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Hawley Holiday Apartments

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50 rentals in Hawley.
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Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Hawley
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Hawley
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Hawley

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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Flight's End-A Country Home with Babbling Brook, holiday rental in Hawley
Flight's End-A Country Home with Babbling Brook, holiday rental in Hawley
Flight's End-A Country Home with Babbling Brook, holiday rental in Hawley

Flight's End-A Country Home with Babbling Brook

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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HawleyHaus - Log Cabin in the Berkshires!, holiday rental in Hawley
HawleyHaus - Log Cabin in the Berkshires!, holiday rental in Hawley
HawleyHaus - Log Cabin in the Berkshires!, holiday rental in Hawley

HawleyHaus - Log Cabin in the Berkshires!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Hawley
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Hawley
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Hawley

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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Tentrr Signature Site - Hawley Hideaway private campground, holiday rental in Hawley
Tentrr Signature Site - Hawley Hideaway private campground, holiday rental in Hawley
Tentrr Signature Site - Hawley Hideaway private campground, holiday rental in Hawley

Tentrr Signature Site - Hawley Hideaway private campground

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Tentrr Signature Site - Hawley Hideaway private campground, holiday rental in Hawley
Tentrr Signature Site - Hawley Hideaway private campground, holiday rental in Hawley
Tentrr Signature Site - Hawley Hideaway private campground, holiday rental in Hawley

Tentrr Signature Site - Hawley Hideaway private campground

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Charlemont Outdoor Retreat on the Chickley River!, holiday rental in Hawley
Charlemont Outdoor Retreat on the Chickley River!, holiday rental in Hawley
Charlemont Outdoor Retreat on the Chickley River!, holiday rental in Hawley

Charlemont Outdoor Retreat on the Chickley River!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Hawley
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Hawley
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Hawley

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
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Elegant house nestled in the scenic hills of Northern Berkshire County., holiday rental in Hawley
Elegant house nestled in the scenic hills of Northern Berkshire County., holiday rental in Hawley
Elegant house nestled in the scenic hills of Northern Berkshire County., holiday rental in Hawley

Elegant house nestled in the scenic hills of Northern Berkshire County.

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 Hawley
Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Hawley
Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Hawley

Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area

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

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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In town, newly remodeled studio with private balcony, holiday rental in Hawley
In town, newly remodeled studio with private balcony, holiday rental in Hawley
In town, newly remodeled studio with private balcony, holiday rental in Hawley

In town, newly remodeled studio with private balcony

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1810 Brook Side Mill/House - Enjoy a Summer Getaway in Western MA, holiday rental in Hawley
1810 Brook Side Mill/House - Enjoy a Summer Getaway in Western MA, holiday rental in Hawley
1810 Brook Side Mill/House - Enjoy a Summer Getaway in Western MA, holiday rental in Hawley

1810 Brook Side Mill/House - Enjoy a Summer Getaway in Western MA

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern rustic house overlooking the Deerfield River, holiday rental in Hawley
Modern rustic house overlooking the Deerfield River, holiday rental in Hawley
Modern rustic house overlooking the Deerfield River, holiday rental in Hawley

Modern rustic house overlooking the Deerfield River

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

Retreat In The Woods

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Hawley
Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Hawley
Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Hawley

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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6 Bedrooms, 2 Offices, Internet, River, New England Village Charm, holiday rental in Hawley
6 Bedrooms, 2 Offices, Internet, River, New England Village Charm, holiday rental in Hawley
6 Bedrooms, 2 Offices, Internet, River, New England Village Charm, holiday rental in Hawley

6 Bedrooms, 2 Offices, Internet, River, New England Village Charm

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Hawley
Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Hawley
Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Hawley

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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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 Hawley
Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Hawley
Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Hawley

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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Private Suite with a Sweet View. Spacious, close to town, great views., holiday rental in Hawley
Private Suite with a Sweet View. Spacious, close to town, great views., holiday rental in Hawley
Private Suite with a Sweet View. Spacious, close to town, great views., holiday rental in Hawley

Private Suite with a Sweet View. Spacious, close to town, great views.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Spring Into an Amazing Summer Getaway At The Falls❤️, holiday rental in Hawley
Spring Into an Amazing Summer Getaway At The Falls❤️, holiday rental in Hawley
Spring Into an Amazing Summer Getaway At The Falls❤️, holiday rental in Hawley

Spring Into an Amazing Summer Getaway At 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 Hawley
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Hawley
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Hawley

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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Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Hawley
Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Hawley
Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Hawley

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 Hawley
Charming Affordable  Home for groups up to 14, holiday rental in Hawley
Charming Affordable  Home for groups up to 14, holiday rental in Hawley

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 Hawley
Retreat in the Woods, holiday rental in Hawley
Retreat in the Woods, holiday rental in Hawley

Retreat in the Woods

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded, Cozy Cabin on 10 Acres of Woods, holiday rental in Hawley
Secluded, Cozy Cabin on 10 Acres of Woods, holiday rental in Hawley
Secluded, Cozy Cabin on 10 Acres of Woods, holiday rental in Hawley

Secluded, Cozy Cabin on 10 Acres of Woods

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Hidden gem at base of ski mountain., holiday rental in Hawley
Hidden gem at base of ski mountain., holiday rental in Hawley
Hidden gem at base of ski mountain., holiday rental in Hawley

Hidden gem at base of ski mountain.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Hawley
Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Hawley
Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Hawley

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Amazing Country Getaway / Buckland Retreat House, holiday rental in Hawley
Amazing Country Getaway / Buckland Retreat House, holiday rental in Hawley
Amazing Country Getaway / Buckland Retreat House, holiday rental in Hawley

Amazing Country Getaway / Buckland Retreat House

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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The Lodge * America's Switzerland - The Mountains Are Calling!, holiday rental in Hawley
The Lodge * America's Switzerland - The Mountains Are Calling!, holiday rental in Hawley
The Lodge * America's Switzerland - The Mountains Are Calling!, holiday rental in Hawley

The Lodge * America's Switzerland - The Mountains Are Calling!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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StrautmanHaus - All-Season Chalet at Berkshire East, holiday rental in Hawley
StrautmanHaus - All-Season Chalet at Berkshire East, holiday rental in Hawley
StrautmanHaus - All-Season Chalet at Berkshire East, holiday rental in Hawley

StrautmanHaus - All-Season Chalet at Berkshire East

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Bear Den, holiday rental in Hawley
The Bear Den, holiday rental in Hawley
The Bear Den, holiday rental in Hawley

The Bear Den

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rural Berkshires Home, holiday rental in Hawley
Rural Berkshires Home, holiday rental in Hawley
Rural Berkshires Home, holiday rental in Hawley

Rural Berkshires Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Mohawk Cabin * Wigwam Western Summit, holiday rental in Hawley
The Mohawk Cabin * Wigwam Western Summit, holiday rental in Hawley
The Mohawk Cabin * Wigwam Western Summit, holiday rental in Hawley

The Mohawk Cabin * Wigwam Western Summit

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious Family Retreat w/ Outdoor Pool & Hot Tub!, holiday rental in Hawley
Spacious Family Retreat w/ Outdoor Pool & Hot Tub!, holiday rental in Hawley
Spacious Family Retreat w/ Outdoor Pool & Hot Tub!, holiday rental in Hawley

Spacious Family Retreat w/ Outdoor Pool & Hot Tub!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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NEW! North Adams Retreat ~ 6 Mi to Pine Cobble Mtn, holiday rental in Hawley
NEW! North Adams Retreat ~ 6 Mi to Pine Cobble Mtn, holiday rental in Hawley
NEW! North Adams Retreat ~ 6 Mi to Pine Cobble Mtn, holiday rental in Hawley

NEW! North Adams Retreat ~ 6 Mi to Pine Cobble Mtn

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Walk to town! Hiking & biking galore! Fireplace, patio, mtn views! Kid friendly!, holiday rental in Hawley
Walk to town! Hiking & biking galore! Fireplace, patio, mtn views! Kid friendly!, holiday rental in Hawley
Walk to town! Hiking & biking galore! Fireplace, patio, mtn views! Kid friendly!, holiday rental in Hawley

Walk to town! Hiking & biking galore! Fireplace, patio, mtn views! Kid friendly!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Bear’s Den * America's Switzerland, holiday rental in Hawley
The Bear’s Den * America's Switzerland, holiday rental in Hawley
The Bear’s Den * America's Switzerland, holiday rental in Hawley

The Bear’s Den * America's Switzerland

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stylish cottage close to great hiking trails and great art museums, holiday rental in Hawley
Stylish cottage close to great hiking trails and great art museums, holiday rental in Hawley
Stylish cottage close to great hiking trails and great art museums, holiday rental in Hawley

Stylish cottage close to great hiking trails and great art museums

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming 2022 renovated 1867 farmhouse in Charlemont MA, holiday rental in Hawley
Charming 2022 renovated 1867 farmhouse in Charlemont MA, holiday rental in Hawley
Charming 2022 renovated 1867 farmhouse in Charlemont MA, holiday rental in Hawley

Charming 2022 renovated 1867 farmhouse in Charlemont MA

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Black Bear Mountain Cottage, holiday rental in Hawley
Black Bear Mountain Cottage, holiday rental in Hawley
Black Bear Mountain Cottage, holiday rental in Hawley

Black Bear Mountain Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mahican Cabin - A Private Nature's Reserve For 2, holiday rental in Hawley
Mahican Cabin - A Private Nature's Reserve For 2, holiday rental in Hawley
Mahican Cabin - A Private Nature's Reserve For 2, holiday rental in Hawley

Mahican Cabin - A Private Nature's Reserve For 2

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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The Wampanoag Cabin * The Wigwam Western Summit, holiday rental in Hawley
The Wampanoag Cabin * The Wigwam Western Summit, holiday rental in Hawley
The Wampanoag Cabin * The Wigwam Western Summit, holiday rental in Hawley

The Wampanoag Cabin * The Wigwam Western Summit

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort, holiday rental in Hawley
200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort, holiday rental in Hawley
200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort, holiday rental in Hawley

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

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Luxury log cabin with views to Mt. Monadnock, holiday rental in Hawley
Luxury log cabin with views to Mt. Monadnock, holiday rental in Hawley
Luxury log cabin with views to Mt. Monadnock, holiday rental in Hawley

Luxury log cabin with views to Mt. Monadnock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., holiday rental in Hawley
Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., holiday rental in Hawley
Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., holiday rental in Hawley

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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River Run - renovated farmhouse with tennis court, holiday rental in Hawley
River Run - renovated farmhouse with tennis court, holiday rental in Hawley
River Run - renovated farmhouse with tennis court, holiday rental in Hawley

River Run - renovated farmhouse with tennis court

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Pocumtuck Cabin * The Wigwam Western Summit, holiday rental in Hawley
The Pocumtuck Cabin * The Wigwam Western Summit, holiday rental in Hawley
The Pocumtuck Cabin * The Wigwam Western Summit, holiday rental in Hawley

The Pocumtuck Cabin * The Wigwam Western Summit

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Hoosac Range Retreat, holiday rental in Hawley
Hoosac Range Retreat, holiday rental in Hawley
Hoosac Range Retreat, holiday rental in Hawley

Hoosac Range Retreat

Condo/Apartment
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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