Guesthouse vacation rentals in Middlesex County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Middlesex County
Guests agree: these guesthouses 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 Middlesex County guesthouses
Family-friendly guesthouses
Guesthouse in Boston
4.86 out of 5 average rating, 43 reviewsAiry new apt for 2-6. Near subway. Free parking.
Guesthouse in Boston
4.78 out of 5 average rating, 120 reviewsBoston’s Luxury Cellar Apartment, Comfy & Cozy
Guesthouse in Somerville
4.94 out of 5 average rating, 194 reviewsPrivate room w/ private bath - single family house
Guesthouse in Newton
4.95 out of 5 average rating, 139 reviewsCarriage Hse studio, pvt bath+entr
Guesthouse in Dedham
4.95 out of 5 average rating, 175 reviewsCountry Cottage in the City
Guesthouse in Shrewsbury
4.72 out of 5 average rating, 199 reviewsA Comfy Hilltop Home
Guesthouses with a patio
Guesthouse in Sterling
4.89 out of 5 average rating, 44 reviewsNew England Central Retreat
Guesthouse in Melrose
4.97 out of 5 average rating, 67 reviewsJimmy & Donny's AirBnB
Guesthouse in Malden
4.82 out of 5 average rating, 49 reviewsNorthern Suburb
Guesthouse in Lowell
5.0 out of 5 average rating, 8 reviewsPrivate guest house
Guesthouse rentals with a washer and dryer
Guesthouse in Melrose
5.0 out of 5 average rating, 57 reviewsModern, Cute 2 BR Carriage House North of Boston
Guesthouse in Newton
4.99 out of 5 average rating, 71 reviewsSunny 1BR w views, close to BC and Boston
Guesthouse in Cambridge
4.88 out of 5 average rating, 16 reviewsBeautiful Cambridgeport Apartment (Central Square)
Guesthouse in Shrewsbury
4.76 out of 5 average rating, 45 reviewsLovely & Spacious 2 BR (W/KING/QUEEN beds) 2 BTH.
Guesthouse in Westford
4.99 out of 5 average rating, 96 reviewsCharming 1880 Historic Carriage House
Guesthouse in Framingham
5.0 out of 5 average rating, 7 reviewsEnchanted Cottage on 5 Acres
Guesthouse in Billerica
4.97 out of 5 average rating, 95 reviewsThe Pool House at The Acropolis
Guesthouse in Watertown
4.82 out of 5 average rating, 45 reviewsWatertonwn Convenience walk to t, BU.
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