Resort vacation rentals in Massachusetts
Find and book unique resort rentals on Airbnb
Top-rated resort rentals in Massachusetts
Guests agree: these resort 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 Massachusetts resort rentals
Family-friendly resort rentals
Hotel room in Brewster
4.46 out of 5 average rating, 56 reviewsOcean Edge Resort One Bedroom Villa
Private room in Brewster
4.35 out of 5 average rating, 81 reviewsOcean Edge Resort One Bedroom Villa
Resort in Dennis
4.75 out of 5 average rating, 4 reviewsBeachfront 1 BR Suite, Dennis Port July 12 - 19
Private room in Dennis
4.6 out of 5 average rating, 5 reviewsOcean front 2-bedroom suite on beautiful beach
Private room in Brewster
4.53 out of 5 average rating, 47 reviewsOcean Edge Resort One Bedroom Condo
Resort rentals with a pool
Private room in Chatham
5 out of 5 average rating, 14 reviewsPleasant Bay Village Resort - Extra Deluxe Queen
Private room in Chatham
5 out of 5 average rating, 7 reviewsUpper Deluxe Two Bedroom Cottage
Private room in Chatham
5 out of 5 average rating, 3 reviewsLower Deluxe Two Bedroom Cottage
Private room in Chatham
4.88 out of 5 average rating, 16 reviewsPleasant Bay Village Resort - Rear Deluxe Studio
Private room in Chatham
One Bedroom Cottage Suite
Private room in Chatham
Front Deluxe Efficiency Studio
Resort rentals with a gym
Private room in Hancock
4.77 out of 5 average rating, 30 reviewsMountainside 2 Bedroom at Jiminy Peak- No fees!
Private room in Hancock
4.63 out of 5 average rating, 72 reviewsCountry Village 3 Bedroom at Jiminy Peak- No fees!
Private room in Hancock
Large 1 Bedroom- Vacation Village in Berkshires
Private room in Hancock
Club Wyndham Bentley Brook - One Bedroom Suite
Destinations to explore
- Resort rentals United States
- Rentals with an EV charger Massachusetts
- Waterfront rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Hotel rentals Massachusetts
- Rentals with a sauna Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Bungalow rentals Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a home theater Massachusetts
- Rentals with breakfast Massachusetts
- Farmstay rentals Massachusetts
- Cottage rentals Massachusetts
- Cabin rentals Massachusetts
- Lakehouse rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with lake access Massachusetts
- Beach house rentals Massachusetts
- Beachfront rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with a kayak Massachusetts
- Guesthouse rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Monthly Rentals Massachusetts
- Barn rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with beach access Massachusetts
- Chalet rentals Massachusetts
- Condo rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with pools Massachusetts
- Boutique hotel rentals Massachusetts
- Private suite rentals Massachusetts
- Townhouse rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a washer and dryer Massachusetts
- Resort rentals Cape Cod
- Resort rentals New Hampshire
- 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