Guesthouse holiday rentals in Boston
Find and book unique guesthouse rentals on Airbnb
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 Boston
4.91 out of 5 average rating, 35 reviewsAiry new apt for 2-6. Near subway. Free parking.
4–11 Nov
Guesthouse in Rockport
4.88 out of 5 average rating, 247 reviewsBeautiful Apartment Near Town & Beaches
9–16 Jan
Guesthouse in Boston
4.78 out of 5 average rating, 116 reviewsBoston’s Luxury Cellar Apartment, Comfy & Cozy
22–29 Aug
Guesthouse in Salem
4.97 out of 5 average rating, 64 reviewsSpacious 3 bedroom Suite Sleeps 6-8. 4 Beds
2–9 Sep
Guesthouse in Somerville
4.94 out of 5 average rating, 189 reviewsPrivate room w/ private bath - single family house
14–21 Sep
Guesthouses with a patio
Guesthouse in Scituate
5.0 out of 5 average rating, 17 reviewsThe Genkan • Scituate's Cozy Harbor Guesthouse
18–25 Dec
Guesthouse in Gloucester
4.94 out of 5 average rating, 35 reviewsCharming Guesthouse with Access to Private Beach
16–23 Mar
Guesthouse in Marblehead
5.0 out of 5 average rating, 18 reviewsDebby's Guesthouse - 2-Bedroom Getaway
9–16 Jan
Guesthouse in Rockport
5.0 out of 5 average rating, 60 reviewsHistoric Carriage House | Downtown | Dog Friendly
22–29 Sep
Guesthouse in Gloucester
4.91 out of 5 average rating, 33 reviewsThe Quarry
27 Mar – 3 Apr
Guesthouse in Marshfield
4.98 out of 5 average rating, 51 reviewsAdorable 1 bedroom guest house with ocean view
21–28 Aug
Guesthouse in Melrose
4.97 out of 5 average rating, 59 reviewsJimmy & Donny's AirBnB
29 Mar – 5 Apr
Guesthouse in Braintree
4.7 out of 5 average rating, 27 reviewsThe Pool House
13–20 Aug
Guest house rentals with a washing machine and dryer
Guesthouse in Westford
4.98 out of 5 average rating, 80 reviewsDetached Waterfront Guest House
15–22 Apr
Guesthouse in Newton
4.99 out of 5 average rating, 68 reviewsSunny 1BR w views, close to BC and Boston
25 Sep – 2 Oct
Guesthouse in Cambridge
4.92 out of 5 average rating, 13 reviewsBeautiful Cambridgeport Apartment (Central Square)
12–19 Sep
Guesthouse in Abington
5.0 out of 5 average rating, 49 reviewsCozy In-Law Apartment
5–12 Oct
Guesthouse in Melrose
5.0 out of 5 average rating, 54 reviewsModern, Cute 2 BR Carriage House North of Boston
27 Sep – 4 Oct
Guesthouse in Scituate
4.99 out of 5 average rating, 89 reviewsPrivate Harbor Hideaway -walk Scituate to harbor!
12–19 Apr
Guesthouse in Scituate
5.0 out of 5 average rating, 21 reviewsHARBOR VIEW SUITE
9–16 May
Guesthouse in Saugus
5.0 out of 5 average rating, 45 reviewsPrivate apartment 1 bed 1 bath a day bed Trundle
21–28 Aug
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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