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 Redwood City
4.88 out of 5 average rating, 538 reviewsCharming cottage, walk to Caltrain
Apr 4 – 11
Guesthouse in San Francisco
4.94 out of 5 average rating, 949 reviewsImmaculate studio space with free parking
Dec 3 – 10
Guesthouse in San Francisco
4.98 out of 5 average rating, 160 reviewsCozy 1 Bedroom (Twin) Private Bath and Entrance!
Jul 10 – 17
Guesthouse in Kensington
4.94 out of 5 average rating, 605 reviewsSecluded luxury cottage & hot tub
Mar 23 – 30
Guesthouse in Menlo Park
4.9 out of 5 average rating, 352 reviewsCottage near downtown Palo Alto
Oct 2 – 9
Guesthouse in Redwood City
4.97 out of 5 average rating, 177 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
Oct 17 – 24
Guesthouse in Redwood City
4.94 out of 5 average rating, 114 reviewsElegant & Convenient RWC Studio
Mar 2 – 9
Guesthouse in Mountain View
4.96 out of 5 average rating, 261 reviewsPrivate studio in downtown
Jul 8 – 15
Guest house rentals with a patio
Guesthouse in Menlo Park
4.95 out of 5 average rating, 158 reviewsCharming, modern, restorative, private studio
Sep 7 – 14
Guesthouse in Woodside
4.97 out of 5 average rating, 152 reviewsSkyHigh Redwoods Retreat with Bay Views
Oct 8 – 15
Guesthouse in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
Jul 14 – 21
Guesthouse in Boulder Creek
4.99 out of 5 average rating, 149 reviewsDigital Nomad Retreat
Oct 14 – 21
Guesthouse in San Jose
4.98 out of 5 average rating, 106 reviews1-bedroom guesthouse w/ full kitchen near DTSJ/SAP
Jul 16 – 23
Guesthouse in Oakland
4.92 out of 5 average rating, 254 reviewsGuesthouse Garden Retreat
Jul 24 – 31
Guesthouse in Berkeley
4.99 out of 5 average rating, 129 reviewsBerkeley Bitty House - a little bit of home
Oct 15 – 22
Guesthouse in San Rafael
4.89 out of 5 average rating, 128 reviewsBeautiful Guesthouse with direct view of the Bay
Jul 31 – Aug 7
Guest house rentals with a washer and dryer
Guesthouse in Woodside
4.96 out of 5 average rating, 156 reviewsMountain Retreat
Sep 7 – 14
Guesthouse in Pacifica
4.98 out of 5 average rating, 370 reviewsNEW Private Studio! Close to SF/SFO/Beach Sanitize
Aug 24 – 31
Guesthouse in La Honda
4.95 out of 5 average rating, 382 reviewsBicycle Shack @ La Honda Pottery
Jan 18 – 25
Guesthouse in Redwood City
4.99 out of 5 average rating, 103 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
Feb 26 – Mar 5
Guesthouse in Redwood City
4.97 out of 5 average rating, 121 reviewsRedwood Cottage
Aug 6 – 13
Guesthouse in Dublin
5.0 out of 5 average rating, 112 reviewsPrivate In-Law unit in Dublin, CA
Nov 8 – 15
Guesthouse in Oakland
4.99 out of 5 average rating, 160 reviewsRedwood Heights Cottage with Stunning Bay Views
Nov 23 – 30
Guesthouse in Antioch
4.93 out of 5 average rating, 173 reviewsBeautiful place to rest and clear your mind
Mar 14 – 21
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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