Guesthouse holiday rentals in San Francisco Peninsula
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Top-rated Guesthouses in San Francisco Peninsula
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for San Francisco Peninsula guesthouses
Family-Friendly guesthouses
Guesthouse in Redwood City
4.88 out of 5 average rating, 538 reviewsCharming cottage, walk to Caltrain
4–11 Apr
Guesthouse in San Francisco
4.94 out of 5 average rating, 949 reviewsImmaculate studio space with free parking
3–10 Dec
Guesthouse in Menlo Park
4.9 out of 5 average rating, 351 reviewsCottage near downtown Palo Alto
1–8 Jun
Guesthouse in San Leandro
4.94 out of 5 average rating, 216 reviewsGarden getaway near SF
7–14 Sep
Guesthouse in Alameda
4.94 out of 5 average rating, 177 reviewsCute, backyard Cottage close to All!
31 Oct – 7 Nov
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 424 reviewsNear harbor & Surfer’s beach, with outdoor Firepit
10–17 Jun
Guesthouse in Redwood City
4.97 out of 5 average rating, 177 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
20–27 Mar
Guesthouse in Mountain View
4.96 out of 5 average rating, 261 reviewsPrivate studio in downtown
8–15 Jul
Guesthouses with a patio
Guesthouse in Woodside
4.97 out of 5 average rating, 152 reviewsSkyHigh Redwoods Retreat with Bay Views
8–15 Oct
Guesthouse in Menlo Park
4.95 out of 5 average rating, 158 reviewsCharming, modern, restorative, private studio
7–14 Sep
Guesthouse in Oakland
4.92 out of 5 average rating, 254 reviewsGuesthouse Garden Retreat
25 Sep – 2 Oct
Guesthouse in Boulder Creek
4.99 out of 5 average rating, 149 reviewsDigital Nomad Retreat
28 May – 4 Jun
Guesthouse in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
7–14 Jul
Guesthouse in Half Moon Bay
4.93 out of 5 average rating, 132 reviewsBoho beach bungalow- walk to Poplar Beach
18–25 Jul
Guesthouse in Oakland
4.85 out of 5 average rating, 143 reviewsNEW Adorable 1 bedroom guesthouse with Patio
22 Feb – 1 Mar
Guesthouse in Oakland
4.96 out of 5 average rating, 131 reviewsPrivate Two Bedroom/Loft Guesthouse
2–9 Apr
Guest house rentals with a washing machine and dryer
Guesthouse in Portola Valley
4.94 out of 5 average rating, 167 reviewsWoodsy Silicon Valley Cottage
26 Jun – 3 Jul
Guesthouse in Burlingame
4.97 out of 5 average rating, 122 reviewsCozy private studio near SFO & Downtown Burlingame
3–10 Feb
Guesthouse in Redwood City
4.97 out of 5 average rating, 121 reviewsRedwood Casita
6–13 Aug
Guesthouse in Pacifica
4.98 out of 5 average rating, 370 reviewsNEW Private Studio! Close to SF/SFO/Beach Sanitize
24–31 Aug
Guesthouse in Redwood City
4.99 out of 5 average rating, 103 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
25 Feb – 4 Mar
Guesthouse in Dublin
5.0 out of 5 average rating, 112 reviewsPrivate In-Law unit in Dublin, CA
26 Mar – 2 Apr
Guesthouse in Palo Alto
4.99 out of 5 average rating, 182 reviewsCharming Garden Cottage
25 Aug – 1 Sep
Guesthouse in Oakland
4.96 out of 5 average rating, 489 reviewsLakeshore Cottage
3–10 Oct
Destinations to explore
- Sacramento Holiday rentals
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