside. Additionally, you can explore the fascinating Southampton Historical Museum, which offers insight into the town's rich heritage. The historic district also provides easy access to various boutique shops and exquisite dining options, ensuring you have everything you need for a memorable holiday.
How much does it cost to rent a holiday home in Village Of Southampton?
Prices for holiday rentals in Village Of 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 Village Of 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 Village Of Southampton holiday house rentals?
You can find great discounts on house rentals in Village Of 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.
Can I find long-stay holiday rentals in Village Of Southampton?
A long-stay holiday rental in Village Of 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 any Village Of Southampton holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Village Of 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.
How early should I book a Village Of Southampton holiday rental?
Book your Village Of 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 Village Of Southampton?
In the Village of Southampton, visitors can enjoy a variety of attractions that showcase the area's rich history and natural beauty. The Southampton Village Historic District features charming streets lined with 19th-century buildings, boutique shops, and art galleries, providing a pleasant atmosphere for leisurely strolls. The iconic Southampton Cultural Centre hosts a range of events and exhibitions, making it a hub for local arts and culture.

The nearby Cooper's Beach is known for its stunning ocean views and soft sands, great for sunbathing and swimming during the warmer months. For those interested in history, the Southampton History Museum offers insights into the village's past, including the fascinating Shinnecock Nation exhibit.

In addition, the area boasts various parks, such as Agawam Park, which is ideal for picnics and outdoor activities.
Can I change or cancel my Village Of Southampton home rental booking on Vrbo?
To find Village Of 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 Village Of 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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