
Guesthouse vacation rentals in Middlesex County
Find and book unique guesthouse rentals on Airbnb
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
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Popular amenities for Middlesex County guesthouse rentals
Family-friendly guest house rentals
Superhost

Guesthouse in Shrewsbury
4.73 out of 5 average rating, 228 reviewsA Comfy Hilltop Home
Guest favorite

Private room in Somerville
4.95 out of 5 average rating, 228 reviewsPrivate room w/ private bath - single family house
Top guest favorite

Guesthouse in Dedham
4.95 out of 5 average rating, 195 reviewsCountry Cottage in the City
Guest favorite

Guesthouse in Boston
4.89 out of 5 average rating, 62 reviewsAiry new apt for 2-6. Near subway. Free parking.
Guest house rentals with a washer and dryer
Top guest favorite

Guesthouse in Boston
4.93 out of 5 average rating, 42 reviewsPrivate Studio Guest House w/ Free Parking
Top guest favorite

Private room in Billerica
4.95 out of 5 average rating, 109 reviewsThe Pool House at The Acropolis

Guesthouse in Westford
4.99 out of 5 average rating, 98 reviewsCharming 1880 Historic Carriage House
Superhost

Guesthouse in Shrewsbury
4.8 out of 5 average rating, 83 reviewsLovely & Spacious 2 BR (W/King/Queen beds) 2 Bath
Top guest favorite

Guesthouse in Newton
4.99 out of 5 average rating, 81 reviewsSunny 1BR w views, close to BC and Boston
Top guest favorite

Guesthouse in Lincoln
5 out of 5 average rating, 15 reviewsCarriage house outside Cambridge
Superhost

Guesthouse in Cambridge
4.91 out of 5 average rating, 44 reviewsBeautiful Cambridgeport Apartment (Central Square)

Guesthouse in Lexington
4.72 out of 5 average rating, 219 reviewsUnique Loft/ Studio Guesthouse (super convenient)
Destinations to explore
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- Rentals with a home theater Middlesex County
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- Rentals with a washer and dryer Middlesex County
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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Roger Williams Park Zoo
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Things to do Middlesex County
- Food and drink Middlesex County
- Sightseeing Middlesex County
- Art and culture Middlesex County
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