Guesthouse holiday rentals in San Mateo County
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Top-rated Guesthouses in San Mateo County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for San Mateo County guesthouses
Family-Friendly guesthouses
Guesthouse in Portola Valley
4.98 out of 5 average rating, 181 reviews1 Bdr Cabana just west of Stanford
Guesthouse in Atherton
4.99 out of 5 average rating, 177 reviewsCharming Cottage near Stanford in Lovely Garden
Guesthouse in Redwood City
4.97 out of 5 average rating, 179 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
Guesthouse in San Francisco
4.91 out of 5 average rating, 262 reviewsSimplistic Crocker Suite
Guesthouse in Menlo Park
4.9 out of 5 average rating, 356 reviewsCottage near downtown Palo Alto
Guesthouse in San Leandro
4.92 out of 5 average rating, 118 reviewsCharming Backyard Guest House with Koi Pond
Guesthouse in Redwood City
4.94 out of 5 average rating, 114 reviewsElegant & Convenient RWC Studio
Guesthouse in Redwood City
4.88 out of 5 average rating, 545 reviewsCharming cottage, walk to Caltrain
Guesthouses with a patio
Guesthouse in Boulder Creek
4.97 out of 5 average rating, 121 reviewsCustom Tiny Home Retreat in the Redwoods
Guesthouse in Menlo Park
4.95 out of 5 average rating, 163 reviewsCharming, modern, restorative, private studio
Guesthouse in San Carlos
4.99 out of 5 average rating, 102 reviewsSilicon Valley Oasis
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, 138 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, 71 reviewsDelightful Hideaway in San Carlos
Guesthouse in Menlo Park
4.96 out of 5 average rating, 48 reviewsCharming Detached Studio Cottage in West Menlo
Guest house rentals with a washing machine and dryer
Guesthouse in Woodside
4.94 out of 5 average rating, 107 reviewsA beautiful Tree house -your own retreat
Guesthouse in Boulder Creek
4.93 out of 5 average rating, 113 reviewsBC Treehouse
Guesthouse in Palo Alto
4.99 out of 5 average rating, 186 reviewsCharming Garden Cottage
Guesthouse in Burlingame
4.96 out of 5 average rating, 126 reviewsCozy private studio near SFO & Downtown Burlingame
Guesthouse in Redwood City
4.99 out of 5 average rating, 104 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
Guesthouse in Half Moon Bay
4.89 out of 5 average rating, 205 reviewsStylish Spacious Seaside Retreat, Walking to Beach
Guesthouse in Palo Alto
4.98 out of 5 average rating, 238 reviewsPrivate Mod Bungalow in Urban Farm Setting
Guesthouse in Portola Valley
4.94 out of 5 average rating, 172 reviewsWoodsy Silicon Valley Cottage
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