Guesthouse vacation rentals in Massachusetts
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Top-rated guesthouse rentals in Massachusetts
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Massachusetts guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Shrewsbury
4.71 out of 5 average rating, 196 reviewsA Comfy Hilltop Home
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
Guesthouse in New Marlborough
4.91 out of 5 average rating, 179 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Guesthouse in Sagamore Beach
4.99 out of 5 average rating, 300 reviewsThe Guest House
Guesthouse in Clarksburg
4.9 out of 5 average rating, 240 reviewsMountain Cottage Spectacular Views
Guesthouse in Gloucester
4.94 out of 5 average rating, 143 reviewsJestina's Cottage - Next to Rocky Neck
Guesthouse in Yarmouth
4.96 out of 5 average rating, 183 reviewsOne bedroom guest house on beautiful Cape Cod
Guesthouse in Chilmark
4.98 out of 5 average rating, 198 reviewsBeautiful Guest House in Chilmark
Guest house rentals with a patio
Guesthouse in Williamstown
4.97 out of 5 average rating, 146 reviewsBrookside Cottage
Guesthouse in Melrose
4.97 out of 5 average rating, 59 reviewsJimmy & Donny's AirBnB
Guesthouse in Marshfield
4.98 out of 5 average rating, 51 reviewsAdorable 1 bedroom guest house with ocean view
Guesthouse in Amesbury
4.93 out of 5 average rating, 87 reviewsTwo Penny Loft at Amesbury Farmhouse - Guest Suite
Guesthouse in Braintree
4.7 out of 5 average rating, 27 reviewsThe Pool House
Guesthouse in Rehoboth
5.0 out of 5 average rating, 42 reviewsRustic Cottage a Rural Rehoboth Getaway
Guesthouse in Bourne
5.0 out of 5 average rating, 37 reviewsWaterfront Cottage / Your Cape Escape
Guesthouse in Brewster
5.0 out of 5 average rating, 15 reviewsBrand new, on a swimmable pond
Guest house rentals with a washer and dryer
Guesthouse in Cohasset
4.98 out of 5 average rating, 105 reviewsLovely 1 Bedroom Guest House. Downtown Cohasset
Guesthouse in Northampton
4.94 out of 5 average rating, 178 reviewsLittle Blue Studio
Guesthouse in Worcester
4.81 out of 5 average rating, 207 reviewsCarriage house apartment
Guesthouse in North Adams
5.0 out of 5 average rating, 207 reviewsNetherwood - North Adams Guest House with Views
Guesthouse in Newton
4.93 out of 5 average rating, 211 reviewsCharming 2-story private Guesthouse
Guesthouse in Boston
4.99 out of 5 average rating, 230 reviewsThe Red Door Carriage House
Guesthouse in Westford
4.98 out of 5 average rating, 80 reviewsDetached Waterfront Guest House
Guesthouse in Lexington
4.71 out of 5 average rating, 180 reviewsUnique Loft/ Studio Guesthouse (super convenient)
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