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Search results; Over 1,000 homes in Portola Valley

Top guest favourite
Guest house in Portola Valley
Woodsy Silicon Valley Cottage
1 bedroom, 1 bed, 1 private bathroom
26–31 Jul
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4.94 out of 5 average rating, 224 reviews
Top guest favourite
Guest house in Portola Valley
1 Bdr Cabana just west of Stanford
4.98 out of 5 average rating, 227 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Aug
Top guest favourite
Guest house in Woodside
SkyHigh Redwoods Retreat with Bay Views
4.97 out of 5 average rating, 365 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
Top guest favourite
Guest house in Woodside
Guest House in the Woods
4.99 out of 5 average rating, 588 reviews, 4 beds, 1 bathroom
26–31 Jul
Guest favourite
Guest suite in Portola Valley
Entire guest unit in Portola Valley near Stanford
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Woodside
Rustic Cabin in the Redwoods
4.99 out of 5 average rating, 372 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Sept
Guest favourite
Home in Portola Valley
Stunning views from your Portola Valley perch.
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 3 bathrooms
27 Jul – 1 Aug
Top guest favourite
Guest house in Woodside
Kings Mountain Studio Cabin
4.98 out of 5 average rating, 480 reviews, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Room in Woodside
Cheerful Little Mountain House in the Redwoods
4.98 out of 5 average rating, 51 reviews, 1 bathroom
9–14 Aug
Home in Redwood City
Escape to your cabin in Woodside! 3 Bed/1 Bath!
3 bedrooms, 3 beds, 1 bathroom
13–18 Jul
Top guest favourite
Place to stay in Los Gatos
Treehouse in Vineyard Overlooking Monterey Bay
4.98 out of 5 average rating, 995 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Cottage in Woodside
Exquisite luxury exec 3-suite cottage (Long Term+)
4.89 out of 5 average rating, 47 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
Guest favourite
Room in Woodside
Estately Plausibility of Simplicity (Long Term+)
4.92 out of 5 average rating, 50 reviews, 3 beds, 1 bathroom
13–18 Jul
Guest favourite
Cabin in La Honda
Cabin in the Woods
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Cabin in La Honda
Coastal Redwood Getaway on a Creek
4.99 out of 5 average rating, 155 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Jul
Top guest favourite
Cabin in Boulder Creek
Forest Cabin & Hot Tub
4.98 out of 5 average rating, 129 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Sept – 4 Oct
Superhost
Home in Woodside
*NEW*Serene Skyline Hideaway | Trails at Your Door
4.75 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Guest house in San Carlos
Private Garden Cottage
4.99 out of 5 average rating, 837 reviews, 1 bed, 1 bathroom
4–9 Oct
Guest favourite
Home in Half Moon Bay
Experience the Pinnacle of Coastal Living at
4.94 out of 5 average rating, 72 reviews, 4 bedrooms, 7 beds, 4 bathrooms
20–25 Sept