Windsor Cottages
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Cottages in Windsor
The Clearing - Quiet - Close To Nature
Cummington MA
Located in Cummington, this cottage is in a rural location, a 1-minute drive from Westfield River and 8 minutes from Chesterfield Gorge Reservation.
Pool
Kitchen
Charming historic cottage on scenic road to Mt. Greylock
Lanesboro MA
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.
Kitchen
Free WiFi
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Canaan NY
Located in Canaan, this cottage is on the waterfront, a 3-minute drive from Queechy Lake and 7 minutes from Furnace Brook Winery at Hilltop Orchards.
Kitchen
Pet friendly
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.
Kitchen
Pet friendly
Cavalier Cottage B&B
236 East Oxbow Road Shelburne Falls MA
Located in Shelburne Falls, this cottage is on the riverwalk, a 4-minute drive from Deerfield River and 8 minutes from Bald Mountain Pottery.
Breakfast included
Kitchen
Berkshires farm, 30+ guests, 50 acres
New Lebanon NY
$2,113 nightly
The price is $2,137 total per night
$2,137 total
Sep 9 - Sep 10
Total with taxes and fees
With a stay at this cottage in New Lebanon, you'll be within a 5-minute drive of New Lebanon Library and Shatford Memorial Park.
Hot Tub
Kitchen
Berkshire summer camp!
Canaan NY
With a stay at this cottage in Canaan, you'll be steps from Queechy Lake and a 4-minute drive from Furnace Brook Winery at Hilltop Orchards.
Kitchen
Pet friendly
Historic Huntington Home - Walk to Westfield River
Huntington MA
With a stay at this cottage in Huntington, you'll be within a 5-minute drive of Huntington Public Library and Hillgate Park.
Kitchen
Washer
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Charlemont MA
With a stay at this cottage in Charlemont, you'll be within a 10-minute drive of Deerfield River and Zoar Outdoor/Deerfield Valley Canopy Tours.
Kitchen
Washer
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
Charlemont MA
With a stay at this cottage in Charlemont, you'll be within a 15-minute drive of Deerfield River and Zoar Outdoor/Deerfield Valley Canopy Tours.
Kitchen
Washer
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 | 77 Cottages |
|---|---|
Lowest Price | $2,137 |
Highest Price | $2,137 |
Popular accommodation | The Clearing - Quiet - Close To Nature, Charming historic cottage on scenic road to Mt. Greylock, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, A-frame Cabin w/ Furnished Deck in Becket!, Cavalier Cottage B&B, Berkshires farm, 30+ guests, 50 acres, Berkshire summer camp!, Historic Huntington Home - Walk to Westfield River, Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!, Berkshire Hills Nature Lovers' Log Home Retreat, Berkshires Cabin 2 Mi to Appalachian Trail! |