Guest house holiday rentals in Massachusetts
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Top-rated guest house rentals in Massachusetts
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Massachusetts
Family-friendly guest house rentals
Guest house in Shrewsbury
4.72 out of 5 average rating, 198 reviewsA Comfy Hilltop Home
Guest house in Clarksburg
4.9 out of 5 average rating, 241 reviewsMountain Cottage Spectacular Views
Guest house in Sagamore Beach
4.99 out of 5 average rating, 300 reviewsThe Guest House
Guest house in New Marlborough
4.91 out of 5 average rating, 181 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Guest house in North Truro
4.98 out of 5 average rating, 124 reviewsLight-filled North Truro cottage-Lovely gardens
Guest house in Yarmouth
4.96 out of 5 average rating, 185 reviewsOne bedroom guest house on beautiful Cape Cod
Guest house in Gloucester
4.94 out of 5 average rating, 143 reviewsJestina's Cottage - Next to Rocky Neck
Guest house in Chilmark
4.98 out of 5 average rating, 198 reviewsBeautiful Guest House in Chilmark
Guest house rentals with a patio
Guest house in Williamstown
4.97 out of 5 average rating, 151 reviewsBrookside Cottage
Guest house in Melrose
4.97 out of 5 average rating, 65 reviewsJimmy & Donny's AirBnB
Guest house in Braintree
4.73 out of 5 average rating, 33 reviewsThe Pool House
Guest house in Lowell
5.0 out of 5 average rating, 7 reviewsPrivate guest house
Guest house in Marshfield
4.98 out of 5 average rating, 55 reviewsAdorable 1 bedroom guest house with ocean view
Guest house in Brewster
5.0 out of 5 average rating, 20 reviewsBrand new, on a swimmable pond
Guest house in Amesbury
4.93 out of 5 average rating, 89 reviewsTwo Penny Loft at Amesbury Farmhouse - Guest Suite
Guest house in Pittsfield
4.98 out of 5 average rating, 47 reviewsThe Nest at Birdland
Guest house rentals with a washing machine and dryer
Guest house in Cohasset
4.98 out of 5 average rating, 107 reviewsLovely 1 Bedroom Guest House. Downtown Cohasset
Guest house in Newton
4.93 out of 5 average rating, 215 reviewsCharming 2-story private Guesthouse
Guest house in Northampton
4.94 out of 5 average rating, 182 reviewsLittle Blue Studio
Guest house in North Adams
5.0 out of 5 average rating, 213 reviewsNetherwood - North Adams Guest House with Views
Guest house in Worcester
4.81 out of 5 average rating, 217 reviewsCarriage house apartment
Guest house in Boston
4.99 out of 5 average rating, 237 reviewsThe Red Door Carriage House
Guest house in Westford
4.98 out of 5 average rating, 82 reviewsDetached Waterfront Guest House
Guest house in Lexington
4.71 out of 5 average rating, 184 reviewsUnique Loft/ Studio Guesthouse (super convenient)
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