Guest house holiday rentals in San Mateo County
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Top-rated guest house rentals in San Mateo County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in San Mateo County
Family-friendly guest house rentals
Guest house in Half Moon Bay
4.82 out of 5 average rating, 425 reviewsNear harbor & Surfer’s beach, with outdoor Firepit
10–17 Jun
Guest house in Redwood City
4.88 out of 5 average rating, 538 reviewsCharming cottage, walk to Caltrain
4–11 Apr
Guest house in Portola Valley
4.98 out of 5 average rating, 177 reviews1 Bdr Cabana just west of Stanford
8–15 Sep
Guest house in Atherton
4.99 out of 5 average rating, 174 reviewsCharming Cottage near Stanford in Lovely Garden
8–15 Jan
Guest house in Menlo Park
4.9 out of 5 average rating, 352 reviewsCottage near downtown Palo Alto
2–9 Oct
Guest house in Redwood City
4.97 out of 5 average rating, 177 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
17–24 Oct
Guest house in Redwood City
4.94 out of 5 average rating, 114 reviewsElegant & Convenient RWC Studio
2–9 Mar
Guest house in San Francisco
4.91 out of 5 average rating, 257 reviewsSimplistic Crocker Suite
28 Sep – 5 Oct
Guest house rentals with a patio
Guest house in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
14–21 Jul
Guest house in Menlo Park
4.95 out of 5 average rating, 158 reviewsCharming, modern, restorative, private studio
7–14 Sep
Guest house in Half Moon Bay
4.93 out of 5 average rating, 132 reviewsBoho beach bungalow- walk to Poplar Beach
18–25 Jul
Guest house in San Bruno
4.94 out of 5 average rating, 132 reviewsNew | Steps from BART & grocery | Close to SFO
19–26 Jul
Guest house in San Carlos
4.99 out of 5 average rating, 68 reviewsDelightful Hideaway in San Carlos
8–15 Jan
Guest house in Los Altos
4.81 out of 5 average rating, 16 reviewsQuiet Cottage Los Altos
27 Jun – 4 Jul
Guest house in San Mateo
4.64 out of 5 average rating, 11 reviewsPrivate Room Close to Caltrain & Hillsdale Mall
7–14 Nov
Guest house in Montara
5.0 out of 5 average rating, 29 reviewsMontara Loft Private Guesthouse. Walk to beach
22–29 Jun
Guest house rentals with a washing machine and dryer
Guest house in San Mateo
4.92 out of 5 average rating, 145 reviewsCozy Studio 1B/1B w A/C No Pet in San Mateo
6–13 Sep
Guest house in Pacifica
4.98 out of 5 average rating, 370 reviewsNEW Private Studio! Close to SF/SFO/Beach Sanitize
24–31 Aug
Guest house in Burlingame
4.97 out of 5 average rating, 122 reviewsCozy private studio near SFO & Downtown Burlingame
3–10 Feb
Guest house in Boulder Creek
4.94 out of 5 average rating, 108 reviewsBC Treehouse
26 Dec – 2 Jan
Guest house in Redwood City
4.97 out of 5 average rating, 121 reviewsRedwood Casita
6–13 Aug
Guest house in Palo Alto
4.99 out of 5 average rating, 182 reviewsCharming Garden Cottage
25 Aug – 1 Sep
Guest house in Redwood City
4.99 out of 5 average rating, 103 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
26 Feb – 5 Mar
Guest house in Woodside
4.94 out of 5 average rating, 107 reviewsA beautiful Tree house -your own retreat
1–8 Oct
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