Winsted Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Winsted

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.

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

Bethlehem CT

With a stay at this cottage in Bethlehem, you'll be on a lake, just steps from Long Meadow Pond and a 3-minute drive from Bellamy-Ferriday House and Garden.

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA

Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

Washington CT

Located in Washington Depot, this cottage is in a rural location, within a 10-minute drive of Institute for American Indian Studies Museum and Research Center and Steep Rock Preserve.

Escape to Bantam Lake. Waterfront!

Morris CT

With a stay at this cottage in Morris, you'll be steps from Bantam Lake and a 3-minute drive from Camp Columbia State Park.

LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE

Monterey MA

Located in Monterey, this cottage is a 1-minute drive from Lake Garfield and 7 minutes from Bidwell House Museum.

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.

Two Bedroom Cottage Close To Town

Sharon CT

Located in Sharon, this cottage is a 4-minute drive from Bodhi Tree Gallery and 7 minutes from TriArts Sharon Playhouse.

Waterfront Cottage 10 Min From Great Barrington

New Marlborough MA

With a stay at this cottage in Great Barrington, you'll be steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery.

A-frame Cabin w/ Furnished Deck in Becket!

Becket MA

Located in Becket, this cottage is a 3-minute drive from Pyramid Lake and 5 minutes from Jacob's Pillow.

Cozy 2-bedroom Cottage with Access to Bantam Lake

Morris CT

With a stay at this cottage in Morris, you'll be on a lake, just steps from Bantam Lake and a 2-minute drive from Camp Columbia State Park.

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT

Located in Lakeville, this cottage is on a lake, a 4-minute drive from Holley-Williams House Museum and 6 minutes from North East Town Hall.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Winsted

View all properties

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.