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Wainscott vacation rentals

We found 2,175 vacation rentals — enter your dates for availability

Discover a selection of 37 homes and other vacation rentals in Wainscott that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you need and want for your stay, such as WiFi and cable TV. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

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Find out more about Wainscott

Find out more about Wainscott

Why visit Wainscott

  1. Beautiful Beaches: Enjoy the stunning sandy shores and crystal-clear waters, perfect for relaxation and water activities.
  2. Outdoor Adventures: Engage in hiking, biking, and exploring the scenic landscapes that surround Wainscott.
  3. Charming Neighborhoods: Stroll through picturesque streets filled with quaint shops and historic buildings.
  4. Nearby Attractions: Visit East Hampton for upscale dining, shopping, and vibrant art scenes.
  5. Diverse Accommodations: Choose from private homes, cozy cottages, and modern apartments to suit any traveler’s needs.

Popular types of accommodation in Wainscott

Planning a getaway to Wainscott? You’re in for a treat! This charming destination offers a variety of vacation rentals, including houses, cozy cottages, and modern apartments. Whether you’re searching for homes for rent, townhouse rentals, or spacious houses for rent, Wainscott has something to suit every traveler’s needs. Explore your options and enjoy a memorable stay in this picturesque locale!

  • Houses: The top choice for visitors, offering spacious and personalized accommodations perfect for families or groups.
  • Cottages: A charming option, these cozy retreats provide a quaint atmosphere for a relaxing getaway.
  • Apartments: Ideal for those seeking convenience, these rentals offer a home-like setting with essential amenities.
  • Condos: A popular choice for travelers looking for modern comforts and shared facilities in a vibrant community.
  • Villas: Luxurious and spacious, villas provide an upscale experience for those wanting extra privacy and comfort.**

Top attractions near Wainscott

Wainscott, New York, is an ideal destination for beach lovers and outdoor enthusiasts seeking a romantic getaway. This charming locale offers a rich blend of attractions, including beautiful beaches, fascinating historic buildings, and engaging museums. Whether you're exploring the local culture or enjoying the scenic outdoors, Wainscott promises a memorable vacation experience for couples, families, and solo travelers alike.

  1. East Hampton Main Beach: A stunning sandy shoreline that offers a quintessential beach experience with sunbathing, swimming, and picturesque sunsets, perfect for relaxation and fun in the sun.
  2. The Jewish Center of the Hamptons: A vibrant community hub that showcases rich cultural traditions through services, educational programs, and events, fostering a welcoming atmosphere for all visitors.
  3. Sag Harbor Marine Park: An exciting marina featuring outdoor activities like kayaking and fishing, surrounded by beautiful scenery, ideal for adventure seekers and nature lovers.

Things to do recommended for couples

Experience romance in Wainscott with a visit to Wolffer Estates Vineyard, just 2 miles away, for delightful wines and entertainment. Enjoy a scenic day at Indian Wells Beach, 6 miles from Wainscott, ideal for couples. Don’t miss SagPond Vineyards, also 2 miles away, for a charming winery experience.

Things to do recommended for families

Your family can unwind at Cedar Point County Park, just 7 miles from Wainscott, with its serene atmosphere. Alternatively, explore the tranquil Kaplan Meadows Sanctuary, located 9 miles away, perfect for reconnecting with nature and enjoying peaceful moments together.

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

When you're planning a trip—whether with friends, family, pets, or for an extended stay—it's essential to prioritize your needs while filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Wainscott with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Wainscott with young kids: Traveling with young kids can be tough. It's important to prioritize 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 family-friendly attractions.
  • Taking your pets with you to Wainscott: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Wainscott: If you're in search of vacation rentals that offer discounts 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 rentals. Don't forget to include additional preferences in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Wainscott

Wainscott, New York, offers an enchanting blend of beach relaxation and outdoor adventures, perfect for romantic getaways or family-friendly vacations. Explore the nearby East Hampton for a taste of luxury and vibrant art scenes. With a high walk score, the area invites leisurely strolls through picturesque neighborhoods, ensuring memorable excursions and scenic views. Embrace the charm of this coastal gem as you create lasting memories in the heart of the Hamptons.

  • East Hampton: East Hampton is a charming city located 4 miles from Wainscott, renowned for its stunning beaches and outdoor activities. Visitors are drawn to the area's romantic ambiance and recreational opportunities, including beautiful parks and family-friendly beaches. The scenic coastline invites travelers to indulge in sunbathing, swimming, and beach walks. With a variety of local dining options and boutique shopping experiences, East Hampton offers a delightful blend of relaxation and leisure, making it an ideal stop for anyone looking to enjoy the Hamptons' coastal charm.
  • Sag Harbor: Situated 5 miles from Wainscott, Sag Harbor is a historic village that captivates visitors with its maritime heritage and vibrant arts scene. This picturesque city is perfect for outdoor enthusiasts, offering access to beautiful beaches and lush parks. The romantic setting, complete with quaint shops and waterfront dining, makes it a fantastic spot for couples. Adventurers can enjoy golf courses and nearby ski fields, while the rich history of the area is showcased in its charming architecture and galleries, ensuring a memorable experience for all.
  • Southampton: Located 8 miles from Wainscott, Southampton is synonymous with classic East Coast luxury. This city boasts pristine beaches and stunning natural landscapes, providing a perfect backdrop for outdoor adventures. Visitors can enjoy activities ranging from golfing to exploring serene lakes and family-friendly beaches. The vibrant downtown area features upscale dining, shopping, and cultural events, making it a great destination for those looking for a romantic getaway or a fun family excursion. Southampton’s blend of natural beauty and sophistication makes it a must-visit on your vacation.

Best time to go to Wainscott

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyHighAverage
May55.8°F (13.2°C)Light RainMostly SunnyHighAverage
June64.9°F (18.3°C)Light RainMostly SunnyAverageModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyAverageModerately 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 SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the organizer certainly has its benefits! Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on eligible stays. Sign up today and begin your journey to savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides you with a convenient space to plan new trips, manage your existing arrangements, or review and organize your bookings. Your saved or reserved properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to tranquil Wainscott

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Wainscott. This relaxing city allures visitors with its bars and coffeehouses. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Wainscott

Do you want to find attractions to see in the area? Venture out of your cozy vacation rental and check out everything that makes Wainscott a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Wolffer Estates Vineyard (1.9 mi / 3 km)
  • LongHouse Reserve (3.9 mi / 6.3 km)
  • Duck Walk Vineyards (6.9 mi / 11.1 km)
  • Noyac Golf Club (7.2 mi / 11.5 km)
  • Shinnecock Hills Golf Course (10.7 mi / 17.2 km)
  • Raphael Winery (13.2 mi / 21.3 km)

Exploring the natural landscape of Wainscott

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

  • Georgica Beach (1.4 mi / 2.3 km)
  • East Hampton Main Beach (2.6 mi / 4.1 km)
  • The Hamptons Beaches (3.2 mi / 5.1 km)
  • LongHouse Reserve (3.9 mi / 6.3 km)
  • Egypt Beach (4 mi / 6.4 km)
  • Atlantic Avenue Beach (6.6 mi / 10.7 km)

Seasonal weather in Wainscott

If you're planning a vacation around the weather, August, July, September and June are the hottest months to visit, when temperatures average 70°F.

Transportation options to and around Wainscott

The nearest airport is in East Hampton, NY (HTO), located 1.7 mi (2.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Montauk, NY (MTP), which is 19 mi (30.7 km) away.

Frequently asked questions

What is the best area to stay in Wainscott when booking a vacation rental?
When considering a vacation rental in Wainscott, New York, a popular area to stay is near the Wainscott Beach neighborhood. This scenic spot offers easy access to the beautiful sandy shores, great for sunbathing, swimming, and enjoying picturesque sunsets. Additionally, being close to the beach provides a relaxed atmosphere that many visitors seek when vacationing in the Hamptons.

Another appealing area is the vicinity of the Wainscott Farmers Market, which typically features a delightful array of local produce, artisanal goods, and specialty items. This market is not only a great place to pick up fresh ingredients for a home-cooked meal but also serves as a gathering spot to experience the local community vibe.

Wainscott offers a diverse selection of vacation rentals, with numerous properties available in both the beach area and near the farmers market. This variety means you can easily find accommodations that suit your preferences, whether you're looking for a cozy cottage or a larger family home.
How much does it cost to rent a vacation home in Wainscott?
Prices for vacation rentals in Wainscott 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 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 vacation house rentals?
You can find great discounts on house rentals in Wainscott 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 Wainscott?
For renting a beach house in Wainscott, New York, travelers should explore the picturesque coastal areas surrounding this charming hamlet in the Hamptons. The stretch along Wainscott Beach is particularly desirable, offering access to beautiful sandy shores and stunning ocean views. Many rental properties in this area come equipped with amenities such as spacious outdoor decks, private pools, and direct beach access, superb for families or groups looking to enjoy a seaside retreat.

Additionally, the nearby Georgica Beach area, just a short drive away, provides further options for beach house rentals. Here, you can find properties with features like outdoor showers, gourmet kitchens, and expansive living areas that flow seamlessly to outdoor spaces, ideal for entertaining or relaxing after a day in the sun.

Wainscott also boasts proximity to popular points of interest, such as local farms and vineyards, where visitors can indulge in fresh produce and local wines. Find your rental near the beach in Wainscott.
What is the most popular type of vacation rental accomodation in Wainscott?
In Wainscott, vacation houses are the most popular type of accommodation, with around 28 available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, and amenities such as fully equipped kitchens, outdoor patios, and private gardens, providing an ideal setting for families or groups looking to enjoy a relaxing getaway. Additionally, there are several charming cottages that offer a cozier atmosphere, often located in quieter parts of Wainscott, great for those seeking a more intimate and peaceful retreat.
Are there any family house rentals in Wainscott?
In Wainscott, New York, there are numerous family-friendly vacation rentals available, with around 21 options to choose from. This charming area, known for its beautiful beaches and proximity to Sag Harbor, offers properties that cater well to families. Many homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play and explore.

Visitors will appreciate the comfort of amenities such as air conditioning and Wi-Fi, ensuring a pleasant stay. Additionally, Wainscott is just a short drive from local attractions, including the scenic beaches of the Hamptons and the vibrant culture of nearby East Hampton. Families can enjoy outdoor activities like biking or visiting local farms, making it an ideal destination for a memorable family getaway.
Can I rent a vacation home with a pool or hot tub in Wainscott?
In Wainscott, there are plenty of vacation homes available for rent that come with pools or hot tubs, with around 30 options to choose from. This charming area in the Hamptons offers a mix of serene beachside living and access to local attractions. Many of these properties feature private pools, hot tubs, and spacious outdoor areas great for entertaining or relaxing in the sun. Travelers can also expect amenities such as fully equipped kitchens, multiple bedrooms, and comfortable living spaces, ensuring a pleasant stay for families or groups. Find your rental in Wainscott with a pool or a hot tub.
Can I find long-stay vacation rentals in Wainscott?
A long-stay vacation rental in Wainscott is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Wainscott?
In Wainscott, there are several pet-friendly house rentals available, making it an excellent choice for travelers with furry companions. Many of these vacation homes feature amenities such as spacious backyards, outdoor patios, and fully equipped kitchens, ideal for families or groups. The properties often have modern furnishings and comfortable living areas, providing a friendly setting after a day of exploring the area.

Wainscott is conveniently located near beautiful beaches, such as Wainscott Beach, where you can enjoy sandy shores and scenic views. The nearby town of East Hampton offers additional attractions, including parks and pet-friendly cafes, ideal for those traveling with pets.
Are there any remote work vacation rentals in Wainscott?
In Wainscott, New York, there are numerous vacation rentals suitable for remote work, with about 28 options available. This charming community, located near the Hamptons, offers a tranquil atmosphere great for productivity. Many of these properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated office spaces, and comfortable desks with chairs. Some rentals also feature additional perks like computer monitors and laptop workspaces to enhance your work-from-home experience.

The area is not only conducive to work but also offers easy access to beautiful beaches and local attractions. Travelers can enjoy nearby points of interest, such as the Wainscott Pond and the scenic coastline, providing opportunities to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wainscott vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Wainscott with parking available—perfect for families or travelers 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?
In Wainscott, popular vacation rental amenities cater to travelers seeking comfort and convenience. Many properties feature a private pool, allowing guests to relax and enjoy the outdoors in a secluded setting. Kitchens are standard, enabling visitors to prepare meals at their leisure, often equipped with modern appliances, including blenders for smoothies or cocktails. High-speed WiFi is commonly available, ensuring that guests can stay connected during their stay. Additionally, some rentals offer heated pools, enhancing the swimming experience even in cooler weather.
When is the best time to visit Wainscott for a vacation rental?
April marks the beginning of the peak season in Wainscott, drawing travelers who are eager to experience the charm of this picturesque coastal community. From April to June, the area buzzes with activity as visitors flock to enjoy the beautiful beaches, scenic trails, and vibrant local culture. This time of year is great for outdoor enthusiasts, with pleasant temperatures typically ranging from the mid-40s to mid-70s Fahrenheit, allowing for comfortable exploration and leisurely beach strolls.

April is particularly appealing for those seeking a blend of tranquility and early spring beauty. The landscape comes alive with blooming flowers, and the mild climate invites visitors to partake in activities such as biking along the coast or exploring nearby nature preserves. This month also provides an excellent opportunity to visit local farmers' markets, where you can indulge in fresh produce and artisanal goods.

For travelers looking to save a bit while still enjoying Wainscott's charm, December is the low season. While the weather can be cooler, with temperatures dipping into the 30s and 40s Fahrenheit, the serene atmosphere allows for a peaceful retreat, ideal for cozying up in a vacation rental.

Ultimately, the best time to visit Wainscott depends on your preferences for vibrant summer activity or the quiet charm of winter.
How early should I book a Wainscott vacation rental?
Book your Wainscott vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Wainscott?
In Wainscott, visitors can enjoy a blend of natural beauty and local charm. One of the main attractions is the nearby Wainscott Beach, offering a serene spot for swimming and sunbathing. The area is also known for its proximity to the scenic Long Island Wine Country, where travelers can explore vineyards and partake in tastings.

For those interested in art and culture, the nearby towns of East Hampton and Sag Harbor feature galleries, boutique shops, and historical sites. The East Hampton Village, with its beautiful architecture and vibrant downtown, is just a short drive away, providing ample dining and shopping options.

Outdoor enthusiasts will appreciate the surrounding nature reserves and trails, great for hiking or biking.
Can I change or cancel my Wainscott home rental booking on Vrbo?
To find Wainscott vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy 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 vacation 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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