
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

Perfect Family Retreat•Pool•Volleyball•Firepit

Pool House

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

Bedford Retreat: pool, fenced yard.

The Round House w/ Heated Pool

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Harrison Field 10Acres Pool FirePit BikeRailTrail

Beautiful Pool and hot tub Home Adirondacks
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195

Riverfront Stone Cottage Private/ hot tub/ boats

Modern Upstate Gem Surrounded by Trees | Hot Tub

Spring/Summer Fun Treasures Waiting

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
Private house rentals

Our Place - A Big Little House

Private Adirondack Chalet Game Room and Bar/Lounge

Clean, Captivating VT Farmhouse near Stratton!

Entire lake house to yourself. Great for groups

Charming private cape house in Woodstock

2 Bedroom House part of duplex in the Village

Sweeping mountain views in Woodstock, NY

Beautiful Fall cabin, North Catskills/Greenville
Destinations to explore
- Hudson Valley Vacation rentals
- Boston Vacation rentals
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Cape Cod Vacation rentals
- Pocono Mountains Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Montreal Vacation rentals
- Rentals with beach access Western Massachusetts
- Vacation home rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theater Western Massachusetts
- Rentals with pools Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Farmstay rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Rentals with a patio Western Massachusetts
- Cabin rentals Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Waterfront rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Townhouse rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Kid-friendly rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Tiny house rentals Western Massachusetts
- Condo rentals Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Hotel rentals Western Massachusetts
- Boutique hotel rentals Western Massachusetts
- Loft rentals Western Massachusetts
- House rentals Massachusetts
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Albany Center Gallery
- Six Flags New England
- Taconic State Park
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Mount Snow Ski Resort
- Otis Ridge
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Beartown State Forest
- Bushnell Park
- Hartford Golf Club
- Rockledge Golf Club
- Kent Falls State Park
- Shuttle Meadow Country Club
- Dinosaur State Park
- Huck Finn’s Playland, Albany
- Canterbury Farm
- Naumkeag
- Stump Sprouts Ski Touring Center
- Berkshire Botanical Garden
- Things to do Western Massachusetts
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Things to do United States
- Sightseeing United States
- Tours United States
- Art and culture United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States