
House holiday 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.
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

Perfect Family Winter Retreat•Close to Ski•Firepit

Pool House

Hilltop House w/POOL/SPA- HOST & Co.

The Round House w/ Heated Pool

Harrison Field Upstate NY Weekend Getaway

Beautiful HotTub and Pool Home Adirondacks

Indoor Heated Pool in the Adirondacks

Woodland Country Retreat-Pool+FirePit-nearWineries
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195

Riverfront Stone Cottage Private/ hot tub/ boats

Excellent Ski location So Vt

Secluded Post-And-Beam Retreat

Sunset Bay: Amazing waterfront w/ dock on 5 acres!

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

Perfect Abbey Road Retreat

Former Sunset View Inn
Private house rentals

Mahali Petu - A Big Little House

Private Adirondack Chalet Game Room and Bar/Lounge

Entire lake house to yourself. Great for groups

2023 Cave mountain house -Hunter/Windham mountain

2 Bedroom House part of duplex in the Village

Beautiful Fall cabin, North Catskills/Greenville

Private Field House - Spacious 4 Bedroom Home

Catskill Village House near parks/river
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