Ocean Park Beach Resort - Vacation Rentals in Magnolia Bluffs Casino

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From US $505

         

10.0 (42 Reviews)

House

Cheerful 3-bedroom cottage with woodstove

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $268

         

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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 $206

         

9.8 (43 Reviews)

Bed & Breakfast

Wilder House Berkshires

• Air Conditioner
• Parking
• Designated Smoking Area

• Massachusetts
• Sheffield

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From US $445

         

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 $247

         

10.0 (15 Reviews)

Cottage

The Blue Elm - A Historic Berkshire Cottage

• Air Conditioner
• Parking
• TV

• Massachusetts
• Ashley Falls

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From US $970

         

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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 $195

         

10.0 (7 Reviews)

Apartment

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

• Air Conditioner
• Parking
• TV

• Massachusetts
• Sheffield

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From US $310

         

9.6 (44 Reviews)

Cabin

Berkshire Riverfront Ski Cabin: Close to Hiking!

• Air Conditioner
• Parking
• Pet Friendly

• Great Barrington
• New Marlborough

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From US $359

         

8.6 (14 Reviews)

House

Luxury Private Estate in the Berkshires | Whitney by AvantStay

• Parking
• Pet Friendly
• TV

• Massachusetts
• Sheffield

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From US $724

         

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 $607

         

New

House

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

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $307

         

10.0 (186 Reviews)

House

“Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $715

         

10.0 (52 Reviews)

House

Gorgeous Sheffield Home in Heart of Berkshires

• Air Conditioner
• Parking
• Balcony/Terrace

• Massachusetts
• Sheffield

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From US $512

         

10.0 (31 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 $442

         

10.0 (21 Reviews)

House

Restful pastoral, kids-friendly house w/gardens, views, swimming pool, sauna

• Air Conditioner
• Parking
• Pool

• Great Barrington
• New Marlborough

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From US $335

         

10.0 (21 Reviews)

House

Konkapot Cottage, Pastoral Bliss With Wide Views

• Air Conditioner
• Parking
• TV

• Great Barrington
• New Marlborough

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From US $560

         

10.0 (15 Reviews)

House

Beautiful Berkshire Home - Enjoy summer, fall & winter attractions

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $467

         

10.0 (6 Reviews)

House

Peaceful and Private Setting

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Sheffield

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From US $662

         

10.0 (5 Reviews)

House

Majestic Mountain Side Sheffield/Great Barrington/SKI

• Air Conditioner
• Parking
• TV

• Massachusetts
• Sheffield

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From US $239

         

10.0 (4 Reviews)

House

South Berkshire Barn Apartment with Stunning Views

• Air Conditioner
• Parking
• Security/Safety

• Massachusetts
• Sheffield

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From US $475

         

10.0 (1 Review)

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 $347

         

10.0 (1 Review)

House

Meadow Top Cottage: Countryside Cottage on 72 Acres

• Air Conditioner
• Parking
• Pet Friendly

• Great Barrington
• New Marlborough

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From US $157

         

10.0 (1 Review)

House

1Bed. Garage Apt. Hip, Quiet, Detached & Private! Six-month minimum.

• Air Conditioner
• Parking
• TV

• Massachusetts
• Sheffield

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