Windsor Cottages
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Cottages in Windsor
Charming historic cottage on scenic road to Mt. Greylock
With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.
Cozy Berkshire cottage with fireplace.
With a stay at this cottage in Pittsfield, you'll be in the mountains, within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.
Cozy Berkshires Cottage w/ 11 Private Acres!
With a stay at this cottage in Lee, you'll be within a 10-minute drive of Housatonic River and Goose Pond Reservation.
Beachwood Cottage
The price is $275 per night
$275
per night
Jul 8 - Jul 9
With a stay at this cottage in West Stockbridge, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and Frelinghuysen Morris House and Studio.
Spacious Historic Home in the Berkshires!
With a stay at this cottage in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Museum.
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Located in Williamsburg, this cottage is within a 15-minute drive of Three Sisters Sanctuary and Swift River.
Charlemont Retreat on Chickley River w/ EV Charger
Located in Charlemont, this cottage is within a 15-minute drive of Mohawk Trail State Forest and Zoar Outdoor/Deerfield Valley Canopy Tours.
Cottage in the Clouds With Mountain Views
Located in New Lebanon, this cottage is on a lake, within a 10-minute drive of Shatford Memorial Park and New Lebanon Library.
Picturesque Cottage with Sunroom on Ashmere Lake!
Located in Hinsdale, this cottage is on the waterfront, within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Located in Becket, this cottage is a 4-minute drive from Iroquis Waterfront and 6 minutes from October Mountain State Forest.
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.
Windsor Cottages essential information
Accommodation | 44 Cottages |
|---|---|
Lowest Price | $275 |
Highest Price | $275 |
Popular accommodation | Charming historic cottage on scenic road to Mt. Greylock, Cozy Berkshire cottage with fireplace., Cozy Berkshires Cottage w/ 11 Private Acres!, Beachwood Cottage, Spacious Historic Home in the Berkshires!, Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!, Charlemont Retreat on Chickley River w/ EV Charger, Cottage in the Clouds With Mountain Views, Picturesque Cottage with Sunroom on Ashmere Lake!, Private Lake Cottage on 3 acres w/350 sq. ft. deck , Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!, Peaceful Family Home w/ Fire Pit & Large Yard |