Vacation rentals in Western Massachusetts
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Western Massachusetts
Guests agree: these vacation rentals 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 vacation rentals
Other great vacation rentals in Western Massachusetts
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Aug 26 – Sep 2
Apartment in Shelburne Falls
4.96 out of 5 average rating, 290 reviewsAnnies’ Place by The Bridge of Flowers ~
Feb 17 – 24
Guesthouse in Brattleboro
4.93 out of 5 average rating, 429 reviewsMahalo Temple Retreat
Jun 30 – Jul 7
Loft in Shelburne Falls
4.95 out of 5 average rating, 264 reviewsThe Railroad House
Feb 17 – 24
Home in Williamsburg
4.99 out of 5 average rating, 157 reviewsHilltown Studio
Jan 17 – 24
Guesthouse in Northampton
4.92 out of 5 average rating, 240 reviewsLarge Studio – Walk to Town
Dec 5 – 12
Apartment in Hadley
4.97 out of 5 average rating, 211 reviewsSweet Retreat minutes from Northampton & Amherst
Sep 1 – 8
Cabin in Guilford
4.96 out of 5 average rating, 479 reviewsSerenity Now - Couples Retreat or Writer's Dream
Mar 16 – 23
Other great vacation rentals in Western Massachusetts
Yurt in Williamsburg
4.87 out of 5 average rating, 174 reviewsmagical yurt in the woods. long term discount
Nov 28 – Dec 5
Guesthouse in Becket
4.93 out of 5 average rating, 258 reviewsCountry Cabin
Dec 18 – 25
Barn in Northampton
4.95 out of 5 average rating, 541 reviewsE. Slate Carriage House
Aug 19 – 26
Guest suite in Hancock
4.83 out of 5 average rating, 154 reviewsCozy apartment near Jiminy Peak
May 6 – 13
Guest suite in Easthampton
4.97 out of 5 average rating, 401 reviewsGoreytastic Private ApARTment @ the EMC
Sep 23 – 30
Guesthouse in Williamstown
4.97 out of 5 average rating, 146 reviewsBrookside Cottage
Aug 25 – Sep 1
Apartment in Northampton
4.96 out of 5 average rating, 278 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Sep 26 – Oct 3
Farm stay in Ancram
4.95 out of 5 average rating, 264 reviewsRelaxing secluded stay with loving social animals.
Aug 24 – 31
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
- Fitness-friendly rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- House rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Monthly Rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Farmstay rentals Western Massachusetts
- Rentals with a patio Western Massachusetts
- Townhouse rentals Western Massachusetts
- Vacation home rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Rentals with lake access Western Massachusetts
- Beachfront rentals Western Massachusetts
- Boutique hotel rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Rentals with pools Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Rentals with beach access Western Massachusetts
- Wheelchair accessible rentals Western Massachusetts
- Hotel rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Kid-friendly rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Condo rentals Western Massachusetts
- Waterfront rentals Western Massachusetts
- Rentals with a home theater Western Massachusetts
- 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