Hanalei Bay Villas - Vacation Rentals in Magnolia Bluffs Casino

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From US $551

         

10.0 (43 Reviews)

House

Cheerful 3-bedroom cottage with woodstove

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $381

         

|

10.0 (6 Reviews)

House

Berkshire Riverfront Ski Cabin: Close to Hiking!

• Parking
• Pet Friendly
• Security/Safety

• Great Barrington
• New Marlborough

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From US $233

         

9.8 (58 Reviews)

Bed & Breakfast

Wilder House Berkshires

• Air Conditioner
• Parking
• Designated Smoking Area

• Massachusetts
• Sheffield

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From US $644

         

10.0 (34 Reviews)

House

Little House in the Woods by Evergreen Home

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $235

         

|

9.5 (50 Reviews)

Bed & Breakfast

Wilder House Berkshires

• Air Conditioner
• Parking
• Designated Smoking Area

• Massachusetts
• Sheffield

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From US $309

         

10.0 (17 Reviews)

Cottage

The Blue Elm - A Historic Berkshire Cottage

• Air Conditioner
• Parking
• TV

• Massachusetts
• Ashley Falls

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From US $636

         

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New

House

Copper Kettle Farm by AvantStay

• Air Conditioner
• Parking
• Security/Safety

• Massachusetts
• Ashley Falls

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From US $260

         

10.0 (9 Reviews)

Apartment

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

• Air Conditioner
• Parking
• TV

• Massachusetts
• Sheffield

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From US $541

         

9.6 (45 Reviews)

Cabin

Berkshire Riverfront Ski Cabin: Close to Hiking!

• Air Conditioner
• Parking
• Pet Friendly

• Great Barrington
• New Marlborough

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From US $608

         

8.8 (17 Reviews)

House

Luxury Private Estate in the Berkshires | Whitney by AvantStay

• Parking
• Pet Friendly
• TV

• Massachusetts
• Sheffield

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From US $1,232

         

New

House

Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Ashley Falls

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From US $759

         

New

House

52-Acre Farmhouse Fire Pit + Outdoor Dining & Trails | Copper Kettle Farm

• Air Conditioner
• Parking
• TV

• Massachusetts
• Ashley Falls

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From US $529

         

10.0 (32 Reviews)

House

12 minutes to Butternut Skiing, Good For 3 Families with Hot Tub & Game Room

• Air Conditioner
• Parking
• TV

• Massachusetts
• Sheffield

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From US $747

         

10.0 (6 Reviews)

House

Peaceful and Private Setting

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $562

         

10.0 (4 Reviews)

House

Modern Dairy Barn with Ample Natural Light and 2 Living Rooms!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $541

         

9.8 (9 Reviews)

House

Berkshires Getaway Walk to Distillery - No Pet Fee!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $208

         

10.0 (4 Reviews)

House

Charming Ashley Falls Getaway

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Ashley Falls

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From US $489

         

9.8 (36 Reviews)

House

PRIVATE PENINSULA 2ac surrounded by water min from hiking skiing theater music

• Parking
• Pet Friendly
• TV

• Massachusetts
• Sheffield

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From US $356

         

9.8 (22 Reviews)

House

Close to everything Berkshire!

• Air Conditioner
• TV
• Balcony/Terrace

• Massachusetts
• Sheffield

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From US $307

         

9.0 (11 Reviews)

House

Charming Berkshires Cottage by Evergreen Home

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Ashley Falls

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From US $271

         

8.0 (1 Review)

House

River Orchard Meadow

• Parking
• Pet Friendly
• TV

• Massachusetts
• Sheffield

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From US $850

         

5.0 (3 Reviews)

House

Berkshire Bliss Retreat✔️QUIET✔️3 bedrooms ✔️ 3 bath ✔️ private ✔️ family/pet

• Air Conditioner
• Pet Friendly
• Pool

• Massachusetts
• Ashley Falls

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From US $275

         

4.8 (17 Reviews)

House

Cozy Country Home, Perfect City Escape

• Air Conditioner
• TV
• View

• Massachusetts
• Sheffield

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From US $607

         

New

House

River Views, Mini Gym, Deck + Fire Pit, Sleeps 8

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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