Holiday home rentals in Western Massachusetts
Find and book unique holiday home rentals on Airbnb
Top-rated holiday home rentals in Western Massachusetts
Guests agree: these holiday home 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 holiday home rentals in Western Massachusetts
Family-friendly holiday home rentals
Holiday home in Hudson
4.84 out of 5 average rating, 122 reviewsBright and Airy 2 blocks from Warren ST eb
Holiday home in Hudson
4.85 out of 5 average rating, 119 reviewsGreat top fl near cnter with sunroom and a view cc
Holiday home in Hudson
4.79 out of 5 average rating, 38 reviews2 blocks to Warren ST with a deck and a yard ca
Holiday home in Hudson
4.83 out of 5 average rating, 82 reviews2 blocks to Warren ST with an office and a yard cb
Holiday home in Hudson
4.76 out of 5 average rating, 74 reviews2 blocks to Warren ST with Backyard,& Parking
Holiday home in Hudson
4.83 out of 5 average rating, 103 reviews3 block to Warren ST with a Yard and parking ga
Holiday home in Cairo
4.65 out of 5 average rating, 23 reviewsChalet on the Hill
Holiday home in Ludlow
4.75 out of 5 average rating, 79 reviewsLudlow Big Family Fun Home
Holiday home rentals with a patio
Holiday home in Mount Holly
4.96 out of 5 average rating, 28 reviewsOkemo Oasis - 6 Bedrooms, 3.5 Baths, 2 Kitchens
Holiday home in Hudson
4.95 out of 5 average rating, 21 reviewsLa Maison Hudson: Charming 1BR In Prime Location
Holiday home in Wappingers Falls
4.96 out of 5 average rating, 47 reviewsOnce in a Lifetime Hudson River Views
Holiday home in Saratoga Springs
5 out of 5 average rating, 16 reviewsSaratoga Springs Rental
Holiday home in Napanoch
4.91 out of 5 average rating, 33 reviewsCatskills retreat w/ pool, views & fireplace
Holiday home in Lake George
4.94 out of 5 average rating, 50 reviewsDiscount Rates ‼️ Lake George.
Holiday home in Salt Point
4.91 out of 5 average rating, 54 reviewsRiverfront, cozy farmhouse near Rhinebeck
Holiday home in Woodbury
4.82 out of 5 average rating, 17 reviewsUNIQUE and GORGEOUS historic loft style rental
Holiday home rentals with a washing machine and dryer
Holiday home in Becket
4.96 out of 5 average rating, 49 reviewsPerfect Serene Waterfront All Season Retreat!
Holiday home in Glens Falls
4.98 out of 5 average rating, 53 reviewsCozy home near Lake George & Saratoga
Holiday home in Gardiner
5 out of 5 average rating, 28 reviewsCountry oasis on 75 acres with pond and hiking
Holiday home in Pittsfield
4.82 out of 5 average rating, 22 reviewsExplore the Berkshires from this charming home.
Holiday home in Gilmanton
4.97 out of 5 average rating, 74 reviewsLakefront Retreat w/Boat Dock and Amazing Views
Holiday home in Athens
4.91 out of 5 average rating, 90 reviewsLakefront Retreat | Kayaks, Paddle Board & Hot tub
Holiday home in Natick
4.9 out of 5 average rating, 98 reviewsPrivate Lakefront with game room/Newly renovated
Holiday home in Newport
4.97 out of 5 average rating, 37 reviewsNewport Condo with Harbor View and Rooftop Deck!
Destinations to explore
- Cambridge Holiday rentals
- New Haven Holiday rentals
- Lake George Holiday rentals
- Providence Holiday rentals
- Catskill Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- Montreal Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Cape Cod Holiday rentals
- Holiday home rentals United States
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- Rentals with a fireplace Western Massachusetts
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- Rentals with a firepit Western Massachusetts
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- Family-friendly rentals Western Massachusetts
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