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Charlemont Holiday Apartments

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49 rentals in Charlemont.
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Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Charlemont
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Charlemont
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Charlemont

Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
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Unique People & Pet-Welcoming Country Haven, holiday rental in Charlemont
Unique People & Pet-Welcoming Country Haven, holiday rental in Charlemont
Unique People & Pet-Welcoming Country Haven, holiday rental in Charlemont

Unique People & Pet-Welcoming Country Haven

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Hidden gem at base of ski mountain., holiday rental in Charlemont
Hidden gem at base of ski mountain., holiday rental in Charlemont
Hidden gem at base of ski mountain., holiday rental in Charlemont

Hidden gem at base of ski mountain.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Nestled in the Berkshire Hills, The Manor ensures a joyous experience!, holiday rental in Charlemont
Nestled in the Berkshire Hills, The Manor ensures a joyous experience!, holiday rental in Charlemont
Nestled in the Berkshire Hills, The Manor ensures a joyous experience!, holiday rental in Charlemont

Nestled in the Berkshire Hills, The Manor ensures a joyous experience!

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Charlemont
Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Charlemont
Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Charlemont

Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Cozy family friendly home located in the Heart of the Berkshires., holiday rental in Charlemont
Cozy family friendly home located in the Heart of the Berkshires., holiday rental in Charlemont
Cozy family friendly home located in the Heart of the Berkshires., holiday rental in Charlemont

Cozy family friendly home located in the Heart of the Berkshires.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Front Log Cabin Close to Mt. Snow, holiday rental in Charlemont
Lake Front Log Cabin Close to Mt. Snow, holiday rental in Charlemont
Lake Front Log Cabin Close to Mt. Snow, holiday rental in Charlemont

Lake Front Log Cabin Close to Mt. Snow

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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In town, newly remodeled studio with private balcony, holiday rental in Charlemont
In town, newly remodeled studio with private balcony, holiday rental in Charlemont
In town, newly remodeled studio with private balcony, holiday rental in Charlemont

In town, newly remodeled studio with private balcony

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Charlemont
Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Charlemont
Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Charlemont

Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont! Come Explore!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Modern Rustic House Overlooking The Deerfield River, holiday rental in Charlemont
Modern Rustic House Overlooking The Deerfield River, holiday rental in Charlemont
Modern Rustic House Overlooking The Deerfield River, holiday rental in Charlemont

Modern Rustic House Overlooking The Deerfield River

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Private Northampton Area Home on 8 Lush Acres, holiday rental in Charlemont
Private Northampton Area Home on 8 Lush Acres, holiday rental in Charlemont
Private Northampton Area Home on 8 Lush Acres, holiday rental in Charlemont

Private Northampton Area Home on 8 Lush Acres

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet Neighborhood, For Bird Lovers, holiday rental in Charlemont
Quiet Neighborhood, For Bird Lovers, holiday rental in Charlemont
Quiet Neighborhood, For Bird Lovers, holiday rental in Charlemont

Quiet Neighborhood, For Bird Lovers

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New Lakefront Log Home, holiday rental in Charlemont
New Lakefront Log Home, holiday rental in Charlemont
New Lakefront Log Home, holiday rental in Charlemont

New Lakefront Log Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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1810 Brook Side Mill/House / Winter Fun Getaway in Western MA, holiday rental in Charlemont
1810 Brook Side Mill/House / Winter Fun Getaway in Western MA, holiday rental in Charlemont
1810 Brook Side Mill/House / Winter Fun Getaway in Western MA, holiday rental in Charlemont

1810 Brook Side Mill/House / Winter Fun Getaway in Western MA

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Charlemont
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Charlemont
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Charlemont

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mount Snow opening November 25! Reserve your stay now!, holiday rental in Charlemont
Mount Snow opening November 25! Reserve your stay now!, holiday rental in Charlemont
Mount Snow opening November 25! Reserve your stay now!, holiday rental in Charlemont

Mount Snow opening November 25! Reserve your stay now!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Comforts of Home..., holiday rental in Charlemont
The Comforts of Home..., holiday rental in Charlemont
The Comforts of Home..., holiday rental in Charlemont

The Comforts of Home...

Holiday Rental House
3 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
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Retreat In The Woods, holiday rental in Charlemont
Retreat In The Woods, holiday rental in Charlemont
Retreat In The Woods, holiday rental in Charlemont

Retreat In The Woods

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A roomy remodeled retreat close to MassMoCA, holiday rental in Charlemont
A roomy remodeled retreat close to MassMoCA, holiday rental in Charlemont
A roomy remodeled retreat close to MassMoCA, holiday rental in Charlemont

A roomy remodeled retreat close to MassMoCA

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Charlemont
Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Charlemont
Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Charlemont

Charming New England House Surrounded By Trees, Field And Pond

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond, holiday rental in Charlemont
Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond, holiday rental in Charlemont
Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond, holiday rental in Charlemont

Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Charlemont
Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Charlemont
Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Charlemont

Charming Rural Cottage in the Heart of the Scenic Mohawk Trail

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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SAFE FAMILY SUMMER FUN  in  7 bedroom house,  New England village charm, holiday rental in Charlemont
SAFE FAMILY SUMMER FUN  in  7 bedroom house,  New England village charm, holiday rental in Charlemont
SAFE FAMILY SUMMER FUN  in  7 bedroom house,  New England village charm, holiday rental in Charlemont

SAFE FAMILY SUMMER FUN in 7 bedroom house, New England village charm

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Charlemont
Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Charlemont
Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Charlemont

Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Jacksonville Cabin w/ Wraparound Deck & Views, holiday rental in Charlemont
Jacksonville Cabin w/ Wraparound Deck & Views, holiday rental in Charlemont
Jacksonville Cabin w/ Wraparound Deck & Views, holiday rental in Charlemont

Jacksonville Cabin w/ Wraparound Deck & Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spring Escape, Get away in the falls❤️, holiday rental in Charlemont
Spring Escape, Get away in the falls❤️, holiday rental in Charlemont
Spring Escape, Get away in the falls❤️, holiday rental in Charlemont

Spring Escape, Get away in the falls❤️

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Charlemont
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Charlemont
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Charlemont

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stonehedge farm - sprawling home w/ stunning views, holiday rental in Charlemont
Stonehedge farm - sprawling home w/ stunning views, holiday rental in Charlemont
Stonehedge farm - sprawling home w/ stunning views, holiday rental in Charlemont

Stonehedge farm - sprawling home w/ stunning views

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Charlemont
Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Charlemont
Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Charlemont

Secluded large country home for big groups with giant open yard for outdoor fun.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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Charming Affordable  Home for groups up to 14, holiday rental in Charlemont
Charming Affordable  Home for groups up to 14, holiday rental in Charlemont
Charming Affordable  Home for groups up to 14, holiday rental in Charlemont

Charming Affordable Home for groups up to 14

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Retreat in the Woods, holiday rental in Charlemont
Retreat in the Woods, holiday rental in Charlemont
Retreat in the Woods, holiday rental in Charlemont

Retreat in the Woods

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Vermont Log Cabin available for weekend and weekly, holiday rental in Charlemont
Vermont Log Cabin available for weekend and weekly, holiday rental in Charlemont
Vermont Log Cabin available for weekend and weekly, holiday rental in Charlemont

Vermont Log Cabin available for weekend and weekly

Cabin Holiday Rental
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Charlemont
Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Charlemont
Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Charlemont

Berkshire house w/ fireplace, A/C, WiFi & laundry

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Flight's End-A Country Home with Babbling Brook, holiday rental in Charlemont
Flight's End-A Country Home with Babbling Brook, holiday rental in Charlemont
Flight's End-A Country Home with Babbling Brook, holiday rental in Charlemont

Flight's End-A Country Home with Babbling Brook

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!, holiday rental in Charlemont
Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!, holiday rental in Charlemont
Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!, holiday rental in Charlemont

Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Charlemont
Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Charlemont
Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Charlemont

Bright three-level home w/water views, jetted tub, firepit, and more!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Charlemont
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Charlemont
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Charlemont

Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Serene Shelburne Studio Cabin w/Spring-Fed Pool!, holiday rental in Charlemont
Serene Shelburne Studio Cabin w/Spring-Fed Pool!, holiday rental in Charlemont
Serene Shelburne Studio Cabin w/Spring-Fed Pool!, holiday rental in Charlemont

Serene Shelburne Studio Cabin w/Spring-Fed Pool!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Charlemont
PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Charlemont
PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Charlemont

PARADISE on EARTH! - Historic 4BR Farmhouse

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Summer Cottage~Sparkling clean social distancing space, holiday rental in Charlemont
Lakefront Summer Cottage~Sparkling clean social distancing space, holiday rental in Charlemont
Lakefront Summer Cottage~Sparkling clean social distancing space, holiday rental in Charlemont

Lakefront Summer Cottage~Sparkling clean social distancing space

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lakefront Summer Cottages~Sparkling clean social distancing space!, holiday rental in Charlemont
Lakefront Summer Cottages~Sparkling clean social distancing space!, holiday rental in Charlemont
Lakefront Summer Cottages~Sparkling clean social distancing space!, holiday rental in Charlemont

Lakefront Summer Cottages~Sparkling clean social distancing space!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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OWL'S NEST LODGING, holiday rental in Charlemont
OWL'S NEST LODGING, holiday rental in Charlemont
OWL'S NEST LODGING, holiday rental in Charlemont

OWL'S NEST LODGING

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Bear Den, holiday rental in Charlemont
The Bear Den, holiday rental in Charlemont
The Bear Den, holiday rental in Charlemont

The Bear Den

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Suite with a Sweet View, spacious,close to town with spectacular vistas., holiday rental in Charlemont
Private Suite with a Sweet View, spacious,close to town with spectacular vistas., holiday rental in Charlemont
Private Suite with a Sweet View, spacious,close to town with spectacular vistas., holiday rental in Charlemont

Private Suite with a Sweet View, spacious,close to town with spectacular vistas.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rural Berkshires Home, holiday rental in Charlemont
Rural Berkshires Home, holiday rental in Charlemont
Rural Berkshires Home, holiday rental in Charlemont

Rural Berkshires Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded 19th century Farmhouse with mountain views, holiday rental in Charlemont
Secluded 19th century Farmhouse with mountain views, holiday rental in Charlemont
Secluded 19th century Farmhouse with mountain views, holiday rental in Charlemont

Secluded 19th century Farmhouse with mountain views

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!, holiday rental in Charlemont
Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!, holiday rental in Charlemont
Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!, holiday rental in Charlemont

Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Art House! Spacious Getaway By Mass Moca, holiday rental in Charlemont
Art House! Spacious Getaway By Mass Moca, holiday rental in Charlemont
Art House! Spacious Getaway By Mass Moca, holiday rental in Charlemont

Art House! Spacious Getaway By Mass Moca

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Pleasant on Pleasant, holiday rental in Charlemont
Pleasant on Pleasant, holiday rental in Charlemont
Pleasant on Pleasant, holiday rental in Charlemont

Pleasant on Pleasant

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 1
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