Discover a selection of 22 vacation rentals in Winsted, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $116 per night, and houses and cabins are popular options for a stay in Winsted. Either way, you'll find a rental for everyone's needs.
Destination guide

Book 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. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in Winsted

Are you looking for attractions to see in the city? Venture out of your cozy vacation rental and experience everything that Winsted has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Jerram Winery (4.3 mi / 6.9 km)
  • Connecticut Valley Winery (4.3 mi / 7 km)
  • Ski Sundown (6.6 mi / 10.6 km)
  • Action Wildlife Foundation (7 mi / 11.2 km)
  • Sunset Meadow Vineyards (9.3 mi / 15 km)
  • Miranda Vineyard (10.3 mi / 16.5 km)
Natural features

Exploring the natural landscape of Winsted

Whether you're looking for adventure or just want to take in the scenery, Winsted is a great place to spend some time outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Burr Pond State Park (1.1 mi / 1.7 km)
  • Satan's Kingdom State Recreation Area (6.3 mi / 10.1 km)
  • Harwinton Conservation and Recreation Area (7.8 mi / 12.6 km)
  • Buckingham Road Recreation Area (10.6 mi / 17.1 km)
  • Haystack Mountain State Park (10.8 mi / 17.4 km)
  • Countryside Park (10.9 mi / 17.6 km)
How to get there

Traveling to and around Winsted

The nearest airport is in Hartford, CT (BDL-Bradley Intl.), located 20.3 mi (32.7 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Hartford, CT (HFD-Hartford - Brainard), which is 23.9 mi (38.5 km) away.

How many vacation rentals are available around Winsted, CT?

Our 2021 property listings offer a large selection of 22 vacation rentals around Winsted. From 20 house rentals to 6 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Winsted?

Yes, of course. Vrbo has 20 Houses in Winsted. Our other popular types of vacation rentals in Winsted include:

  • Cabins: 6 rentals available
  • Cottages: 6 rentals available
  • Bungalows: 6 rentals available

Can I find a vacation rental with pool in Winsted?

Yes, you can select your preferred vacation rental with pool among our 4 vacation rentals with pool available in Winsted. Please use our search bar to access the selection of vacation rentals available.