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Search results; Over 1,000 homes in Woodside

Top guest favorite
Take in bay views through the redwoods at this Woodside guesthouse with a fireplace
2 bedrooms, 2 beds, 1 private bath
Nov 8 – 13
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4.97 out of 5 average rating, 375 reviews
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 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 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
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
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
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
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
Top guest favorite
This creekside La Honda cabin puts you among the redwoods with a hot tub
4.99 out of 5 average rating, 156 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 18 – 23
Redwoods surround this Woodside cabin, where you’ll find a fireplace and deck
3 bedrooms, 3 beds, 1 bath
Aug 28 – Sep 2
Top guest favorite
This La Honda studio nestles you among redwoods, a creek, and a private deck
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bath
Aug 18 – 23
Guest favorite
This oceanfront Half Moon Bay house gives you harbor views, a hot tub, and decks
4.95 out of 5 average rating, 76 reviews, 4 bedrooms, 7 beds, 4 baths
Oct 9 – 14
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
A serene Sharon Park house where you’ll find a waterfall pond in the backyard
5.0 out of 5 average rating, 25 reviews, 4 bedrooms, 5 beds, 2.5 baths
Aug 20 – 25
Top guest favorite
Vaulted ceilings and hand-carved beams greet you at this hidden Redwood City house
4.99 out of 5 average rating, 72 reviews, 1 bedroom, 1 bed, 1 bath
Aug 27 – Sep 1
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