Photo by Miriam Marcus

Wainscott Woods holiday rentals

We found 2,106 holiday rentals — enter your dates for availability

Discover a selection of 20 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.

Find spaces that suit your style

  • Peace of mind
    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, 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)
  • Amagansett Square (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 most popular type of holiday home accommodation in Wainscott Woods?
The most desirable types of holiday homes in Wainscott Woods are houses. Want something different? Stayz has a variety of options to match our guests’ unique requirements, so you’ll see holiday homes in lots of sizes and shapes. The ideal home away from home is waiting for you — find yours today.
How much does it cost to rent a holiday home in Wainscott Woods?
Length of stay, season and property type are among the factors that can determine the price of a holiday home. Simply enter your travel dates to find your perfect fit. From comfy cabins to expansive villas, all Stayz holiday homes provide amazing value.
How much does it cost to rent a beach house in Wainscott Woods?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Type in your Wainscott Woods travel dates to see your options on Stayz. Can’t live without a private pool? Use the filters to choose the amenities and features you need.
Are there pet-friendly holiday homes in Wainscott Woods?
Yes, there are. You’ll have a choice of 20 holiday homes that allow pets in Wainscott Woods. Many of our pet-friendly holiday homes have an area outdoors for your furry pal to play around in, special dog beds, complimentary treats and proximity to parks. Apply the “Pets allowed” filter to find your pawfect digs on Stayz.
Can I rent a house with a pool in Wainscott Woods?
Add an extra layer of fun to your holiday by staying in one of the 19 houses with a private pool in Wainscott Woods. Use our search filter to find properties with pools on Stayz, then spend your days splishing and splashing in a swimming pool that’s for your exclusive use.
What are popular home amenities in Wainscott Woods?
When it comes to home amenities that guests are looking for in Wainscott Woods, a swimming pool, a fireplace and a firepit are the most popular. With Stayz holiday homes, you’ll discover options to match your taste and style, whether you’re going on a trip with friends, family or even pets.
Are there large group holiday homes in Wainscott Woods?
Wainscott Woods has eight holiday properties that can host 10 or more people. These properties come with the space and privacy you need to enjoy good times with family and friends.
Are there holiday homes in Wainscott Woods that welcome kids?
With 20 family-friendly holiday homes to choose from in Wainscott Woods, now is a fantastic time to introduce the kids to the excitement of travel. Just click on our “Properties good for families” filter box to find stays packed with conveniences perfect for travelling families, like dining rooms, swimming pools, entertainment units and bunk beds.
Are there holiday homes with WiFi in Wainscott Woods?
Whether you’d like to keep up with the latest headlines, look over emails or update your social media, there are five holiday homes with WiFi in Wainscott Woods. Check the “WiFi” box when searching on Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Wainscott Woods?
Select your travel dates and then use the filters to look for holiday homes with ac in Wainscott Woods on Stayz. With 20 air-conditioned properties available here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Wainscott Woods?
Age restrictions can differ between properties on Stayz, so double-check the rules of the holiday home in Wainscott Woods you want to book. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Wainscott Woods for?
The length of time you can book a holiday home in Wainscott Woods varies according to the property. Just enter your preferred travel dates to view a list of options offering extended stays. With tons of amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to find someplace just right to call your home away from home in Wainscott Woods.

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