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

Winsted country houses

We found 40 country houses — enter your dates for availability

Explore Winsted mansion rentals

Image of Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air

Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air

Sleeps 7 · 3 bedrooms · 2 bathrooms

Image of Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Sleeps 14 · 5 bedrooms · 3+ bathrooms

Image of Charming 2-bedroom apartment with AC, WiFi LAKE VIEWS!

Charming 2-bedroom apartment with AC, WiFi LAKE VIEWS!

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Premier Host

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Sleeps 3 · 1 bedroom · 1 bathroom

Image of Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets

Premier Host

Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Lakefront Escape on Highland

Lakefront Escape on Highland

Sleeps 14 · 5 bedrooms · 4 bathrooms

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Enjoy full kitchens, laundry, pools, gardens and more
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More space, more privacy, more amenities — more value