House holiday rentals in Western Massachusetts
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Top-rated house rentals in Western Massachusetts
Guests agree: these houses 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 house rentals in Western Massachusetts
House rentals with a pool
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4.89 out of 5 average rating, 121 reviewsThe 1770 House
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4.98 out of 5 average rating, 468 reviewsmidcentury mod fireplace walk 2 hiking trl/village
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4.99 out of 5 average rating, 250 reviewsThe Woodstock Barn House - Sauna, Gym, Jacuzzi
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4.95 out of 5 average rating, 132 reviewsHudson Retreat w/ Hot Tub, Fireplace + Fire Pit
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4.87 out of 5 average rating, 116 reviews4Br Mountain Brook House on 130 acres w/ trails
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4.92 out of 5 average rating, 238 reviewsLittle owl Japanese teahouse: pool and tennis
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4.88 out of 5 average rating, 301 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
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4.86 out of 5 average rating, 504 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Weekly house rentals
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4.95 out of 5 average rating, 111 reviewsEntire 1-st Floor Apt & Specials for 3+ Stays
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4.98 out of 5 average rating, 125 reviewsQuality, Comfort, Charm in Williamstown Center
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4.93 out of 5 average rating, 138 reviewsLake front retreat - Stylish Berkshire home
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4.96 out of 5 average rating, 201 reviewsLinny's Updated Lakeview Cottage - Cozy & Modern
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4.96 out of 5 average rating, 297 reviewsModern Country Cottage, Views, Trails, Fireplace!
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4.95 out of 5 average rating, 177 reviewsMain Street Cottage
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4.96 out of 5 average rating, 115 reviewsCheerful Catskill Village Cottage
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4.97 out of 5 average rating, 179 reviewsModern Prefabricated Architectural Retreat
Private house rentals
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4.93 out of 5 average rating, 175 reviewsTranquil Tree-House on the beautiful Hudson River
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4.96 out of 5 average rating, 139 reviewsLake Escape
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4.93 out of 5 average rating, 167 reviewsSecluded Farmhouse Retreat - stunning views
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4.9 out of 5 average rating, 226 reviews1817 Berkshire Farmhouse- Close to Everything.
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4.92 out of 5 average rating, 252 reviewsSecluded modern forest cabin with private brook
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4.9 out of 5 average rating, 110 reviewsLuxury Lake Living
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4.92 out of 5 average rating, 129 reviewsSerene Retreat w/ Cedar Hot Tub & Fire Pit
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4.95 out of 5 average rating, 398 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Destinations to explore
- Cambridge Holiday rentals
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- Rentals with a washing machine and dryer Western Massachusetts
- Rentals with pools Western Massachusetts
- Rentals with a hot tub Western Massachusetts
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