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Search results; Over 1,000 homes in Portola Valley

Descriptions are based on details hosts provide
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
Private cabana overlooking Silicon Valley
4.98 out of 5 average rating, 228 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Aug
Top guest favourite
Guest house in Woodside
Redwood retreat with a wood-burning fireplace
4.97 out of 5 average rating, 367 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
Oak-studded foothills, 3 miles from Stanford
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
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
Top guest favourite
Guest house in Woodside
Nestled in the Redwoods with a fireplace
4.98 out of 5 average rating, 480 reviews, 1 bed, 1 bathroom
27 Jul – 1 Aug
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
Rustic cabin among the redwoods with pool
4.99 out of 5 average rating, 373 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Guest house in Redwood City
Midcentury modern guesthouse among the redwoods
5.0 out of 5 average rating, 59 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Nov
Top guest favourite
Camper van/Motorhome in La Honda
40 Acre Redwood Forest With Private Trails
4.99 out of 5 average rating, 236 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Home in Redwood City
Escape to your cabin in Woodside! 3 Bed/1 Bath!
3 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 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
19–24 Jul
Guest favourite
Room in Woodside
1920s villa on a 4-acre estate
5.0 out of 5 average rating, 59 reviews, 1 king bed, 1 bathroom
25–30 Jul
Top guest favourite
Place to stay in Los Gatos
Treehouse in Vineyard Overlooking Monterey Bay
4.98 out of 5 average rating, 996 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Home in Palo Alto
Private home on a third-acre lot
4.91 out of 5 average rating, 149 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
Top guest favourite
Cottage in Woodside
Vaulted ceilings and hand-hewn beams
4.89 out of 5 average rating, 47 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
Camper van/Motorhome in Pescadero
A fire pit and deck on open land
New place to stay, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
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