Vacation rentals in Massachusetts

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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 Aug
$732 NZD per night
4.94 out of 5 average rating, 345 reviews
Guest favourite
Guesthouse in Barnstable
Modern Fireplaced Carriage House with Beach Permit
Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.
27 Mar – 3 Apr
$682 NZD per night
5.0 out of 5 average rating, 110 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.
8–15 Sep
$272 NZD per night
4.99 out of 5 average rating, 144 reviews

Popular amenities for Massachusetts holiday rentals

Other great holiday rentals in Massachusetts

Guest favourite
Cottage in Plymouth
Stunning ocean views, stairs down to the beach
12–19 Feb
$879 NZD per night
4.96 out of 5 average rating, 160 reviews
Superhost
Farm stay in Southbridge
Scandanavian Wigwam with Sauna and Forest Baths
28 May – 2 Jun
$254 NZD per night
4.88 out of 5 average rating, 284 reviews
Guest favourite
Treehouse in Wareham
Mink Cove Treehouse
8–15 May
$382 NZD per night
4.95 out of 5 average rating, 152 reviews
Guest favourite
Cottage in Sandwich
Waterfront Lake Cottage, Private Beach, Wow View!
24–31 Oct
$734 NZD per night
4.95 out of 5 average rating, 152 reviews
Guest favourite
Guest suite in Uxbridge
Beautiful, Unique, & Cozy Cedar Flat
14–21 Oct
$261 NZD per night
5.0 out of 5 average rating, 266 reviews
Guest favourite
Loft in Swampscott
Gorgeous Oceanfront Penthouse
20–27 May
$730 NZD per night
5.0 out of 5 average rating, 249 reviews
Guest favourite
Guest suite in Tyngsborough
Lakefront Suite Two-Room, Comfy, Tranquil
10–17 May
$230 NZD per night
4.98 out of 5 average rating, 215 reviews
Guest favourite
Guest suite in Warren
Craig's Cove
5–12 Nov
$127 NZD per night
4.95 out of 5 average rating, 262 reviews
Guest favourite
Cottage in Becket
Cozy lakeside cottage
2–9 Dec
$408 NZD per night
4.95 out of 5 average rating, 122 reviews
Guest favourite
Guest suite in Scituate
Private Scituate Getaway - walk to harbor
27 Mar – 3 Apr
$209 NZD per night
4.91 out of 5 average rating, 172 reviews
Guest favourite
Cottage in Sandwich
Oceanfront & Pet Friendly Cottage ~ Lil’ Sea Sass
16–23 Nov
$871 NZD per night
4.88 out of 5 average rating, 297 reviews
Guest favourite
Guest suite in Rockport
Halibut Point State Park. Nature Lovers Retreat
23–30 Jan
$250 NZD per night
4.99 out of 5 average rating, 605 reviews

Destinations to explore