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Wainscott Woods holiday lettings

We found 2,095 holiday rentals — enter your dates for availability

Discover a selection of 18 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:14 Nov - 21 Nov
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Find out more about Wainscott Woods

Find out more about Wainscott Woods

Why visit Wainscott Woods

  • Stunning beaches: Enjoy the pristine, sandy beaches perfect for sunbathing and water activities.
  • Historic attractions: Discover fascinating museums and historic buildings that highlight the area's rich heritage.
  • Outdoor adventures: Engage in a variety of outdoor pursuits, from hiking in the woods to skiing in the winter.
  • Charming village atmosphere: Experience the family-friendly vibe of nearby Wainscott village with its quaint shops and eateries.
  • Diverse accommodation: Choose from charming holiday homes, cosy cottages, and modern condos for a memorable stay.

Popular types of accommodation in Wainscott Woods

If you're considering a getaway in Wainscott Woods, rest assured we have an array of delightful options for you. The most sought-after types of accommodation include charming houses, cosy cottages, and modern condos. Whether you're looking for a relaxing stay or a holiday rental that suits your needs, Wainscott Woods offers a variety of resorts and vacation rentals to ensure a memorable experience.

  • Houses: The top choice for visitors in Wainscott Woods, offering spacious and comfortable stays ideal for families, friends, or couples.
  • Cottages: A charming option for those seeking a quaint and cosy retreat amidst nature, perfect for a peaceful getaway.
  • Condos: A popular selection for those wanting modern amenities and convenient locations, ideal for short or extended stays.
  • Apartments: An excellent choice for travellers looking for self-catering options with easy access to local attractions.
  • Villas: A luxurious accommodation type for those seeking privacy and upscale living in picturesque surroundings.**

Top attractions near Wainscott Woods

Wainscott Woods offers an array of activities for those seeking adventure, relaxation, or cultural experiences. Popular attractions include beautiful beaches, historic buildings, and fascinating museums that showcase the area's rich history. Whether you're keen on outdoor pursuits or simply soaking up the local culture, Wainscott Woods has something to suit every traveller's interests.

  • East Hampton Main Beach: A stunning sandy beach located 1.9km from Wainscott Woods, offering a quintessential beach vibe perfect for sunbathing, swimming, and enjoying the ocean breeze.
  • Sag Harbor Marine Park: Situated 2.5km away, this vibrant marina provides adventure seekers with opportunities for boating, kayaking, and exploring the beautiful coastal scenery.
  • The Jewish Center of the Hamptons: Located 1.9km from Wainscott Woods, this synagogue is a cultural hub, showcasing the rich Jewish heritage of the area through events and community engagement.

Things to do recommended for couples

For a romantic getaway in Wainscott Woods, indulge in wine tasting at Wolffer Estates or SagPond Vineyards, both 1.6km away. For a lovely dining experience, head to Indian Wells Beach, 3.7km distant, where you can enjoy a charming atmosphere perfect for couples.

Things to do recommended for families

Families can explore the serene Cedar Point County Park, located 3.7km from Wainscott Woods, perfect for relaxation. Alternatively, the tranquil Kaplan Meadows Sanctuary, situated 5.0km away, offers a peaceful retreat amidst nature for a delightful family experience.

Things to do recommended for groups

Discover the vibrant culture at Guild Hall, just 1.9km from Wainscott Woods, or indulge in a shopping spree at Victoria's Secret. For those seeking outdoor fun, the Sag Harbor State Golf Course offers a fantastic sporting experience, also located 1.9km away.

What do I need to keep in mind when booking a vacation in 'Wainscott Woods

If you’re travelling with a group, family, or pets, or if you're seeking longer stays, be sure to apply the appropriate filters according to your priorities. Here are some helpful tips for booking with Vrbo.

  • Traveling to Wainscott Woods with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can refine your search for all of these options, and much more, on Vrbo.
  • Traveling to Wainscott Woods with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Wainscott Woods: For many, a family holiday wouldn’t be the same without their furry companion joining in. 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 comfortable and at home.
  • Planning for a long term stay visiting Wainscott Woods: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Wainscott Woods

Wainscott Woods, a charming village in New York, offers a delightful blend of adventure and relaxation. Explore the nearby Wainscott village for a family-friendly atmosphere or enjoy the luxury of peaceful woods. Whether you're seeking thrilling ski experiences or tranquil beach vacations, this region caters to all tastes. Don't miss the beautiful scenery and excursions that showcase the wonderful essence of Wainscott – perfect for budget-conscious travellers and those looking to unwind.

  • Hamptons: Located approximately 3.1km from Wainscott Woods, the Hamptons is a renowned coastal haven famous for its stunning beaches and luxurious lifestyle. This area is perfect for those seeking a romantic escape or outdoor activities. Visitors can enjoy a round of golf at one of the area’s prestigious courses, attend live music concerts, or unwind at a charming resort. The local attractions, including pristine beaches and picturesque lakes, provide a serene backdrop for relaxation and adventure alike.
  • East Hampton: Situated around 2.5km from Wainscott Woods, East Hampton is a vibrant town that offers an array of outdoor pursuits and beautiful beach experiences. Ideal for a romantic getaway, East Hampton features ski fields in the winter and recreational areas for summer fun. The town's lovely parks and family-friendly beaches make it a delightful destination for visitors of all ages. Explore the local attractions that highlight the natural beauty and charm of this picturesque location.
  • Sag Harbor: Also located roughly 2.5km from Wainscott Woods, Sag Harbor is a quaint yet lively city that draws tourists for its outdoor activities and stunning beaches. Visitors can engage in various activities, including golfing or skiing, depending on the season. The town boasts beautiful beaches and parks, making it an ideal spot for families and couples alike. The charming streets and local shops add to the allure, providing a perfect blend of relaxation and exploration.

Best time to go to Wainscott Woods

If you're planning a trip to Wainscott Woods, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyLowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyLowModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides an excellent platform for you to plan new adventures, keep your arrangements on track, or manage your existing bookings. The properties you've saved or reserved are conveniently 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.

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)
  • Noyac Golf Club (6.4 mi / 10.2 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)

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)
  • Egypt Beach (4.3 mi / 6.9 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, the best area to stay in is near the heart of the neighbourhood, which offers a charming blend of tranquillity and accessibility. This area is particularly appealing for those who wish to enjoy a peaceful retreat while being just a stone's throw away from the vibrant attractions of the Hamptons.

One of the standout features of this location is its proximity to the stunning beaches of Wainscott. The nearby Wainscott Beach is great for sunbathing, swimming, or simply enjoying a leisurely stroll along the shore. Additionally, the Wainscott Farmers Market is a delightful spot to explore local produce and artisanal goods, making it a must-visit for food enthusiasts.
How much does it cost to rent a holiday home in Wainscott Woods?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Wainscott Woods 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 Wainscott Woods holiday house rentals?
You can find great discounts on house rentals in Wainscott Woods 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 Wainscott Woods?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Wainscott Woods holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 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 Wainscott Woods?
In Wainscott Woods, the holiday rental scene does not highlight any popular amenities. The area is known for its tranquil environment, making it suitable for those seeking a peaceful getaway. However, specific amenities in rentals are not prominently featured, leaving potential visitors to explore various property options that may cater to their preferences for comfort and convenience.
How early should I book a Wainscott Woods holiday rental?
Book your Wainscott Woods 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.
Can I change or cancel my Wainscott Woods home rental booking on Vrbo?
To find Wainscott Woods 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 Wainscott Woods 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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