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