Guest house holiday rentals in Boston
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Top-rated guest house rentals in Boston
Guests agree: these guest house rentals 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 guest house rentals in Boston
Family-friendly guest house rentals
Guest house in Boston
4.91 out of 5 average rating, 35 reviewsAiry new apt for 2-6. Near subway. Free parking.
17–24 Jan
Guest house in Rockport
4.88 out of 5 average rating, 247 reviewsBeautiful Apartment Near Town & Beaches
10–17 Jan
Guest house in Boston
4.78 out of 5 average rating, 116 reviewsBoston’s Luxury Cellar Apartment, Comfy & Cozy
22–29 Aug
Guest house in Salem
4.97 out of 5 average rating, 64 reviewsSpacious 3 bedroom Suite Sleeps 6-8. 4 Beds
2–9 Sep
Guest house in Somerville
4.94 out of 5 average rating, 189 reviewsPrivate room w/ private bath - single family house
21–28 Aug
Guest house rentals with a patio
Guest house in Scituate
5.0 out of 5 average rating, 17 reviewsThe Genkan • Scituate's Cozy Harbor Guesthouse
18–25 Dec
Guest house in Gloucester
4.94 out of 5 average rating, 35 reviewsCharming Guesthouse with Access to Private Beach
4–11 Apr
Guest house in Marblehead
5.0 out of 5 average rating, 18 reviewsDebby's Guesthouse - 2-Bedroom Getaway
30 May – 6 Jun
Guest house in Rockport
5.0 out of 5 average rating, 60 reviewsHistoric Carriage House | Downtown | Dog Friendly
23–30 Dec
Guest house in Gloucester
4.91 out of 5 average rating, 34 reviewsThe Quarry
29 May – 5 Jun
Guest house in Marshfield
4.98 out of 5 average rating, 51 reviewsAdorable 1 bedroom guest house with ocean view
21–28 Aug
Guest house in Braintree
4.7 out of 5 average rating, 27 reviewsThe Pool House
13–20 Aug
Guest house in Winthrop
4.83 out of 5 average rating, 48 reviewsThe Strand on the Beach
11–18 Feb
Guest house rentals with a washing machine and dryer
Guest house in Newton
4.99 out of 5 average rating, 68 reviewsSunny 1BR w views, close to BC and Boston
30 Sep – 7 Oct
Guest house in Cambridge
4.92 out of 5 average rating, 13 reviewsBeautiful Cambridgeport Apartment (Central Square)
17–24 Sep
Guest house in Abington
5.0 out of 5 average rating, 50 reviewsCozy In-Law Apartment
25 Sep – 2 Oct
Guest house in Melrose
5.0 out of 5 average rating, 54 reviewsModern, Cute 2 BR Carriage House North of Boston
27 Sep – 4 Oct
Guest house in Scituate
4.99 out of 5 average rating, 89 reviewsPrivate Harbor Hideaway -walk Scituate to harbor!
13–20 Apr
Guest house in Scituate
5.0 out of 5 average rating, 21 reviewsHARBOR VIEW SUITE
8–15 May
Guest house in Saugus
5.0 out of 5 average rating, 45 reviewsPrivate apartment 1 bed 1 bath a day bed Trundle
14–21 Oct
Guest house in Framingham
5.0 out of 5 average rating, 3 reviewsEnchanted Cottage on 5 Acres
12–19 Jul
Quick stats about guest house rentals in Boston
Total rentals
20 properties
Local attractions
Fenway Park, Boston Common and TD Garden
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
2.4K reviews
Destinations to explore
- Cape Cod Holiday rentals
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- Rentals with a washing machine and dryer Boston
- Rentals with a kayak Boston
- Family-friendly rentals Boston
- Rentals with an EV charger Boston
- House rentals Boston
- Rentals with breakfast Boston
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- Rentals with an accessible-height bed Boston
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- Pet-friendly rentals Boston
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- Wheelchair-accessible rentals Boston
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- Villa rentals Boston
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- Monthly Rentals Boston
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