Search Winchester Cottage Rentals from CA $206
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Browse Select Winchester Cottages

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (35)

Private Island - Largest Fresh Water Reservoir in Mass....
Private Island - Largest Fresh Water Reservoir in Mass....
9.0 out of 10, Wonderful, (7)

Idillic summer getaway in Litchfield Hills, CT.
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (13)

Summer Lake Cottage, private beach, Berkshire Hills, small village
Summer Lake Cottage, private beach, Berkshire Hills, small village
9.4 out of 10, Exceptional, (81)

Cozy 2-bedroom Cottage with Access to Bantam Lake
Cozy 2-bedroom Cottage with Access to Bantam Lake
9.6 out of 10, Exceptional, (18)

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
9.0 out of 10, Wonderful, (40)

East Otis Vacation Rental w/ Private Deck & BBQ!
East Otis Vacation Rental w/ Private Deck & BBQ!
9.6 out of 10, Exceptional, (10)

Lakefront Tranquility/Fishermans Delight
Lakefront Tranquility/Fishermans Delight
9.8 out of 10, Exceptional, (19)
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.
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Top Winchester Hotel Reviews

Delamar West Hartford
10/10 Excellent
Find out more about Winchester
Find out more about Winchester
Winchester Cottages information
Number of reviews | 450 |
---|---|
Accommodation | 78 Cottages |
Lowest Price | CA $206 |
Highest Price | CA $275 |
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