Guesthouse vacation rentals in North Shore
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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 20 – 27
Guesthouse in Hampton
4.87 out of 5 average rating, 147 reviewsCute Beach Cottage
Sep 27 – Oct 4
Guesthouse in Boston
4.86 out of 5 average rating, 36 reviewsAiry new apt for 2-6. Near subway. Free parking.
Jan 31 – Feb 7
Guesthouse in Rockport
4.88 out of 5 average rating, 247 reviewsBeautiful Apartment Near Town & Beaches
Nov 9 – 16
Guesthouse in Boston
4.78 out of 5 average rating, 116 reviewsBoston’s Luxury Cellar Apartment, Comfy & Cozy
Sep 1 – 8
Guesthouse in Northwood
4.83 out of 5 average rating, 53 reviewsLake Front, Beautiful, Private Studio w/Kayaks
Mar 14 – 21
Guesthouse in Windham
4.86 out of 5 average rating, 71 reviewsPrivate Guest House
Apr 10 – 17
Guesthouse in Salem
4.97 out of 5 average rating, 64 reviewsSpacious 3 bedroom Suite Sleeps 6-8. 4 Beds
Oct 13 – 18
Guest house rentals with a patio
Guesthouse in Amesbury
4.93 out of 5 average rating, 87 reviewsTwo Penny Loft at Amesbury Farmhouse - Guest Suite
Apr 26 – May 3
Guesthouse in Gloucester
4.91 out of 5 average rating, 34 reviewsThe Quarry
Jan 18 – 25
Guesthouse in Gloucester
4.94 out of 5 average rating, 35 reviewsCharming Guesthouse with Access to Private Beach
Apr 20 – 27
Guesthouse in Rockport
5.0 out of 5 average rating, 60 reviewsHistoric Carriage House | Downtown | Dog Friendly
Jan 4 – 11
Guesthouse in Kensington
4.89 out of 5 average rating, 19 reviewsKensington Bells
Sep 13 – 20
Guesthouse in Melrose
4.97 out of 5 average rating, 60 reviewsJimmy & Donny's AirBnB
Apr 6 – 13
Guesthouse in Marshfield
4.98 out of 5 average rating, 52 reviewsAdorable 1 bedroom guest house with ocean view
Oct 30 – Nov 6
Guesthouse in Marblehead
5.0 out of 5 average rating, 19 reviewsDebby's Guesthouse - 2-Bedroom Getaway
Jan 4 – 11
Guest house rentals with a washer and dryer
Guesthouse in Boston
4.99 out of 5 average rating, 232 reviewsThe Red Door Carriage House
Mar 11 – 18
Guesthouse in Westford
4.98 out of 5 average rating, 80 reviewsDetached Waterfront Guest House
Nov 9 – 16
Guesthouse in Lexington
4.71 out of 5 average rating, 181 reviewsUnique Loft/ Studio Guesthouse (super convenient)
Jan 7 – 14
Guesthouse in Abington
5.0 out of 5 average rating, 50 reviewsCozy In-Law Apartment
Jan 7 – 14
Guesthouse in Newton
4.99 out of 5 average rating, 68 reviewsSunny 1BR w views, close to BC and Boston
May 27 – Jun 3
Guesthouse in Melrose
5.0 out of 5 average rating, 56 reviewsModern, Cute 2 BR Carriage House North of Boston
Oct 20 – 27
Guesthouse in Scituate
4.99 out of 5 average rating, 89 reviewsPrivate Harbor Hideaway -walk Scituate to harbor!
Jan 27 – Feb 3
Guesthouse in Saugus
5.0 out of 5 average rating, 45 reviewsPrivate apartment 1 bed 1 bath a day bed Trundle
Oct 17 – 24
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