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Holiday Rentals in Charlemont

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
50 rentals in Charlemont.
Bear Creek Cabin, holiday rental in Charlemont
Bear Creek Cabin, holiday rental in Charlemont
Bear Creek Cabin, holiday rental in Charlemont

Bear Creek Cabin

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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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
Match: Sleeps
More info
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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
Match: Sleeps
More info
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Berkshires Getaway < 1 Mi Skiing & Hiking!, holiday rental in Charlemont
Berkshires Getaway < 1 Mi Skiing & Hiking!, holiday rental in Charlemont
Berkshires Getaway < 1 Mi Skiing & Hiking!, holiday rental in Charlemont

Berkshires Getaway < 1 Mi Skiing & Hiking!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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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
More info
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StrautmanHaus - All-Season Chalet at Berkshire East, holiday rental in Charlemont
StrautmanHaus - All-Season Chalet at Berkshire East, holiday rental in Charlemont
StrautmanHaus - All-Season Chalet at Berkshire East, holiday rental in Charlemont

StrautmanHaus - All-Season Chalet at Berkshire East

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Charming 2022 renovated 1867 farmhouse in Charlemont MA, holiday rental in Charlemont
Charming 2022 renovated 1867 farmhouse in Charlemont MA, holiday rental in Charlemont
Charming 2022 renovated 1867 farmhouse in Charlemont MA, holiday rental in Charlemont

Charming 2022 renovated 1867 farmhouse in Charlemont MA

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The following properties within 32 kms of Charlemont match all your filters:
Welcome to the Blooming Inn Shelburne Falls, AKA Dancing Bear Guest House Twin, holiday rental in Charlemont
Welcome to the Blooming Inn Shelburne Falls, AKA Dancing Bear Guest House Twin, holiday rental in Charlemont
Welcome to the Blooming Inn Shelburne Falls, AKA Dancing Bear Guest House Twin, holiday rental in Charlemont

Welcome to the Blooming Inn Shelburne Falls, AKA Dancing Bear Guest House Twin

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Marigold Room in Victorian house, holiday rental in Charlemont
Marigold Room in Victorian house, holiday rental in Charlemont
Marigold Room in Victorian house, holiday rental in Charlemont

Marigold Room in Victorian house

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Balcony Room in Victorian 2 minutes walk to delightful Shelburne Falls center., holiday rental in Charlemont
Balcony Room in Victorian 2 minutes walk to delightful Shelburne Falls center., holiday rental in Charlemont
Balcony Room in Victorian 2 minutes walk to delightful Shelburne Falls center., holiday rental in Charlemont

Balcony Room in Victorian 2 minutes walk to delightful Shelburne Falls center.

Private Room
1 bedroom
1 bathroom
Sleeps 2
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
More info
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This is it! Stunning Vermont Views w/ 25 Acres to Explore.  It's Almost Heaven!, holiday rental in Charlemont
This is it! Stunning Vermont Views w/ 25 Acres to Explore.  It's Almost Heaven!, holiday rental in Charlemont
This is it! Stunning Vermont Views w/ 25 Acres to Explore.  It's Almost Heaven!, holiday rental in Charlemont

This is it! Stunning Vermont Views w/ 25 Acres to Explore. It's Almost Heaven!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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1810 Brook Side Mill/House / EV Level 2 Charging on Site, holiday rental in Charlemont
1810 Brook Side Mill/House / EV Level 2 Charging on Site, holiday rental in Charlemont
1810 Brook Side Mill/House / EV Level 2 Charging on Site, holiday rental in Charlemont

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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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
More info
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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
More info
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Beautiful Modern A-Frame in Southern Vermont, holiday rental in Charlemont
Beautiful Modern A-Frame in Southern Vermont, holiday rental in Charlemont
Beautiful Modern A-Frame in Southern Vermont, holiday rental in Charlemont

Beautiful Modern A-Frame in Southern Vermont

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Charlemont Retreat on Chickley River w/ EV Charger, holiday rental in Charlemont
Charlemont Retreat on Chickley River w/ EV Charger, holiday rental in Charlemont
Charlemont Retreat on Chickley River w/ EV Charger, holiday rental in Charlemont

Charlemont Retreat on Chickley River w/ EV Charger

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Plainfield House in a 10,000 acre state forest and private pond, holiday rental in Charlemont
Plainfield House in a 10,000 acre state forest and private pond, holiday rental in Charlemont
Plainfield House in a 10,000 acre state forest and private pond, holiday rental in Charlemont

Plainfield House in a 10,000 acre state forest and private pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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HawleyHaus - Log Cabin in the Berkshires!, holiday rental in Charlemont
HawleyHaus - Log Cabin in the Berkshires!, holiday rental in Charlemont
HawleyHaus - Log Cabin in the Berkshires!, holiday rental in Charlemont

HawleyHaus - Log Cabin in the Berkshires!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Private Suite with a Sweet View. Spacious, close to town, dog friendly, holiday rental in Charlemont
Private Suite with a Sweet View. Spacious, close to town, dog friendly, holiday rental in Charlemont
Private Suite with a Sweet View. Spacious, close to town, dog friendly, holiday rental in Charlemont

Private Suite with a Sweet View. Spacious, close to town, dog friendly

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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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
More info
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Commune with alpacas on 8 beautiful acres!, holiday rental in Charlemont
Commune with alpacas on 8 beautiful acres!, holiday rental in Charlemont
Commune with alpacas on 8 beautiful acres!, holiday rental in Charlemont

Commune with alpacas on 8 beautiful acres!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Cozy Country Retreat Cabin, holiday rental in Charlemont
Cozy Country Retreat Cabin, holiday rental in Charlemont
Cozy Country Retreat Cabin, holiday rental in Charlemont

Cozy Country Retreat Cabin

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy Woodland Retreat nestled in the Berkshires, close to Mass Moca., holiday rental in Charlemont
Cozy Woodland Retreat nestled in the Berkshires, close to Mass Moca., holiday rental in Charlemont
Cozy Woodland Retreat nestled in the Berkshires, close to Mass Moca., holiday rental in Charlemont

Cozy Woodland Retreat nestled in the Berkshires, close to Mass Moca.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Cozy Southern Vermont Home w/ On-Site Trails, holiday rental in Charlemont
Cozy Southern Vermont Home w/ On-Site Trails, holiday rental in Charlemont
Cozy Southern Vermont Home w/ On-Site Trails, holiday rental in Charlemont

Cozy Southern Vermont Home w/ On-Site Trails

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Stylish cottage close to great hiking trails and great art museums, holiday rental in Charlemont
Stylish cottage close to great hiking trails and great art museums, holiday rental in Charlemont
Stylish cottage close to great hiking trails and great art museums, holiday rental in Charlemont

Stylish cottage close to great hiking trails and great art museums

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Black Bear Mountain Cottage, holiday rental in Charlemont
Black Bear Mountain Cottage, holiday rental in Charlemont
Black Bear Mountain Cottage, holiday rental in Charlemont

Black Bear Mountain Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Stunning views on 545 acres at end of dirt road, holiday rental in Charlemont
Stunning views on 545 acres at end of dirt road, holiday rental in Charlemont
Stunning views on 545 acres at end of dirt road, holiday rental in Charlemont

Stunning views on 545 acres at end of dirt road

Holiday Rental House
3 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
More info
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Manapouri Pond House, holiday rental in Charlemont
Manapouri Pond House, holiday rental in Charlemont
Manapouri Pond House, holiday rental in Charlemont

Manapouri Pond House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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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
More info
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Luxury log cabin with views to Mt. Monadnock, holiday rental in Charlemont
Luxury log cabin with views to Mt. Monadnock, holiday rental in Charlemont
Luxury log cabin with views to Mt. Monadnock, holiday rental in Charlemont

Luxury log cabin with views to Mt. Monadnock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Shelburne Falls, Blue on South; Modern, Country, Style., holiday rental in Charlemont
Shelburne Falls, Blue on South; Modern, Country, Style., holiday rental in Charlemont
Shelburne Falls, Blue on South; Modern, Country, Style., holiday rental in Charlemont

Shelburne Falls, Blue on South; Modern, Country, Style.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Secluded Mountain Chalet, holiday rental in Charlemont
Secluded Mountain Chalet, holiday rental in Charlemont
Secluded Mountain Chalet, holiday rental in Charlemont

Secluded Mountain Chalet

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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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 8
Match: Sleeps
More info
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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
More info
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Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse, holiday rental in Charlemont
Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse, holiday rental in Charlemont
Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse, holiday rental in Charlemont

Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Sunny Chalet Nestled in the Woods of Ashfield, holiday rental in Charlemont
Sunny Chalet Nestled in the Woods of Ashfield, holiday rental in Charlemont
Sunny Chalet Nestled in the Woods of Ashfield, holiday rental in Charlemont

Sunny Chalet Nestled in the Woods of Ashfield

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View, holiday rental in Charlemont
A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View, holiday rental in Charlemont
A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View, holiday rental in Charlemont

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
More info
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Readsboro Home Rental ~ 15 Mi to Berkshire Resort!, holiday rental in Charlemont
Readsboro Home Rental ~ 15 Mi to Berkshire Resort!, holiday rental in Charlemont
Readsboro Home Rental ~ 15 Mi to Berkshire Resort!, holiday rental in Charlemont

Readsboro Home Rental ~ 15 Mi to Berkshire Resort!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Western Mass Getaway - Sleeps 10, holiday rental in Charlemont
Western Mass Getaway - Sleeps 10, holiday rental in Charlemont
Western Mass Getaway - Sleeps 10, holiday rental in Charlemont

Western Mass Getaway - Sleeps 10

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., holiday rental in Charlemont
Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., holiday rental in Charlemont
Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., holiday rental in Charlemont

Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA .

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort, holiday rental in Charlemont
200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort, holiday rental in Charlemont
200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort, holiday rental in Charlemont

200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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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
More info
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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 8
Match: Sleeps
More info
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Secluded, Cozy Cabin on 10 Acres of Woods, holiday rental in Charlemont
Secluded, Cozy Cabin on 10 Acres of Woods, holiday rental in Charlemont
Secluded, Cozy Cabin on 10 Acres of Woods, holiday rental in Charlemont

Secluded, Cozy Cabin on 10 Acres of Woods

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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6 Bedrooms, 2 Offices, Internet, River, New England village charm, holiday rental in Charlemont
6 Bedrooms, 2 Offices, Internet, River, New England village charm, holiday rental in Charlemont
6 Bedrooms, 2 Offices, Internet, River, New England village charm, holiday rental in Charlemont

6 Bedrooms, 2 Offices, Internet, River, New England village charm

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Amazing Country Getaway / Buckland Retreat House, holiday rental in Charlemont
Amazing Country Getaway / Buckland Retreat House, holiday rental in Charlemont
Amazing Country Getaway / Buckland Retreat House, holiday rental in Charlemont

Amazing Country Getaway / Buckland Retreat House

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
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Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!, holiday rental in Charlemont
Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!, holiday rental in Charlemont
Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!, holiday rental in Charlemont

Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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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
More info
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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
More info
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Showing results 1-50 of 50
Frequently Asked Questions about Charlemont