Windsor Cottages

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Cottages in Windsor

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

Winsted CT

With a stay at this cottage in Winsted, you'll be on the waterfront, just a 1-minute walk from Highland Lake and 9 minutes by foot from The Marina at Highland Lake.

Kitchen

Free WiFi

Charming Cottage by the Lake❤️

Coventry CT

With a stay at this cottage in Coventry (Coventry Lake), you'll be within a 15-minute drive of University of Connecticut and Nathan Hale Homestead.

Kitchen

Washer

Westfield Vacation Rental w/ Porch, Pets Welcome!

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.

Kitchen

Washer

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

East Hampton CT

With a stay at this cottage in East Hampton (Lake Pocotopaug), you'll be within a 10-minute drive of Lake Terramuggus and Comstock Bridge.

Kitchen

Washer

Cozy Springfield Vacation Rental Near Downtown

Springfield MA

With a stay at this cottage in Springfield (Forest Park), you'll be within a 5-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of Fame.

Kitchen

Washer

Charming Windsor Home w/ Private Backyard!

Windsor CT

With a stay at this cottage in Windsor, you'll be within a 10-minute drive of Connecticut Convention Center and Connecticut River.

Kitchen

Washer

Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

East Hampton CT

With a stay at this cottage in East Hampton (Lake Pocotopaug), you'll be a 2-minute drive from Day Pond State Park and 5 minutes from Lake Terramuggus.

Kitchen

Washer

Charming Farmhouse w/ Pool & Fishing Pond!

Bolton CT

With a stay at this cottage in Bolton, you'll be within a 15-minute drive of Connecticut Convention Center and Bolton Notch State Park.

Pool

Kitchen

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.

Kitchen

Washer

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.

Kitchen

Free WiFi

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 J. M. Sarnik & Sons' The Old General Store.

Kitchen

Pet friendly

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.

Kitchen

Free WiFi

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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.