
Holiday rentals in Charlemont
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Top-rated holiday rentals in Charlemont
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Charlemont holiday rentals
Other great holiday rentals in Charlemont
Top guest favourite

Home in Charlemont
5 out of 5 average rating, 28 reviewsAbove the Oaks - Modern Luxury near Berkshire East
Guest favourite

Home in Charlemont
4.95 out of 5 average rating, 58 reviewsTall Pines Rental
Top guest favourite

Guest suite in Colrain
5 out of 5 average rating, 22 reviewsCozy elegant suite between Deerfield/NMH/Shelburne
Guest favourite

Cabin in Guilford
4.96 out of 5 average rating, 73 reviewsGuilford Grove Cottage
Guest favourite

Flat in Conway
4.96 out of 5 average rating, 25 reviewsSpacious, Sunny* Woodland Retreat
Guest favourite

Home in Ashfield
4.98 out of 5 average rating, 57 reviewsAn 18th century farmhouse
Superhost

Cabin in Florida
5 out of 5 average rating, 4 reviewsLux Berkshires Mtn Cabin: Near MassMOCA & Williams
Guest favourite

Home in Charlemont
4.97 out of 5 average rating, 65 reviewsSpring brings music festivals & mountain biking.
Quick stats about holiday rentals in Charlemont
Total rentals
30 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Holiday rentals
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- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
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- Stratton Mountain
- Six Flags New England
- Monadnock State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- The Shattuck Golf Club
- Beartown State Forest
- Bright Nights at Forest Park
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Hildene, The Lincoln Family Home
- Brignole Vineyards