Guesthouse vacation rentals in North Shore
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in North Shore
Guests agree: these guesthouse rentals 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 North Shore guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Newton
4.95 out of 5 average rating, 138 reviewsCarriage Hse studio, pvt bath+entr
Jul 22 – 29
Guesthouse in Hampton
4.87 out of 5 average rating, 147 reviewsCute Beach Cottage
Oct 26 – Nov 2
Guesthouse in Boston
4.86 out of 5 average rating, 37 reviewsAiry new apt for 2-6. Near subway. Free parking.
Dec 13 – 20
Guesthouse in Rockport
4.88 out of 5 average rating, 247 reviewsBeautiful Apartment Near Town & Beaches
Jan 14 – 21
Guesthouse in Boston
4.78 out of 5 average rating, 116 reviewsBoston’s Luxury Cellar Apartment, Comfy & Cozy
Sep 21 – 28
Guesthouse in Windham
4.86 out of 5 average rating, 71 reviewsPrivate Guest House
Mar 3 – 10
Guesthouse in Salem
4.97 out of 5 average rating, 64 reviewsSpacious 3 bedroom Suite Sleeps 6-8. 4 Beds
Oct 13 – 18
Guesthouse in Somerville
4.94 out of 5 average rating, 190 reviewsPrivate room w/ private bath - single family house
Aug 20 – 27
Guest house rentals with a patio
Guesthouse in Amesbury
4.93 out of 5 average rating, 88 reviewsTwo Penny Loft at Amesbury Farmhouse - Guest Suite
Dec 16 – 23
Guesthouse in Gloucester
4.91 out of 5 average rating, 34 reviewsThe Quarry
Oct 15 – 22
Guesthouse in Kensington
4.89 out of 5 average rating, 19 reviewsKensington Bells
Sep 5 – 12
Guesthouse in Rockport
5.0 out of 5 average rating, 61 reviewsHistoric Carriage House | Downtown | Dog Friendly
Sep 25 – Oct 2
Guesthouse in Gloucester
4.94 out of 5 average rating, 35 reviewsCharming Guesthouse with Access to Private Beach
Nov 3 – 10
Guesthouse in Melrose
4.97 out of 5 average rating, 60 reviewsJimmy & Donny's AirBnB
Apr 18 – 25
Guesthouse in Marshfield
4.98 out of 5 average rating, 53 reviewsAdorable 1 bedroom guest house with ocean view
Oct 21 – 28
Guesthouse in Marblehead
5.0 out of 5 average rating, 19 reviewsDebby's Guesthouse - 2-Bedroom Getaway
Jan 16 – 23
Guest house rentals with a washer and dryer
Guesthouse in Boston
4.99 out of 5 average rating, 232 reviewsThe Red Door Carriage House
Nov 11 – 18
Guesthouse in Westford
4.98 out of 5 average rating, 80 reviewsDetached Waterfront Guest House
Aug 28 – Sep 4
Guesthouse in Lexington
4.71 out of 5 average rating, 182 reviewsUnique Loft/ Studio Guesthouse (super convenient)
Dec 3 – 10
Guesthouse in Melrose
5.0 out of 5 average rating, 56 reviewsModern, Cute 2 BR Carriage House North of Boston
Oct 27 – Nov 3
Guesthouse in Abington
5.0 out of 5 average rating, 51 reviewsCozy In-Law Apartment
Feb 6 – 13
Guesthouse in Newton
4.99 out of 5 average rating, 68 reviewsSunny 1BR w views, close to BC and Boston
Oct 7 – 14
Guesthouse in Scituate
4.99 out of 5 average rating, 89 reviewsPrivate Harbor Hideaway -walk Scituate to harbor!
Feb 2 – 9
Guesthouse in Saugus
5.0 out of 5 average rating, 45 reviewsPrivate apartment 1 bed 1 bath a day bed Trundle
Jul 26 – Aug 2
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