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Search results; Over 1,000 homes in Charlemont

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Chalet in Charlemont
Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
4 bedrooms, 5 beds, 2.5 private bathrooms
4–9 Oct
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4.97 out of 5 average rating, 152 reviews
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Home in Charlemont
3 Bedroom 2 Bath Cottage on The Brook
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
New place to stay
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Flat in Charlemont
Suite 23 - Spacious Sunny 2-BR with Mountain view
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 201 reviews
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Home in Charlemont
Stone Ridge Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 47 reviews
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Guest suite in Charlemont
The Corner of Main and South St. 2 bedroom Suite.
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 60 reviews
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Home in Charlemont
Hillside GetAway
2 bedrooms, 2 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 43 reviews
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Home in Charlemont
5BR Berkshire Home Mins To The Mountain & River
5 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.9 out of 5 average rating, 20 reviews
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Cabin in Charlemont
Mountain View Cabin House
2 bedrooms, 7 beds, 1 bathroom
11–16 Oct
4.86 out of 5 average rating, 184 reviews
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Home in Charlemont
Red Door River House
4 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 109 reviews
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Home in Charlemont
Leaves are turning and wish you were watching!
4 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 96 reviews
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Home in Charlemont
Tall Pines Rental | Pet Friendly | Fire Pit | Yard
3 bedrooms, 6 beds, 2 bathrooms
19–24 Oct
4.96 out of 5 average rating, 80 reviews
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Flat in Charlemont
Spacious apartment close to skiing and rafting
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 124 reviews
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Home in Hawley
The Cozy Cabin near Berkshire East and DF River
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 27 reviews
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Home in Hawley
Mountain Biking Hub: 5 Mi to Berkshire East!
4 bedrooms, 4 beds, 1.5 bathrooms
1–6 Oct
4.95 out of 5 average rating, 43 reviews
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Flat in Shelburne
On-the-River Retreat
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 14 reviews
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Townhouse in Monroe
The Camp
4 bedrooms, 7 beds, 1 bathroom
1–6 Oct
4.85 out of 5 average rating, 47 reviews
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Guest suite in Charlemont
Unique People & Pet-Welcoming Haven
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
4.91 out of 5 average rating, 237 reviews
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Cabin in Plainfield
Camp on Windsor Pond- Berkshires
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.71 out of 5 average rating, 102 reviews
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Cabin in Charlemont
Bear Creek Cabin
3 bedrooms, 6 beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 219 reviews