Guesthouse holiday rentals in Boston
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Top-rated Guesthouses in Boston
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Boston guesthouses
Family-Friendly guesthouses
Guesthouse in Jamaica Central - South Sumner
Airy new apt for 2-6. Near subway. Free parking.
Guesthouse in Rockport
Beautiful Apartment Near Town & Beaches
Guesthouse in Hyde Park
Boston’s Luxury Cellar Apartment, Comfy & Cozy
Guesthouse in Salem
Spacious 3 bedroom Suite Sleeps 6-8. 4 Beds
Private room in Somerville
Private room w/ private bath - single family house
Guesthouses with a patio
Guesthouse in Scituate
The Genkan • Scituate's Cozy Harbor Guesthouse
Guesthouse in Annisquam
Charming Guesthouse with Access to Private Beach
Guesthouse in Marblehead
Debby's Guesthouse - 2-Bedroom Getaway
Guesthouse in Lowell
Private guest house
Guesthouse in Gloucester
The Quarry
Guesthouse in Rockport
Carriage House | Steps to Downtown | Dog Friendly!
Guesthouse in Marshfield
Adorable 1 bedroom guest house with ocean view
Guesthouse in South Weymouth
The Pool House
Guest house rentals with a washing machine and dryer
Guesthouse in Melrose
Modern, Cute 2 BR Carriage House North of Boston
Guesthouse in Cambridge
Beautiful Cambridgeport Apartment (Central Square)
Guesthouse in Chestnut Hill
Sunny 1BR w views, close to BC and Boston
Guesthouse in Maynard
Cute mill house: 3BR•Wood stove *Brkfst included*
Guesthouse in Scituate
Private Harbor Hideaway -walk Scituate to harbor!
Guesthouse in Scituate
HARBOR VIEW SUITE
Guesthouse in Marshfield
Sandy Feet Retreat
Guesthouse in Framingham
Enchanted Cottage on 5 Acres
Quick stats about guesthouse rentals in Boston
Total rentals
20 properties
Local attractions
Fenway Park, Boston Common and TD Garden
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
2.4K reviews
Destinations to explore
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- Rentals with a fireplace Boston
- Condo rentals Boston
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