A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

Winsted cottage rentals

We found 13 cottage rentals — enter your dates for availability

Explore Winsted cottage rentals

Image of Our Cottage - Small in size, Big in character, On beautiful Highland Lake

Premier Host

Our Cottage - Small in size, Big in character, On beautiful Highland Lake

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Waterfront Cottage at Highland Lake w/dock

Waterfront Cottage at Highland Lake w/dock

Sleeps 6 · 2+ bathrooms

Image of Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat

Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat

Sleeps 5 · 2 bedrooms · 2 bathrooms

Image of Lakefront Tranquility/Fishermans Delight

Premier Host

Lakefront Tranquility/Fishermans Delight

Sleeps 6 · 2 bedrooms · 1+ bathroom

Image of Charming 2-bedroom cottage with AC and WiFi in welcoming New Hartford

Charming 2-bedroom cottage with AC and WiFi in welcoming New Hartford

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Relax And Enjoy A Fun Getaway At The Bacchus Cottage!

Relax And Enjoy A Fun Getaway At The Bacchus Cottage!

Sleeps 5 · 2 bedrooms · 1 bathroom

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