Charlemont 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 Charlemont
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
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.
Kitchen
Free WiFi
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
Great Place to get away and have clean fresh air surround you!
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.
Kitchen
Dryer
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
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.
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 | 75 Cottages |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Charming historic cottage on scenic road to Mt. Greylock, Cozy Berkshire cottage with fireplace., Great Place to get away and have clean fresh air surround you!, 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!, Jacksonville Cabin w/ Wraparound Deck & Views |