
Bed and breakfast holiday rentals in Western Massachusetts
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Top-rated bed and breakfasts in Western Massachusetts
Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts bed and breakfasts
Family-Friendly Bed and Breakfasts

Suminski Innski- Room 7- 2 flights up/shared bath

The Cambridge Retreat House LLC

Private suite in James Colt townhouse

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

Cozy 3 bedroom cape at end of road in Williamstown

Eva Blake House-Margaret's Room

The Sara Tracy House, Eliot Room

BigSkyHilltop: Queen & single bed, full breakfast
Bed and breakfast rentals with breakfast

Waterfront B&B with Hot Tub, Kayaks & Fire Pit

The Johnston Room at The O'Connell House B&B

Norton Hill BnB

High Grass Farm (old listing)

Hiking Hideaway on the Ridge

Next to Skidmore and near Racetrack: Twin Room

Luxury Camping in a Cozy Guest Cottage

Old New England Farmhouse - The Brimfield Room
Bed and breakfast rentals with a patio

Storybook Cottage - Bird House Room

Private en-suite Bedroom in Historic Inn

One Half Historic Farmhouse

Postmodern Pastoral Suite | 25min to Cambridge

Cozy Queen room in Historic Bed and Breakfast

The Lacey Rose - The Golden Room

Casual elegance, extraordinary cuisine.

Hudson Pond · Hideaway King Suite
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
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- Montreal Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
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- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a washing machine and dryer Western Massachusetts
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- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
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- Boutique hotel rentals Western Massachusetts
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- Rentals with a patio Western Massachusetts
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- Chalet rentals Western Massachusetts
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- Bed and breakfasts Massachusetts
- Bed and breakfasts United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Bushnell Park
- Brimfield State Forest
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Dinosaur State Park
- Wintonbury Hills Golf Course
- Mount Greylock Ski Club
- Taconic State Park
- Mount Tom State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Sugarloaf State Reservation
- Hartford Golf Club
- Hancock Shaker Village
- Albany Center Gallery
- Talcott Mountain State Park
- Bright Nights at Forest Park
- Berkshire Botanical Garden