Photo by Kim Knox Beckius

Search Condos Rentals in Winsted

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Winsted Condo Rentals

Starship WeHa downtown
Smart TV

Starship WeHa downtown

10.0 out of 10, Exceptional, (2)
"Very clean space. Close to food, walking distance. Host was very responsive as well."
Starship WeHa downtown
Spacious 4-bedroom condo with AC and WiFi in Litchfield County
Outdoor dining

Spacious 4-bedroom condo with AC and WiFi in Litchfield County

Spacious 4-bedroom condo with AC and WiFi in Litchfield County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Winsted
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winsted

The Cottage at Highland Lake, year-round, waterfront with a boat dock
Beach nearby, sun loungers, beach towels

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (4)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Family House On Highland Lake with Dock
Fridge, microwave, oven, stovetop

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (24)
"Awesome location, plenty of space in the house, clean, and the host was very responsive. Will definitely stay here again when in Connecticut. "
Family House On Highland Lake with Dock
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Dining

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

9.0 out of 10, Wonderful, (12)
"Enjoyed my stay . Went to fishing spots around the area. "
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your condo in Winsted with Expedia?
Booking a condo in Winsted is as simple as clicking on your travel dates and picking a place that suits your style. On the lookout for something budget friendly or upmarket, or a stay that also includes a kitchenette? Use Expedia’s search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Winsted?
A great way to uncover cheap condos in Winsted is with Expedia’s handy filter tool. Refine your search results by amenities, budget and star rating to land unbeatable rates in a couple of clicks.