Guesthouse vacation rentals in Middlesex County
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Top-rated guesthouse rentals in Middlesex County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County guesthouse rentals
Family-friendly guest house rentals
Guest favorite
Private room in Somerville
4.95 out of 5 average rating, 216 reviewsPrivate room w/ private bath - single family house
Guesthouse in Boston
4.76 out of 5 average rating, 140 reviewsBoston’s Luxury Cellar Apartment, Comfy & Cozy
Superhost
Guesthouse in Shrewsbury
4.72 out of 5 average rating, 216 reviewsA Comfy Hilltop Home
Guest favorite
Guesthouse in Dedham
4.95 out of 5 average rating, 191 reviewsCountry Cottage in the City
Guest favorite
Guesthouse in Boston
4.88 out of 5 average rating, 58 reviewsAiry new apt for 2-6. Near subway. Free parking.
Guest house rentals with a washer and dryer
Guest favorite
Guesthouse in Boston
4.96 out of 5 average rating, 25 reviewsPrivate Studio Guest House
Guest favorite
Guesthouse in Worcester
4.8 out of 5 average rating, 246 reviewsCarriage house apartment
Guest favorite
Private room in Billerica
4.95 out of 5 average rating, 108 reviewsThe Pool House at The Acropolis
Guesthouse in Westford
4.99 out of 5 average rating, 96 reviewsCharming 1880 Historic Carriage House
Guest favorite
Guesthouse in Framingham
5 out of 5 average rating, 10 reviewsEnchanted Cottage on 5 Acres
Guest favorite
Guesthouse in Melrose
5 out of 5 average rating, 73 reviewsModern, Cute 2 BR Carriage House North of Boston
Superhost
Guesthouse in Cambridge
4.88 out of 5 average rating, 34 reviewsBeautiful Cambridgeport Apartment (Central Square)
Guesthouse in Lexington
4.71 out of 5 average rating, 207 reviewsUnique Loft/ Studio Guesthouse (super convenient)
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