Simsbury Cottages

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Cottages in Simsbury

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.

Step back in time with our 2-bedroom cottage in charming New Hartford!

New Hartford CT

Located in New Hartford, this cottage is a 4-minute drive from Brodie Park and 7 minutes from Ames Plaza Shopping Center.

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Plymouth CT

Located in Plymouth, this cottage is on the waterfront, within a 15-minute drive of Black Rock State Park and Rockwell Park.

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.

Westfield Vacation Rental w/ Porch, Pets Welcome!

Westfield MA

When you stay at this cottage in Westfield, you'll be near the beach, within a 15-minute walk of Westfield River and Highland Playground Mitigation Land.

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.

Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard

Longmeadow MA

With a stay at this cottage in Longmeadow, you'll be within a 10-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of Fame.

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 Xfinity Theatre and Connecticut Convention Center.

Modern Terryville Cottage w/ Deck & Lake View!

Terryville CT

With a stay at this cottage in Terryville, you'll be within a 5-minute drive of Cedar Lake and Barnes Nature Center.

Family Getaway in Bristol Near Trails & Parks!

Bristol CT

When you stay at this cottage in Bristol, you'll be within a 10-minute drive of Shade Swamp Sanctuary and Bristol Commons Shopping Center.

3 Mi to Dtwn Springfield: Winter Retreat w/ Office

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.

Lakefront Home, Close to Mt Southington!

1743 Meriden Rd Wolcott CT

Located in Wolcott, this cottage is a 5-minute drive from Mount Southington Ski Area and 6 minutes from Panthorn Park.

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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.