Guesthouse vacation rentals in San Mateo
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Top-rated guesthouse rentals in San Mateo
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 San Mateo guesthouse rentals
Family-friendly guest house rentals
Guesthouse in San Francisco
4.94 out of 5 average rating, 961 reviewsImmaculate studio space with free parking
Guesthouse in Walnut Creek
4.91 out of 5 average rating, 509 reviewsTropical Garden Cottage +HOT TUB &POOL by Downtown
Guesthouse in Redwood City
4.97 out of 5 average rating, 181 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 431 reviewsCottage-near Beaches, trails & Harbor
Guesthouse in Kensington
4.94 out of 5 average rating, 617 reviewsSecluded luxury cottage & hot tub
Guesthouse in Menlo Park
4.9 out of 5 average rating, 357 reviewsCottage near downtown Palo Alto
Guesthouse in Hercules
4.93 out of 5 average rating, 295 reviews~ Cottage btwn SF and NAPA ~
Guesthouse in Redwood City
4.94 out of 5 average rating, 114 reviewsElegant & Convenient RWC Studio
Guest house rentals with a patio
Guesthouse in San Carlos
4.99 out of 5 average rating, 104 reviewsSilicon Valley Oasis
Guesthouse in Woodside
4.97 out of 5 average rating, 164 reviewsSkyHigh Redwoods Retreat with Bay Views
Guesthouse in Boulder Creek
4.97 out of 5 average rating, 123 reviewsCustom Tiny Home Retreat in the Redwoods
Guesthouse in Felton
4.96 out of 5 average rating, 102 reviewsRedwood Cottage & Hot Tub
Guesthouse in Berkeley
4.99 out of 5 average rating, 138 reviewsBerkeley Bitty House - a little bit of home
Guesthouse in Oakland
4.91 out of 5 average rating, 263 reviewsGuesthouse Garden Retreat
Guesthouse in San Jose
4.98 out of 5 average rating, 113 reviews1-bedroom guesthouse w/ full kitchen near DTSJ/SAP
Guesthouse in San Rafael
4.9 out of 5 average rating, 140 reviewsBeautiful Guesthouse with direct view of the Bay
Guest house rentals with a washer and dryer
Guesthouse in Redwood City
4.97 out of 5 average rating, 124 reviewsRedwood Casita
Guesthouse in Redwood City
4.99 out of 5 average rating, 104 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
Guesthouse in Woodside
4.96 out of 5 average rating, 158 reviewsMountain Retreat
Guesthouse in Oakland
4.99 out of 5 average rating, 166 reviewsRedwood Heights Cottage with Stunning Bay Views
Guesthouse in La Honda
4.95 out of 5 average rating, 389 reviewsBicycle Shack @ La Honda Pottery
Guesthouse in Antioch
4.93 out of 5 average rating, 184 reviewsBeautiful place to rest and clear your mind
Guesthouse in San Jose
4.97 out of 5 average rating, 438 reviewsStylish, Light-filled Cottage
Guesthouse in Dublin
5.0 out of 5 average rating, 115 reviewsPrivate In-Law unit in Dublin, CA
Quick stats about guesthouse rentals in San Mateo
Total rentals
20 properties
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
1.8K reviews
Nightly prices starting at
$30 before taxes and fees
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