Holiday rentals in Massachusetts

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Massachusetts

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Chalet in Otis
Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon
13–20 Nov
₹29,127 per night
4.94 out of 5 average rating, 342 reviews
Guest favourite
Cottage in Petersham
Cider House Cottage
Antique guest cottage on a country farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub.
20–27 Sep
₹10,051 per night
4.99 out of 5 average rating, 143 reviews
Guest favourite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the sheep and see the horses and chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll through our Lavender Labyrinth and hike our 1 mile nature walk. Convenient to local skiing & golfing.
19–26 Apr
₹12,250 per night
4.9 out of 5 average rating, 367 reviews

Popular amenities for Massachusetts holiday rentals

Other great holiday rentals in Massachusetts

Guest favourite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
13–20 Mar
₹20,899 per night
5.0 out of 5 average rating, 219 reviews
Guest favourite
Cottage in Orange
The Lake Cottage: A Sweetwater Stay
22–29 Dec
₹8,575 per night
4.94 out of 5 average rating, 125 reviews
Guest favourite
Guest house in Barnstable
Modern Fireplaced Carriage House with Beach Permit
13–20 Mar
₹24,689 per night
5.0 out of 5 average rating, 110 reviews
Guest favourite
Cabin in North Adams
Mahican Cabin - A Private Nature's Reserve For 2
9–16 Jun
₹20,002 per night
4.95 out of 5 average rating, 182 reviews
Guest favourite
Cottage in Plymouth
Stunning ocean views, stairs down to the beach
29 Apr – 6 May
₹28,997 per night
4.96 out of 5 average rating, 160 reviews
Guest favourite
Guest house in Uxbridge
Zen Inspired Private Suite with 2-mile Trail Loop
18–25 Aug
₹11,457 per night
5.0 out of 5 average rating, 113 reviews
Superhost
Home in Plymouth
OCEANFRONT Home on secluded beach.
17–24 May
₹28,914 per night
4.88 out of 5 average rating, 144 reviews
Guest favourite
Bungalow in Dartmouth
Updated Vintage Bungalow with Incredible Views
14–21 Jan
₹11,096 per night
4.95 out of 5 average rating, 138 reviews
Guest favourite
Treehouse in Wareham
Mink Cove Treehouse
31 Jul – 7 Aug
₹15,978 per night
4.95 out of 5 average rating, 152 reviews
Guest favourite
Guest suite in New Bedford
Private Comfy/Gorgeous Getaway near Park/Zoo
19–26 Mar
₹7,382 per night
4.99 out of 5 average rating, 439 reviews
Guest favourite
Guest suite in Uxbridge
Beautiful, Unique, & Cozy Cedar Flat
7–14 Oct
₹9,992 per night
5.0 out of 5 average rating, 264 reviews
Guest favourite
Cottage in Sandwich
Blue Anchor Cottage - private hot tub getaway!
26 Apr – 3 May
₹13,826 per night
4.92 out of 5 average rating, 112 reviews

Destinations to explore