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, 540 reviewsCharming cottage, walk to Caltrain
Apr 4 – 11
Guesthouse in San Francisco
4.94 out of 5 average rating, 951 reviewsImmaculate studio space with free parking
Apr 6 – 13
Guesthouse in San Francisco
4.98 out of 5 average rating, 160 reviewsCozy 1 Bedroom (Twin) Private Bath and Entrance!
Oct 5 – 12
Guesthouse in Menlo Park
4.9 out of 5 average rating, 352 reviewsCottage near downtown Palo Alto
Jul 29 – Aug 5
Guesthouse in Redwood City
4.97 out of 5 average rating, 177 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
Sep 14 – 21
Guesthouse in Redwood City
4.94 out of 5 average rating, 114 reviewsElegant & Convenient RWC Studio
Feb 20 – 27
Guesthouse in Kensington
4.94 out of 5 average rating, 605 reviewsSecluded luxury cottage & hot tub
Feb 14 – 21
Guesthouse in Mountain View
4.96 out of 5 average rating, 261 reviewsPrivate studio in downtown
May 28 – Jun 4
Guest house rentals with a patio
Guesthouse in Menlo Park
4.95 out of 5 average rating, 158 reviewsCharming, modern, restorative, private studio
Apr 9 – 16
Guesthouse in Woodside
4.97 out of 5 average rating, 155 reviewsSkyHigh Redwoods Retreat with Bay Views
Oct 2 – 9
Guesthouse in Boulder Creek
4.99 out of 5 average rating, 149 reviewsDigital Nomad Retreat
Jul 6 – 13
Guesthouse in San Jose
4.98 out of 5 average rating, 106 reviews1-bedroom guesthouse w/ full kitchen near DTSJ/SAP
Sep 28 – Oct 5
Guesthouse in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
Jul 17 – 24
Guesthouse in San Rafael
4.89 out of 5 average rating, 130 reviewsBeautiful Guesthouse with direct view of the Bay
Nov 2 – 9
Guesthouse in Berkeley
4.99 out of 5 average rating, 130 reviewsBerkeley Bitty House - a little bit of home
Oct 1 – 8
Guesthouse in San Bruno
4.94 out of 5 average rating, 132 reviewsNew | Steps from BART & grocery | Close to SFO
Jul 6 – 13
Guest house rentals with a washer and dryer
Guesthouse in Woodside
4.96 out of 5 average rating, 157 reviewsMountain Retreat
Aug 23 – 30
Guesthouse in La Honda
4.95 out of 5 average rating, 383 reviewsBicycle Shack @ La Honda Pottery
Mar 28 – Apr 4
Guesthouse in Dublin
5.0 out of 5 average rating, 112 reviewsPrivate In-Law unit in Dublin, CA
Sep 5 – 12
Guesthouse in Redwood City
4.97 out of 5 average rating, 121 reviewsRedwood Cottage
Aug 6 – 13
Guesthouse in Antioch
4.93 out of 5 average rating, 173 reviewsBeautiful place to rest and clear your mind
Oct 15 – 22
Guesthouse in Oakland
4.99 out of 5 average rating, 160 reviewsRedwood Heights Cottage with Stunning Bay Views
Nov 9 – 16
Guesthouse in Redwood City
4.99 out of 5 average rating, 104 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
Jan 17 – 24
Guesthouse in Redwood City
4.96 out of 5 average rating, 388 reviews🌼Modern guesthouse w private patio and ♨️ hot tub
Dec 16 – 23
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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