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 New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Home in Ghent
4.87 out of 5 average rating, 272 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Kerhonkson
4.89 out of 5 average rating, 141 reviewsScandinavian lux retreat, views & pool
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Weekly house rentals
Home in Putney
4.85 out of 5 average rating, 126 reviewsSpacious Loft with View
Home in Woodstock
4.91 out of 5 average rating, 643 reviewsDutch Touch Woodstock Cottage
Home in Huntington
4.9 out of 5 average rating, 112 reviewsPrivate house on the River
Home in Rhinebeck
4.91 out of 5 average rating, 259 reviewsArchitectural wonder in the woods
Home in Putney
4.95 out of 5 average rating, 309 reviewsCozy Train Depot in Putney Vermont
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Home in North Adams
4.96 out of 5 average rating, 124 reviewsThe Lodge @ America’s Switzerland
Home in Kerhonkson
5.0 out of 5 average rating, 213 reviewsCook House | Modern Cottage w/ Fireplace
Private house rentals
Home in Northampton
4.98 out of 5 average rating, 101 reviewsDiscover Cozy Elegance in the Heart of Northampton
Home in Dalton
4.92 out of 5 average rating, 172 reviewsBrooksong, the perfect Berkshires getaway
Home in Kerhonkson
4.96 out of 5 average rating, 250 reviewsArchitect's Hudson Valley Home in the Woods
Home in Lee
4.9 out of 5 average rating, 208 reviews1817 Berkshire Farmhouse- Close to Everything.
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Home in Canaan
5.0 out of 5 average rating, 136 reviewsCountry Cottage
Home in Averill Park
4.95 out of 5 average rating, 143 reviewsCozy, peaceful lake house close to Jiminy Peak
Home in Belchertown
5.0 out of 5 average rating, 21 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Destinations to explore
- Cambridge Vacation rentals
- New Haven Vacation rentals
- Lake George Vacation rentals
- Providence Vacation rentals
- Catskill Vacation rentals
- Albany Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Earth house rentals United States
- Lighthouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Townhouse rentals United States
- House rentals Boston
- Beach house rentals Boston
- Townhouse rentals Boston
- Guesthouse rentals Boston
- Tiny house rentals New York
- Treehouse rentals New York
- Guesthouse rentals New York
- House rentals New York
- Townhouse rentals New York
- Lakehouse rentals New Hampshire
- House rentals New Hampshire
- Tiny house rentals New Hampshire
- Treehouse rentals New Hampshire
- Beach house rentals New Hampshire
- Townhouse rentals New Hampshire
- Guesthouse rentals New Hampshire
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Lakehouse rentals Massachusetts
- Townhouse rentals Massachusetts
- Tiny house rentals Massachusetts
- House rentals Massachusetts
- Rentals with a hot tub Western Massachusetts
- Luxury rentals Western Massachusetts
- Monthly Rentals Western Massachusetts
- Farmstay rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with beach access Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with pools Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theater Western Massachusetts
- Cabin rentals Western Massachusetts
- Townhouse rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Cottage rentals Western Massachusetts
- Hotel rentals Western Massachusetts
- Kid-friendly rentals Western Massachusetts
- Wheelchair accessible rentals Western Massachusetts
- Vacation home rentals Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Condo rentals Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Rentals with a patio Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Chalet rentals Western Massachusetts
- Waterfront rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Boutique hotel rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes