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Charlemont Vacation Rentals

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$1,000+
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50 rentals in Charlemont.
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Unique People & Pet-Welcoming Country Haven
1 bedroom
1 bathroom
Sleeps 4
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Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
3 bedrooms
2 bathrooms
Sleeps 6
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Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont! Come Explore!
3 bedrooms
2 bathrooms
Sleeps 8
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Modern Rustic House Overlooking The Deerfield River
3 bedrooms
3 bathrooms
Sleeps 10
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Spectacular 4 Season Home On Spruce Lake Near Mt. Snow
5 bedrooms
5 bathrooms
Sleeps 14
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In town, newly remodeled studio with private balcony
1 bedroom
1 bathroom
Sleeps 2
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19th c. Renovated Barn in the Berkshires
3 bedrooms
2 bathrooms
Sleeps 10
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Charming New England House Surrounded By Trees, Field And Pond
3 bedrooms
4 bathrooms
Sleeps 6
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LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca
3 bedrooms
1 bathroom
Sleeps 6
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Mount Snow opening November 25! Reserve your stay now!
6 bedrooms
4 bathrooms
Sleeps 12
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Cozy renovated cabin in Williamstown, steps from hiking trails
2 bedrooms
2 bathrooms
Sleeps 5
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A roomy remodeled retreat close to MassMoCA
4 bedrooms
2 bathrooms
Sleeps 8
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Sweet Spot in a Region that Shines in Every Season
3 bedrooms
2 bathrooms
Sleeps 8
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1810 Brook Side Mill/House / Winter Fun Getaway in Western MA
3 bedrooms
3 bathrooms
Sleeps 6
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Charming Rural Cottage in the Heart of the Scenic Mohawk Trail
2 bedrooms
3 bathrooms
Sleeps 5
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Charming Affordable Home for groups up to 14
7 bedrooms
3 bathrooms
Sleeps 14
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Retreat in the Woods
2 bedrooms
1 bathroom
Sleeps 4
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Vermont Log Cabin available for weekend and weekly
2 bedrooms
1 bathroom
Sleeps 5
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Berkshire house w/ fireplace, A/C, WiFi & laundry
3 bedrooms
2 bathrooms
Sleeps 10
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Spring Escape, Get away in the falls❤️
5 bedrooms
2 bathrooms
Sleeps 10
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Flight's End-A Country Home with Babbling Brook
3 bedrooms
2 bathrooms
Sleeps 8
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A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View
3 bedrooms
3 bathrooms
Sleeps 6
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Lake Raponda Lakefront - 4 Seasons of fun
3 bedrooms
2 bathrooms
Sleeps 10
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Lakefront Summer Vacation Cottages-#20
3 bedrooms
1 bathroom
Sleeps 6
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Bright three-level home w/water views, jetted tub, firepit, and more!
2 bedrooms
2 bathrooms
Sleeps 6
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Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!
4 bedrooms
4 bathrooms
Sleeps 10
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Apartment walking distance to Mass MoCa!!
2 bedrooms
1 bathroom
Sleeps 10
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PARADISE on EARTH! - Historic 4BR Farmhouse
4 bedrooms
2 bathrooms
Sleeps 8
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Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!
2 bedrooms
1 bathroom
Sleeps 6
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Lake House in Berkshires
1 bedroom
1 bathroom
Sleeps 2
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New Lakefront Cedar Log Home
3 bedrooms
3 bathrooms
Sleeps 12
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New Timberframe House Rental in the Berkshire Mountains, Masschusetts
3 bedrooms
2 bathrooms
Sleeps 6
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OWL'S NEST LODGING
1 bedroom
1 bathroom
Sleeps 3
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3 BR apartment, walking distance to Mass MoCa
3 bedrooms
1 bathroom
Sleeps 15
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'John's Farmhouse in Mount Snow' on 120 Acres!
5 bedrooms
2 bathrooms
Sleeps 10
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Serene Shelburne Studio Cabin w/Spring-Fed Pool!
0 bedrooms
1 bathroom
Sleeps 6
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Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun
6 bedrooms
4 bathrooms
Sleeps 10
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The Bear Den
1 bedroom
1 bathroom
Sleeps 2
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Picturesque Cottage with Sunroom on Ashmere Lake!
3 bedrooms
2 bathrooms
Sleeps 6
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Tentrr Signature Site - Hidden Hoosic Riverside Camp
1 bedroom
1 bathroom
Sleeps 4
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Jacksonville Cabin w/ Wraparound Deck & Views
3 bedrooms
2 bathrooms
Sleeps 8
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Bright three-level home w/water views, jetted tub, firepit, and more!
2 bedrooms
2 bathrooms
Sleeps 6
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Rural Berkshires Home
2 bedrooms
1 bathroom
Sleeps 4
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New listing! Sunny & secluded home w/ a gazebo plus mountain & reservoir views
3 bedrooms
2 bathrooms
Sleeps 6
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Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!
4 bedrooms
4 bathrooms
Sleeps 10
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New listing! Sunny & secluded home w/ a gazebo plus mountain & reservoir views
3 bedrooms
3 bathrooms
Sleeps 10
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The Musterfield House
0 bedrooms
0 bathrooms
Sleeps 0
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Spectacular 7-Bedroom Family Home w/Deck Views/Free WiFi/Near Skiing - Dogs OK!
7 bedrooms
5 bathrooms
Sleeps 13
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Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!
5 bedrooms
3 bathrooms
Sleeps 10
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ROOM walking distance to Mass MoCa
1 bedroom
2 bathrooms
Sleeps 8
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