
Vacation home rentals in Western Massachusetts
Find and book unique vacation home rentals on Airbnb
Top-rated vacation home rentals in Western Massachusetts
Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts vacation home rentals
Family-friendly vacation home rentals

Hunter Mountain Ski House Rental

Perfect Windham getaway for year round fun!

NEW. Stylish & clean 2bed duplex 5 min to slopes.

Cozy 2-br retreat at Ocean Walk

NEW! Reel vacation 3min to Scarborough Beach

Charming 5 Bedroom Home In Downtown Wakefield

Enjoy a freshly renovated Cozy 1st floor apartment

3BR ski house 2.2 mi Windham Mtn. 8 mi to Hunter
Vacation home rentals with a patio

Mountain escape in Hunter/Tannersville

Once in a Lifetime Hudson River Views

Saratoga Lakefront Belmont Travers 12 min to track

Cozy Glens Falls home near Lake George & Saratoga

The Dahlia Villa within Westerhall Gardens

Charming Vacation House w/ Pool & HotTub

The Loft - Discount Rates ‼️ Lake George.

Secluded hilltop getaway | heated pool + hot tub
Vacation home rentals with a washer and dryer

Beautiful 2 bedroom home with panoramic view

Winterberry Lodge: Newly Renovated at Jiminy Peak

Cozy Cabin in a Rural Setting #16

Spofford lake 1 bedroom apartment with boat dock

Peaceful 3-Bed/3-Bath in Private Lake Community

Tranquility awaits on Amston Lake!

Sunapee Barn Retreat

Ludlow Big Family Fun Home
Destinations to explore
- Plainview Vacation rentals
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- Montreal Vacation rentals
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- Mount Pocono Vacation rentals
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- The Hamptons Vacation rentals
- Rentals with a hot tub Western Massachusetts
- House rentals Western Massachusetts
- Rentals with beach access Western Massachusetts
- Private suite rentals Western Massachusetts
- Loft rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
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- Townhouse rentals Western Massachusetts
- Farmstay rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theater Western Massachusetts
- Apartment rentals Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Rentals with a patio Western Massachusetts
- Waterfront rentals Western Massachusetts
- Luxury rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Hotel rentals Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Condo rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Bed and breakfasts Western Massachusetts
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- Tiny house rentals Western Massachusetts
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- Vacation home rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Bushnell Park
- Kent Falls State Park
- Brimfield State Forest
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Wintonbury Hills Golf Course
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Taconic State Park
- Dinosaur State Park
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Talcott Mountain State Park
- Bright Nights at Forest Park
- Albany Center Gallery
- Bousquet Mountain Ski Area
- Berkshire Botanical Garden
- Mount Snow Ski Resort