Winters Vacations Rentals - Vacation Rentals in Bear's Den

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From US $192

         

10.0 (24 Reviews)

Apartment

Lakefront Orange Vacation Rental - Pet Friendly!

• Parking
• Pet Friendly
• TV

• Massachusetts
• Orange

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From US $399

         

|

10.0 (2 Reviews)

House

The Zen Waterfront Retreat: A Sweetwater Stay

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Orange

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From US $295

         

10.0 (10 Reviews)

House

Historic Home w/Modern Updates on < 4 Acres

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Royalston

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From US $89

         

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9.4 (19 Reviews)

House

Rustic-Chic Cottage with Yard and Grill - Near Hiking!

• Parking
• View
• Security/Safety

• Massachusetts
• Northfield

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From US $587

         

10.0 (2 Reviews)

House

3br Lakefront Oasis in Shutesbury with gas fireplace and 180-deg views!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Shutesbury

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From US $283

         

|

9.0 (1 Review)

House

Historic Home with Modern Updates on Less Than 4 Acres

• Parking
• Pet Friendly
• Accessibility

• Massachusetts
• Royalston

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From US $441

         

10.0 (1 Review)

Apartment

Terrific 3-bedroom unit in charming Leverett with AC

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Leverett

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From US $335

         

7.2 (5 Reviews)

House

Spacious Pet Friendly Waterfront w/Hot Tub & Yogo Studio-Sleeps 10!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Orange

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From US $127

         

New

Cabin

Professional/family/pet-friendly; fiber-optics in the forest, minutes to highway

• Air Conditioner
• Parking
• TV

• Massachusetts
• New Salem

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From US $275

         

10.0 (44 Reviews)

Apartment

Sun filled pool house with vaulted ceilings beautiful in ground pool and gardens

• Air Conditioner
• Parking
• Pool

• Springfield
• Amherst

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From US $318

         

10.0 (17 Reviews)

Cottage

Spacious Lakeside Waterfront Summer Cottage

• Parking
• TV
• View

• Massachusetts
• Orange

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From US $203

         

9.8 (48 Reviews)

Cottage

Beautiful Lakeside Waterfront Cottage with Private Beach

• Parking
• TV
• View

• Massachusetts
• Orange

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From US $507

         

9.8 (44 Reviews)

House

Gorgeous Country Home,

• Air Conditioner
• Parking
• TV

• Massachusetts
• Shutesbury

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From US $129

         

9.8 (37 Reviews)

Apartment

Riverside Retreat – Cozy 2-Story Getaway!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Montague

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From US $130

         

9.8 (27 Reviews)

Apartment

Riverfront 2 Bedroom Unit 2

• Air Conditioner
• Parking
• TV

• Massachusetts
• Montague

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From US $492

         

9.8 (10 Reviews)

House

The Mountain House- country family home on top of Pisgah Mountain

• Air Conditioner
• Parking
• TV

• Massachusetts
• Gill

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From US $267

         

9.6 (9 Reviews)

House

Comfy, Luxurious Glamping Camper near Amherst, MA

• Air Conditioner
• Parking
• Pool

• Springfield
• Pelham

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From US $150

         

7.6 (4 Reviews)

Apartment

The Parlour - private studio in a historic 1740 colonial house

• Air Conditioner
• Parking
• Pet Friendly

• Springfield
• Pelham

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From US $232

         

New

House

Cozy 2-bedroom RV with WiFi, AC in welcoming Orange

• Child Friendly

• Massachusetts
• Orange

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From US $366

         

10.0 (1 Review)

Other

Wild Blueberry Farmhouse: Your Fall Escape!

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Phillipston

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From US $494

         

10.0 (5 Reviews)

House

The Modern Home Retreatnn

• Air Conditioner
• Pet Friendly
• TV

• Massachusetts
• Athol

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From US $124

         

9.8 (56 Reviews)

House

Spectacular Mountain views with all the amentities nearby

• Air Conditioner
• Parking
• TV

• Massachusetts
• Gill

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From US $509

         

New

House

Montague Meadows - 4-Bedroom Whole House - Space for the Whole Family

• Air Conditioner
• Pet Friendly
• Security/Safety

• Massachusetts
• Montague

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From US $287

         

New

House

Beautiful Fall Foliage Waterfront Fire Pit

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Orange

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