Photo by Anna Arsenault

Wingdale vacation rentals

We found 215 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from vacation rentals in Wingdale to find one that's perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the amenities you need and want, such as WiFi and cable TV. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Book a vacation rental for your Wingdale getaway

Learn about the unique charm of Wingdale with a stay in a private vacation home. There's no shortage of things to see and do in the area.A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Wingdale

Are you searching for attractions to see during your stay? Venture out of your cozy vacation rental and check out everything that makes Wingdale a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Thunder Ridge Ski Resort (9.6 mi / 15.5 km)
  • Millbrook Vineyards and Winery (14.7 mi / 23.7 km)
  • Mohawk Mountain Ski Area (18.6 mi / 29.9 km)
  • SplashDown Beach (18.7 mi / 30.2 km)
  • Beekman Golf Course (11.4 mi / 18.3 km)
  • Hopkins Vineyard (11.7 mi / 18.9 km)

Exploring the natural features in Wingdale

Whether you're an active traveler or just want to take in the scenery, Wingdale is a great place to get outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Squantz Pond State Park (10.5 mi / 16.9 km)
  • Lake Waramaug (11.3 mi / 18.2 km)
  • Kent Falls State Park (11.8 mi / 19 km)
  • Candlewood Lake (12.1 mi / 19.6 km)
  • Steep Rock Preserve (12.6 mi / 20.4 km)
  • Clarence Fahnestock State Park (18.2 mi / 29.3 km)

How to get to and around Wingdale

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 19.4 mi (31.2 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Oxford, CT (OXC-Waterbury - Oxford), which is 25 mi (40.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Wingdale?

The most sought-after types of vacation rentals in Wingdale are cabins. Looking for something different? Vrbo has a variety of options to match our guests' unique requirements, so you'll see properties in all shapes and sizes. The ideal fit is ready and waiting for you — grab yours today.

How much does it cost to rent a vacation rental in Wingdale?

Property type, season and length of stay are some things that can influence the price of a vacation home. Simply click on your travel dates to find your ideal escape. From quaint country cottages to expansive villas, all Vrbo vacation rentals provide unbeatable value.

How much does it cost to rent a beach house in Wingdale?

The average price for a vacation home close to the beach in Wingdale will depend on when you're going and the type and size of property you're looking for. You can find prices quickly and easily on Vrbo by entering your destination and preferred travel dates. Then use the handy filters to pick the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.

Are there pet-friendly vacation rentals in Wingdale?

Pack a suitcase and a bone for your pooch because Wingdale has four vacation rentals that put out the welcome mat to pets. Let your furriest pal enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check the "Pets allowed" filter box.

What are popular rental amenities in Wingdale?

When it comes to rental amenities that people are searching for in Wingdale, a beach view, a firepit and a garden are at the top of the list. With Vrbo vacation homes, there are options to fit your taste and style, whether you're vacationing with your partner, your friends or even pets.

Are there large group vacation rentals in Wingdale?

Yes, you can pick from one of two vacation homes in Wingdale that can host a group of five or more guests. From family trips to special occasions, these stays have ample space to spend time with the people you love.

Are there vacation rentals in Wingdale that welcome kids?

Gather the whole crew for the adventure of a lifetime in Wingdale at one of our four family-friendly vacation rentals. Lots of these stays come with conveniences that are perfect for trips with children, including kitchens, extra bedrooms and patios. Just click on the "Properties good for families" filter box and select your favorite.

Are there vacation rentals with WiFi in Wingdale?

Wingdale has four vacation rentals with WiFi, so you can stay connected while you're traveling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to writing and sending emails, these Vrbo homes will keep you online.

How can I find vacation rentals with air conditioning in Wingdale?

Wingdale has three vacation rentals where you'll be able to unwind in air-conditioned comfort. To book a property on Vrbo that has this amenity, enter your desired travel dates and use the filters to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Wingdale?

The minimum required age is generally 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your preferred Wingdale stay before booking your escape.

How long can I rent a vacation rental in Wingdale for?

The amount of time you can stay in a Wingdale vacation rental for depends on each property. Simply tap in your travel dates to see available options that offer extended stays. They include the things you need to make your extended vacation more comfortable and convenient, like kitchens and yards. Some vacation rentals may also offer discounted weekly or monthly prices, so you can stay even longer for less.

More Vacation Rentals ideas

People also search for