Windsor Cottages

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Cottages in Windsor

Lakeview Carriage House with Spectacular Sunset Views

East Hampton CT

With a stay at this cottage in East Hampton (Lake Pocotopaug), you'll be a 1-minute drive from Lake Pocotopaug and 7 minutes from Lake Terramuggus.

Lake Getaway at Coventry Lake! close to Uconn

Coventry CT

With a stay at this cottage in Coventry (Coventry Lake), you'll be within a 10-minute drive of University of Connecticut and J. M. Sarnik & Sons' The Old General Store.

Lakefront Tranquility/Fishermans Delight

New Hartford CT

Located in New Hartford, this cottage is on the waterfront, a 1-minute drive from Brodie Park and 7 minutes from New Hartford Free Public Library.

Waterfront Cottage at Highland Lake w/dock

Winsted CT

A stay at this cottage places you in the heart of Winsted, steps from Highland Lake and 9 minutes by foot from The Marina at Highland Lake.

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

Winchester CT

A stay at this cottage places you in the heart of Winsted, steps from Highland Lake and a 2-minute drive from The Marina at Highland Lake.

Vintage Windsor Home: Private Yard & Covered Deck

Windsor CT

With a stay at this cottage in Windsor, you'll be within a 10-minute drive of The Meadows Music Theatre and Connecticut River.

Bring Your Pet & Visit Springfield: Westfield Home

Westfield MA

With a stay at this cottage in Westfield, you'll be near the beach, just a 4-minute walk from Stanley Park and 8 minutes by foot from Westfield River.

Lakefront Granby Escape w/ Private Dock & Kayaks!

Granby CT

Located in Granby, this cottage is a 4-minute drive from Town of Granby Open Space and 6 minutes from Frederick H. Cossitt Library.

Historic Home 3 Mi to Middletown Main Street

Middletown CT

With a stay at this cottage in Middletown, you'll be within a 10-minute walk of Wadsworth Falls State Park and Wadsworth Mansion.

Updated 2 BR Cozy Cottage in lovely Longmeadow w/fenced yard & AC. 30 day min.

Longmeadow MA

With a stay at this cottage in Longmeadow, you'll be within a 15-minute drive of MGM Springfield and Six Flags New England.

Family Getaway in Bristol Near Trails & Parks!

Bristol CT

Located in Bristol, this cottage is a 5-minute drive from Farmington Miniature Golf and Ice Cream Parlor and 6 minutes from Bristol Commons Shopping Center.

Lakefront Connecticut Retreat Near Uconn

Coventry CT

With a stay at this cottage in Coventry, you'll be within a 5-minute drive of University of Connecticut and Coventry Lake.

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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.