Guesthouse vacation rentals in Massachusetts
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Massachusetts
Guests agree: these guesthouse 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 guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Shrewsbury
4.72 out of 5 average rating, 198 reviewsA Comfy Hilltop Home
Guesthouse in New Marlborough
4.91 out of 5 average rating, 180 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Guesthouse in Clarksburg
4.9 out of 5 average rating, 240 reviewsMountain Cottage Spectacular Views
Guesthouse in Sagamore Beach
4.99 out of 5 average rating, 300 reviewsThe Guest House
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
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
Guesthouse in Wellfleet
4.97 out of 5 average rating, 180 reviewsAbundant Blessings Cottage-Wellfleet
Guest house rentals with a patio
Guesthouse in Williamstown
4.97 out of 5 average rating, 149 reviewsBrookside Cottage
Guesthouse in Lowell
5.0 out of 5 average rating, 7 reviewsPrivate guest house
Guesthouse in Marshfield
4.98 out of 5 average rating, 54 reviewsAdorable 1 bedroom guest house with ocean view
Guesthouse in Melrose
4.97 out of 5 average rating, 61 reviewsJimmy & Donny's AirBnB
Guesthouse in Braintree
4.73 out of 5 average rating, 30 reviewsThe Pool House
Guesthouse in Amesbury
4.93 out of 5 average rating, 89 reviewsTwo Penny Loft at Amesbury Farmhouse - Guest Suite
Guesthouse in Gloucester
4.91 out of 5 average rating, 35 reviewsThe Quarry
Guesthouse in Pittsfield
4.98 out of 5 average rating, 47 reviewsThe Nest at Birdland
Guest house rentals with a washer and dryer
Guesthouse in Cohasset
4.98 out of 5 average rating, 106 reviewsLovely 1 Bedroom Guest House. Downtown Cohasset
Guesthouse in Northampton
4.94 out of 5 average rating, 182 reviewsLittle Blue Studio
Guesthouse in Newton
4.93 out of 5 average rating, 212 reviewsCharming 2-story private Guesthouse
Guesthouse in North Adams
5.0 out of 5 average rating, 210 reviewsNetherwood - North Adams Guest House with Views
Guesthouse in Worcester
4.81 out of 5 average rating, 214 reviewsCarriage house apartment
Guesthouse in Boston
4.99 out of 5 average rating, 234 reviewsThe Red Door Carriage House
Guesthouse in Westford
4.98 out of 5 average rating, 81 reviewsDetached Waterfront Guest House
Guesthouse in Lexington
4.72 out of 5 average rating, 183 reviewsUnique Loft/ Studio Guesthouse (super convenient)
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