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Hinsdale Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Hinsdale.
Berkshire Cottage on Ashmere Lake, vacation rental in Hinsdale
Berkshire Cottage on Ashmere Lake, vacation rental in Hinsdale
Berkshire Cottage on Ashmere Lake, vacation rental in Hinsdale

Berkshire Cottage on Ashmere Lake

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch, vacation rental in Hinsdale
Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch, vacation rental in Hinsdale
Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch, vacation rental in Hinsdale

Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quiet Lake house with beautiful water views, vacation rental in Hinsdale
Quiet Lake house with beautiful water views, vacation rental in Hinsdale
Quiet Lake house with beautiful water views, vacation rental in Hinsdale

Quiet Lake house with beautiful water views

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Berkshire Lake access, vacation rental in Hinsdale
Berkshire Lake access, vacation rental in Hinsdale
Berkshire Lake access, vacation rental in Hinsdale

Berkshire Lake access

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Lakeside Carriage House in the Berkshires, vacation rental in Hinsdale
Private Lakeside Carriage House in the Berkshires, vacation rental in Hinsdale
Private Lakeside Carriage House in the Berkshires, vacation rental in Hinsdale

Private Lakeside Carriage House in the Berkshires

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere, vacation rental in Hinsdale
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere, vacation rental in Hinsdale
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere, vacation rental in Hinsdale

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets., vacation rental in Hinsdale
Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets., vacation rental in Hinsdale
Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets., vacation rental in Hinsdale

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ashmere Lake Log Cabin with privacy / 2 Bedrooms, vacation rental in Hinsdale
Ashmere Lake Log Cabin with privacy / 2 Bedrooms, vacation rental in Hinsdale
Ashmere Lake Log Cabin with privacy / 2 Bedrooms, vacation rental in Hinsdale

Ashmere Lake Log Cabin with privacy / 2 Bedrooms

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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New Timberframe House Rental in the Berkshire Mountains, Masschusetts, vacation rental in Hinsdale
New Timberframe House Rental in the Berkshire Mountains, Masschusetts, vacation rental in Hinsdale
New Timberframe House Rental in the Berkshire Mountains, Masschusetts, vacation rental in Hinsdale

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Picturesque Cottage with Sunroom on Ashmere Lake!, vacation rental in Hinsdale
Picturesque Cottage with Sunroom on Ashmere Lake!, vacation rental in Hinsdale
Picturesque Cottage with Sunroom on Ashmere Lake!, vacation rental in Hinsdale

Picturesque Cottage with Sunroom on Ashmere Lake!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lakefront Retreat With All The Amenities!, vacation rental in Hinsdale
Lakefront Retreat With All The Amenities!, vacation rental in Hinsdale
Lakefront Retreat With All The Amenities!, vacation rental in Hinsdale

Lakefront Retreat With All The Amenities!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Berkshires - Charming Lakefront Cottage, vacation rental in Hinsdale
Berkshires - Charming Lakefront Cottage, vacation rental in Hinsdale
Berkshires - Charming Lakefront Cottage, vacation rental in Hinsdale

Berkshires - Charming Lakefront Cottage

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Waterfront Ashmere Lake House Near Berkshire Attractions, vacation rental in Hinsdale
Waterfront Ashmere Lake House Near Berkshire Attractions, vacation rental in Hinsdale
Waterfront Ashmere Lake House Near Berkshire Attractions, vacation rental in Hinsdale

Waterfront Ashmere Lake House Near Berkshire Attractions

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Hinsdale match all your filters:
Berkshire Village Carriage House - Super Private!!, vacation rental in Hinsdale
Berkshire Village Carriage House - Super Private!!, vacation rental in Hinsdale
Berkshire Village Carriage House - Super Private!!, vacation rental in Hinsdale

Berkshire Village Carriage House - Super Private!!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Hearts Desire is a furnished whole house in a small, colorful garden center., vacation rental in Hinsdale
Hearts Desire is a furnished whole house in a small, colorful garden center., vacation rental in Hinsdale
Hearts Desire is a furnished whole house in a small, colorful garden center., vacation rental in Hinsdale

Hearts Desire is a furnished whole house in a small, colorful garden center.

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Bershire Home Rental:  Enjoy Berkshire Fall Foliage, vacation rental in Hinsdale
Bershire Home Rental:  Enjoy Berkshire Fall Foliage, vacation rental in Hinsdale
Bershire Home Rental:  Enjoy Berkshire Fall Foliage, vacation rental in Hinsdale

Bershire Home Rental: Enjoy Berkshire Fall Foliage

Rental Home
4 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Remote and Relaxing Cabin in the Berkshires, vacation rental in Hinsdale
Remote and Relaxing Cabin in the Berkshires, vacation rental in Hinsdale
Remote and Relaxing Cabin in the Berkshires, vacation rental in Hinsdale

Remote and Relaxing Cabin in the Berkshires

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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6-BR Country Estate 14-Min. to Jiminy Peak, vacation rental in Hinsdale
6-BR Country Estate 14-Min. to Jiminy Peak, vacation rental in Hinsdale
6-BR Country Estate 14-Min. to Jiminy Peak, vacation rental in Hinsdale

6-BR Country Estate 14-Min. to Jiminy Peak

Rental Home
6 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Enjoy Big City Vibes at City Place in the heart of the Berkshires!, vacation rental in Hinsdale
Enjoy Big City Vibes at City Place in the heart of the Berkshires!, vacation rental in Hinsdale
Enjoy Big City Vibes at City Place in the heart of the Berkshires!, vacation rental in Hinsdale

Enjoy Big City Vibes at City Place in the heart of the Berkshires!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Beautiful, Newly Renovated Apartment in a Great Location, vacation rental in Hinsdale
Beautiful, Newly Renovated Apartment in a Great Location, vacation rental in Hinsdale
Beautiful, Newly Renovated Apartment in a Great Location, vacation rental in Hinsdale

Beautiful, Newly Renovated Apartment in a Great Location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Renovated with 1 parking space, vacation rental in Hinsdale
Cozy Renovated with 1 parking space, vacation rental in Hinsdale
Cozy Renovated with 1 parking space, vacation rental in Hinsdale

Cozy Renovated with 1 parking space

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Historical Colonial Near Down Town, vacation rental in Hinsdale
Historical Colonial Near Down Town, vacation rental in Hinsdale
Historical Colonial Near Down Town, vacation rental in Hinsdale

Historical Colonial Near Down Town

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Available for Healthcare and long term stays welcome 3 miles from Hospital, vacation rental in Hinsdale
Available for Healthcare and long term stays welcome 3 miles from Hospital, vacation rental in Hinsdale
Available for Healthcare and long term stays welcome 3 miles from Hospital, vacation rental in Hinsdale

Available for Healthcare and long term stays welcome 3 miles from Hospital

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, vacation rental in Hinsdale
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, vacation rental in Hinsdale
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, vacation rental in Hinsdale

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!, vacation rental in Hinsdale
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!, vacation rental in Hinsdale
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!, vacation rental in Hinsdale

Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Apartment Newly Remodeled Super Location, vacation rental in Hinsdale
Apartment Newly Remodeled Super Location, vacation rental in Hinsdale
Apartment Newly Remodeled Super Location, vacation rental in Hinsdale

Apartment Newly Remodeled Super Location

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special, vacation rental in Hinsdale
Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special, vacation rental in Hinsdale
Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special, vacation rental in Hinsdale

Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lenox House w/ Screened Patio & Mountain View, vacation rental in Hinsdale
Lenox House w/ Screened Patio & Mountain View, vacation rental in Hinsdale
Lenox House w/ Screened Patio & Mountain View, vacation rental in Hinsdale

Lenox House w/ Screened Patio & Mountain View

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Tranquil Washington Home w/ Sauna, on 70 Acres, vacation rental in Hinsdale
Tranquil Washington Home w/ Sauna, on 70 Acres, vacation rental in Hinsdale
Tranquil Washington Home w/ Sauna, on 70 Acres, vacation rental in Hinsdale

Tranquil Washington Home w/ Sauna, on 70 Acres

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy Cottage in the Woods -- near all Berkshire attractions, vacation rental in Hinsdale
Cozy Cottage in the Woods -- near all Berkshire attractions, vacation rental in Hinsdale
Cozy Cottage in the Woods -- near all Berkshire attractions, vacation rental in Hinsdale

Cozy Cottage in the Woods -- near all Berkshire attractions

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Private and Cheerful Berkshire Oasis in Dalton with in-ground pool, vacation rental in Hinsdale
Private and Cheerful Berkshire Oasis in Dalton with in-ground pool, vacation rental in Hinsdale
Private and Cheerful Berkshire Oasis in Dalton with in-ground pool, vacation rental in Hinsdale

Private and Cheerful Berkshire Oasis in Dalton with in-ground pool

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Central Berkshire Bungalow, Long Term Availability, vacation rental in Hinsdale
Central Berkshire Bungalow, Long Term Availability, vacation rental in Hinsdale
Central Berkshire Bungalow, Long Term Availability, vacation rental in Hinsdale

Central Berkshire Bungalow, Long Term Availability

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Berkshires Log Cabin, Peace and Tranquility Awaits, vacation rental in Hinsdale
Berkshires Log Cabin, Peace and Tranquility Awaits, vacation rental in Hinsdale
Berkshires Log Cabin, Peace and Tranquility Awaits, vacation rental in Hinsdale

Berkshires Log Cabin, Peace and Tranquility Awaits

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Traveling Nurses! Paradise, 0.2 Miles from BMC - 3 Bedroom, vacation rental in Hinsdale
Traveling Nurses! Paradise, 0.2 Miles from BMC - 3 Bedroom, vacation rental in Hinsdale
Traveling Nurses! Paradise, 0.2 Miles from BMC - 3 Bedroom, vacation rental in Hinsdale

Traveling Nurses! Paradise, 0.2 Miles from BMC - 3 Bedroom

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Berkshire Ski House / Pittsfield, vacation rental in Hinsdale
Berkshire Ski House / Pittsfield, vacation rental in Hinsdale
Berkshire Ski House / Pittsfield, vacation rental in Hinsdale

Berkshire Ski House / Pittsfield

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Wildlife Cottage by the Lake, vacation rental in Hinsdale
Wildlife Cottage by the Lake, vacation rental in Hinsdale
Wildlife Cottage by the Lake, vacation rental in Hinsdale

Wildlife Cottage by the Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, vacation rental in Hinsdale
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, vacation rental in Hinsdale
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, vacation rental in Hinsdale

Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming Apartment In Berkshire Victorian Home, vacation rental in Hinsdale
Charming Apartment In Berkshire Victorian Home, vacation rental in Hinsdale
Charming Apartment In Berkshire Victorian Home, vacation rental in Hinsdale

Charming Apartment In Berkshire Victorian Home

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Perfect Escape; Log Cabin situated on 40 Secluded Acres of Wilderness, vacation rental in Hinsdale
The Perfect Escape; Log Cabin situated on 40 Secluded Acres of Wilderness, vacation rental in Hinsdale
The Perfect Escape; Log Cabin situated on 40 Secluded Acres of Wilderness, vacation rental in Hinsdale

The Perfect Escape; Log Cabin situated on 40 Secluded Acres of Wilderness

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Huge Designer House on 2 acres property, minutes to restaurants, museums, vacation rental in Hinsdale
Huge Designer House on 2 acres property, minutes to restaurants, museums, vacation rental in Hinsdale
Huge Designer House on 2 acres property, minutes to restaurants, museums, vacation rental in Hinsdale

Huge Designer House on 2 acres property, minutes to restaurants, museums

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Fully Equipped Spacious Family Home in The Berkshires, vacation rental in Hinsdale
Fully Equipped Spacious Family Home in The Berkshires, vacation rental in Hinsdale
Fully Equipped Spacious Family Home in The Berkshires, vacation rental in Hinsdale

Fully Equipped Spacious Family Home in The Berkshires

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Lovely Family Retreat in the ♥️ of the Berkshires!, vacation rental in Hinsdale
Lovely Family Retreat in the ♥️ of the Berkshires!, vacation rental in Hinsdale
Lovely Family Retreat in the ♥️ of the Berkshires!, vacation rental in Hinsdale

Lovely Family Retreat in the ♥️ of the Berkshires!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!, vacation rental in Hinsdale
Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!, vacation rental in Hinsdale
Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!, vacation rental in Hinsdale

Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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A Cozy 100 yr old New England Berkshires Dutch Colonial.

Long term available., vacation rental in Hinsdale
A Cozy 100 yr old New England Berkshires Dutch Colonial.

Long term available., vacation rental in Hinsdale
A Cozy 100 yr old New England Berkshires Dutch Colonial.

Long term available., vacation rental in Hinsdale

A Cozy 100 yr old New England Berkshires Dutch Colonial. Long term available.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spacious Historic Home in the Berkshires!, vacation rental in Hinsdale
Spacious Historic Home in the Berkshires!, vacation rental in Hinsdale
Spacious Historic Home in the Berkshires!, vacation rental in Hinsdale

Spacious Historic Home in the Berkshires!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Lenox Grand Colonial with Pool, 3 Season Porch, vacation rental in Hinsdale
Lenox Grand Colonial with Pool, 3 Season Porch, vacation rental in Hinsdale
Lenox Grand Colonial with Pool, 3 Season Porch, vacation rental in Hinsdale

Lenox Grand Colonial with Pool, 3 Season Porch

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful Home away from Home, vacation rental in Hinsdale
Beautiful Home away from Home, vacation rental in Hinsdale
Beautiful Home away from Home, vacation rental in Hinsdale

Beautiful Home away from Home

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Hidden Oasis in the Berkshire Mountains, vacation rental in Hinsdale
Hidden Oasis in the Berkshire Mountains, vacation rental in Hinsdale
Hidden Oasis in the Berkshire Mountains, vacation rental in Hinsdale

Hidden Oasis in the Berkshire Mountains

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Brooksong, the perfect Berkshires getaway, vacation rental in Hinsdale
Brooksong, the perfect Berkshires getaway, vacation rental in Hinsdale
Brooksong, the perfect Berkshires getaway, vacation rental in Hinsdale

Brooksong, the perfect Berkshires getaway

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Showing results 1-49 of 49
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