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Search results; Over 1,000 homes in Woodside

Guest favorite
This Woodside Heights suite opens onto a one-acre garden with a pool and jacuzzi
1 bedroom, 1 bed, 1 private bath
Aug 12 – 17
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4.88 out of 5 average rating, 486 reviews
Top guest favorite
Take in bay views through the redwoods at this Woodside guesthouse with a fireplace
4.97 out of 5 average rating, 375 reviews, 2 bedrooms, 2 beds, 1 bath
Nov 8 – 13
Top guest favorite
This King’s Mountain cabin puts you among the redwoods with a pool and fireplace
4.99 out of 5 average rating, 374 reviews, 1 bedroom, 1 bed, 1 bath
Sep 27 – Oct 2
Top guest favorite
This La Honda guesthouse puts you among redwoods with creek views from the deck
4.99 out of 5 average rating, 591 reviews, 4 beds, 1 bath
Aug 16 – 21
Top guest favorite
This Kings Mountain cabin nestles you in the redwoods with a fire pit and fenced yard
4.98 out of 5 average rating, 483 reviews, 1 bed, 1 bath
Sep 20 – 25
Top guest favorite
Soak in your private hot tub among old-growth redwoods at this Kings Mountain farmstay
4.97 out of 5 average rating, 151 reviews, 1 bedroom, 1 bed, 1 bath
Aug 24 – 29
Guest favorite
Private room
This 4-acre Woodside estate gives you a 1920s villa room with an infinity spa
5.0 out of 5 average rating, 60 reviews, 1 king bed, 1 bath
Aug 14 – 19
Guest favorite
Vaulted ceilings and hand-hewn beams greet you at this Woodside cottage
4.89 out of 5 average rating, 47 reviews, 3 bedrooms, 3 beds, 2.5 baths
Aug 15 – 20
Top guest favorite
Private room
This mid-century Woodside house nestles you in the redwoods with a jacuzzi
4.98 out of 5 average rating, 56 reviews, 1 bath
Aug 16 – 21
Top guest favorite
This Woodside guesthouse puts you on a historic estate with a pool and jacuzzi
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 1 bath
Aug 22 – 27
Luxe
This secluded Woodside house gives you an infinity pool and mountaintop views
4.96 out of 5 average rating, 125 reviews, 6 bedrooms, 6 beds, 6 baths
Aug 30 – Sep 4
Top guest favorite
Wake to birdsong over a private lake at this redwood-surrounded Woodside suite
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 3 beds, 3 baths
Aug 29 – Sep 3
Superhost
This Woodside villa puts you on a 4-acre oak-studded estate with a pool and spa
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Top guest favorite
A rustic caboose nestled under giant redwoods where you’ll find a patio and fire pit
4.93 out of 5 average rating, 460 reviews, 3 beds, 1 bath
Aug 23 – 28
Top guest favorite
Panoramic ocean views greet you at this indoor-outdoor El Granada penthouse
4.96 out of 5 average rating, 411 reviews, 1 bed, 1 bath
Aug 27 – Sep 1
Guest favorite
Soak in the outdoor tub on a redwood deck at this South Bay treehouse
4.99 out of 5 average rating, 154 reviews, 1 bedroom, 4 beds, 1 bath
Aug 23 – 28
Top guest favorite
Tent in Woodside
Tent 02 - In-tree w/ocean view
4.96 out of 5 average rating, 50 reviews, 1 bedroom, 3 beds, 1 bath
Oct 3 – 8
Top guest favorite
This Loma Mar house nestles you in coastal redwoods with a sauna and fire pit
4.99 out of 5 average rating, 67 reviews, 1 bedroom, 2 beds, 2 baths
Sep 21 – 26
Top guest favorite
This Arleta Park house puts you half a block from the blufftops, with a new deck
4.91 out of 5 average rating, 415 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 23 – 28