Wainscott Woods holiday rentals

We found 2,005 holiday rentals — enter your dates for availability
Discover a selection of 19 homes and other holiday rentals in Wainscott Woods that are perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as a fireplace and garden. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Wainscott Woods

Showing deals for:12 Feb - 19 Feb

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

17% off
Price is AU$82,717
for 7 nights, 1 home
AU$11,817 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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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Wainscott Woods getaway

Learn about the unique charm of Wainscott Woods with a stay in a holiday home rental. This city has something for everyone. 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.

Activities and attractions in Wainscott Woods

Do you want to discover attractions to visit while you're in town? Venture out of your cosy holiday rental and experience everything that makes Wainscott Woods a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Wolffer Estates Vineyard (1.5 mi / 2.3 km)
  • LongHouse Reserve (3.4 mi / 5.5 km)
  • Duck Walk Vineyards (6.9 mi / 11.1 km)
  • Shinnecock Hills Golf Course (10.6 mi / 17.1 km)
  • Raphael Winery (12.3 mi / 19.9 km)
  • Pindar Vineyards (12.5 mi / 20 km)

Exploring the natural features in Wainscott Woods

Whether you're an adventurous traveller or just want to take in the scenery, Wainscott Woods is a great place to spend some time outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Georgica Beach (2.2 mi / 3.6 km)
  • East Hampton Main Beach (3 mi / 4.8 km)
  • The Hamptons Beaches (3.2 mi / 5.2 km)
  • LongHouse Reserve (3.4 mi / 5.5 km)
  • Indian Wells Beach (5.9 mi / 9.5 km)
  • Atlantic Avenue Beach (6.8 mi / 10.9 km)

How to get to and around Wainscott Woods

The nearest airport is in East Hampton, NY (HTO), located 0.7 mi (1.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Montauk, NY (MTP), which is 18.9 mi (30.5 km) away.

Frequently asked questions

What is the best area to stay in Wainscott Woods when booking a holiday rental?
When considering a holiday rental in Wainscott Woods, New York, the surrounding areas offer some excellent options. One particularly appealing neighbourhood is Wainscott itself, which boasts a charming blend of tranquillity and proximity to beautiful beaches. In Wainscott, you can enjoy the stunning scenery at nearby beaches like Wainscott Beach, superb for sunbathing and enjoying the coastal atmosphere. Additionally, the area is close to the iconic LongHouse Reserve, a lovely sculpture garden that showcases contemporary art amidst lush landscapes.

Another great option is East Hampton, just a short drive away. This vibrant area is known for its upscale shops, fine dining, and lively arts scene. The East Hampton Village is a delightful place to explore, with attractions such as the East Hampton Historical Society and the famous Main Beach, which is superb for a sunny day out.

In terms of holiday rentals, both Wainscott and East Hampton offer a variety of properties, ranging from quaint cottages to more luxurious homes, providing ample choices to suit different tastes and budgets.
What are the top attractions in Wainscott Woods?
In Wainscott Woods, visitors can enjoy a tranquil retreat characterised by its scenic beauty and proximity to the Hamptons. One of the standout attractions is the nearby Wainscott Beach, which offers a serene stretch of sand superb for sunbathing and swimming. The area is also close to the charming town of East Hampton, where travellers can explore boutique shops, art galleries, and fine dining options.

Nature enthusiasts can visit the nearby Long Pond Greenbelt, which features scenic trails for hiking and birdwatching. Additionally, the famous Montauk Point Lighthouse is just a short drive away, providing stunning coastal views and a glimpse into maritime history.
Are all fees included in the Wainscott Woods holiday homes prices shown on Stayz?
Stayz 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.
Are there any Wainscott Woods holiday homes with parking?
Stayz offers a wide selection of holiday homes in Wainscott Woods 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 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.
Are there any discounts for Wainscott Woods holiday homes?
You can find great discounts on holiday homes in Wainscott Woods on Stayz, 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 change or cancel my Wainscott Woods holiday home booking on Stayz?
To find Wainscott Woods holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Wainscott Woods?
A long-stay holiday home in Wainscott Woods 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Wainscott Woods holiday home?
Book your Wainscott Woods holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wainscott Woods?
Prices for holiday homes in Wainscott Woods 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Wainscott Woods to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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