Charlemont Cottages
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Cottages in Charlemont
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.
Located in Pittsfield, this cottage is in the mountains, within a 5-minute drive of Guido's Marketplace and Berkshire Museum.
Kitchen
Washer
Lake Views & Dock Access - Pittsfield Cottage!
Located in Pittsfield, this cottage is on the waterfront, within a 10-minute drive of Pittsfield Dog Park and Crane Museum of Papermaking.
Kitchen
Washer
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
With a stay at this cottage in Wilmington, you'll be near the beach, just a 1-minute walk from Lake Raponda and 12 minutes by foot from The Art of Humor Gallery.
Kitchen
Washer
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
With a stay at this cottage in Bennington, you'll be on the waterfront, just steps from Green Mountain National Forest and a 2-minute drive from Prospect Mountain Nordic Ski Center.
Kitchen
Pet friendly
Perfect for a peaceful get away in clean fresh Vermont air!
A stay at this cottage places you in the heart of Bennington, steps from Green Mountain National Forest and a 2-minute drive from Prospect Mountain Nordic Ski Center.
Kitchen
Dryer
Lake life at Woodford Cottage
With a stay at this cottage in Bennington, you'll be on a river, just steps from Green Mountain National Forest and a 3-minute drive from Prospect Mountain Nordic Ski Center.
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
With a stay at this cottage in Charlemont, you'll be within a 10-minute drive of Deerfield River and Mohawk Trail State Forest.
Kitchen
Pet friendly
Spacious Historic Home in the Berkshires!
With a stay at this cottage in Pittsfield, you'll be within a 10-minute walk of Colonial Theater and Berkshire Athenaeum.
Kitchen
Pet friendly
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
With a stay at this cottage in Williamsburg, you'll be within a 10-minute drive of Silvio O. Conte National Fish and Wildlife Refuge and Three Sisters Sanctuary.
Kitchen
Pet friendly
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.
Charlemont Cottages essential information
Accommodation | 79 Cottages |
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Highest Price | |
Popular accommodation | Charming historic cottage on scenic road to Mt. Greylock, Cozy Berkshire cottage with fireplace., Lake Views & Dock Access - Pittsfield Cottage!, Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now., Perfect for a peaceful get away in clean fresh Vermont air!, Lake life at Woodford Cottage, Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, Spacious Historic Home in the Berkshires!, Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!, Charlemont Retreat on Chickley River w/ EV Charger, Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing! |