Photo by Kim Knox Beckius

Winsted vacation rentals

We found 61 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 7 homes and other vacation rentals in Winsted that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the amenities you expect and more, such as WiFi and cable TV. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

Houses

Houses
  • 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, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a vacation rental for your Winsted getaway

Learn about the unique charm of Winsted with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Winsted

Do you want to find attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that makes Winsted a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Ski Sundown (6.6 mi / 10.6 km)
  • Connecticut Valley Winery (6.9 mi / 11.1 km)
  • Mohawk Mountain Ski Area (14.2 mi / 22.9 km)
  • Talcott Mountain State Park (15.1 mi / 24.3 km)
  • Harney and Sons Tea Tasting Room (19 mi / 30.5 km)
  • Otis Ridge (19.1 mi / 30.7 km)

Exploring the natural features in Winsted

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Winsted. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Highland Lake (2.2 mi / 3.5 km)
  • Satan's Kingdom State Recreation Area (6.8 mi / 11 km)
  • Woodridge Lake (12.7 mi / 20.4 km)
  • Litchfield Town Green (13.8 mi / 22.1 km)
  • Mohawk Mountain State Forest (13.9 mi / 22.4 km)
  • Farmington River (14.6 mi / 23.4 km)

Transportation to and around Winsted

The nearest airport is in Bradley Intl. Airport (BDL), located 19.3 mi (31 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away.

Frequently asked questions

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

Houses are the most popular kind of vacation rental in Winsted, according to our data. Even if you've got a different idea in mind, Vrbo has properties in a variety of sizes and shapes. Look over our options to find your perfect match.

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

Length of stay, property type and season are some of the things that can determine the price of a vacation home. Simply click on your dates of travel to find your ideal match. From comfy cabins to sprawling luxury villas, all Vrbo vacation rentals offer incredible value.

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

The average price for a vacation rental near the beach in Winsted depends on when you're traveling and the size and type of property you're searching for. Find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use our handy filter tool to pick the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.

Are there pet-friendly vacation rentals in Winsted?

Yes, there are. You'll have a choice of eight vacation homes that roll out the welcome mat in Winsted on Vrbo. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where your puppy can get in on the fun.

What are popular rental amenities in Winsted?

Some of the most popular rental amenities people search for in Winsted are a garden, a lake view and a barbecue grill. Whether you're on a trip with family, pals or even pets, Vrbo vacation homes feature the best amenities for starting a new adventure with the people you cherish the most.

Are there large group vacation rentals in Winsted?

Take your pick of six Vrbo properties in Winsted that can sleep five or more people. You'll get all the privacy and space you need to relax with your favorite people — and nobody else.

Are there vacation rentals in Winsted that welcome kids?

Gather your entire family for an epic adventure in Winsted at one of our eight family-friendly vacation homes. These stays offer conveniences that are ideal for trips with youngsters, including laundries, living rooms and pools. Just check the "Properties good for families" filter box and select your favorite.

What are the top attractions for families in Winsted?

Keeping the kids occupied during your vacation in Winsted is a snap with these fabulous family-friendly attractions:

  • Winchester Historical Society
  • Laurel Lanes
  • Highland Lake

Can I find two-bedroom vacation rentals in Winsted?

Winsted has three two-bedroom properties for you to pick from. Go for a vacation home with all the space and privacy you're looking for at a price that won't break the bank on Vrbo.

Are there vacation rentals with WiFi in Winsted?

You'll have a choice of six vacation rentals with WiFi in Winsted. If you'd like to disconnect from daily life while on vacation, but still want to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

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

Winsted has eight vacation rentals where you'll be able to kick back in air-conditioned comfort. To book a property on Vrbo featuring this perk, enter your travel dates and use the handy filters to select the "air conditioning" box.

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

You'll need to check with the Winsted vacation property you're considering on Vrbo as the minimum age varies. However, it's typically 16, 18 or 21.