Guesthouse vacation rentals in San Mateo County
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Top-rated guesthouse rentals in San Mateo County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for San Mateo County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 433 reviewsCottage-near Beaches, trails & Harbor
Guesthouse in Menlo Park
4.94 out of 5 average rating, 218 reviewsPrivate Cottage near Stanford / FB
Guesthouse in Atherton
4.99 out of 5 average rating, 177 reviewsCharming Cottage near Stanford in Lovely Garden
Guesthouse in Portola Valley
4.98 out of 5 average rating, 181 reviews1 Bdr Cabana just west of Stanford
Guesthouse in Redwood City
4.97 out of 5 average rating, 181 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
Guesthouse in San Leandro
4.92 out of 5 average rating, 118 reviewsCharming Backyard Guest House with Koi Pond
Guesthouse in Menlo Park
4.9 out of 5 average rating, 358 reviewsCottage near downtown Palo Alto
Guesthouse in Redwood City
4.88 out of 5 average rating, 546 reviewsCharming cottage, walk to Caltrain
Guest house rentals with a patio
Guesthouse in Boulder Creek
4.97 out of 5 average rating, 124 reviewsCustom Tiny Home Retreat in the Redwoods
Guesthouse in Half Moon Bay
4.93 out of 5 average rating, 135 reviewsBoho beach bungalow- walk to Poplar Beach
Guesthouse in San Bruno
4.94 out of 5 average rating, 142 reviewsNew | Steps from BART & grocery | Close to SFO
Guesthouse in Los Altos
4.83 out of 5 average rating, 18 reviewsQuiet Cottage Los Altos
Guesthouse in San Carlos
4.99 out of 5 average rating, 73 reviewsDelightful Hideaway in San Carlos
Guesthouse in Redwood City
4.84 out of 5 average rating, 38 reviewsSunny Cottage in Redwood City
Guesthouse in Pacifica
4.99 out of 5 average rating, 81 reviewsRomantic stunning view retreat
Guesthouse in Redwood City
4.83 out of 5 average rating, 29 reviewsDetached Guesthouse with Stunning Bay Area Views
Guest house rentals with a washer and dryer
Guesthouse in Boulder Creek
4.93 out of 5 average rating, 115 reviewsBC Treehouse
Guesthouse in Burlingame
4.95 out of 5 average rating, 129 reviewsCozy private studio near SFO & Downtown Burlingame
Guesthouse in Portola Valley
4.94 out of 5 average rating, 174 reviewsWoodsy Silicon Valley Cottage
Guesthouse in Palo Alto
4.99 out of 5 average rating, 187 reviewsCharming Garden Cottage
Guesthouse in Redwood City
4.99 out of 5 average rating, 105 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
Guesthouse in Woodside
4.94 out of 5 average rating, 109 reviewsA beautiful Tree house -your own retreat
Guesthouse in Half Moon Bay
4.89 out of 5 average rating, 209 reviewsStylish Spacious Seaside Retreat, Walking to Beach
Guesthouse in Los Altos Hills
4.85 out of 5 average rating, 266 reviewsLuxurious Guest House in Los Altos Hills/Stanford
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