Woodside places to stay

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for Woodside places to stay

Stay near Woodside's top sights

Huddart Park33 locals recommend
Alice's Restaurant65 locals recommend
Wunderlich County Park46 locals recommend
Buck’s Restaurant, Woodside49 locals recommend
The Village Pub48 locals recommend
Roberts Market & Liquor28 locals recommend

Other great vacation rentals in Woodside

Guest favorite
Cabin in La Honda
Coastal Redwood Getaway on a Creek
Jul 12 – 19
$425 per night
4.99 out of 5 average rating, 129 reviews
Guest favorite
Guesthouse in San Carlos
Private Garden Cottage
May 27 – Jun 3
$134 per night
4.99 out of 5 average rating, 579 reviews
Guest favorite
Home in Half Moon Bay
Luxury Beachfront Penthouse Walk to the Beach
Jan 2 – 9
$822 per night
4.9 out of 5 average rating, 132 reviews
Guest favorite
Guesthouse in Portola Valley
Woodsy Silicon Valley Cottage
May 15 – 22
$170 per night
4.94 out of 5 average rating, 166 reviews
Guest favorite
Camper/RV in Half Moon Bay
Airstream Coastal Hideaway (Sunset)
Apr 24 – May 1
$282 per night
4.98 out of 5 average rating, 202 reviews
Guest favorite
Guesthouse in Redwood City
Soak up the Serenity on the Patio of a Charming Cottage
Dec 13 – 20
$94 per night
4.92 out of 5 average rating, 292 reviews
Superhost
Guest suite in Los Altos Hills
A private hillside suite nestled among oaks
Jun 2 – 9
$125 per night
4.8 out of 5 average rating, 145 reviews
Guest favorite
Guesthouse in Redwood City
Private Cottage near Redwood City and San Carlos Downtowns
Feb 13 – 20
$195 per night
4.99 out of 5 average rating, 101 reviews

Other great vacation rentals in Woodside

Guest favorite
Home in Redwood City
The Chandelier Studio
Jul 17 – 24
$134 per night
4.91 out of 5 average rating, 192 reviews
Guest favorite
Guest suite in Palo Alto
Savvy Studio ❤︎ Palo Alto ❤︎ of Silicon Valley
Jun 24 – Jul 1
$129 per night
5.0 out of 5 average rating, 164 reviews
Guest favorite
Guesthouse in Woodside
Private cottage in the woods
May 16 – 23
$110 per night
4.97 out of 5 average rating, 90 reviews
Guest favorite
Apartment in Woodside
Cozy country Woodside home
Jul 13 – 20
$123 per night
4.88 out of 5 average rating, 34 reviews
Guest favorite
Home in Woodside
Luxury Mid-Century Modern Home w/ XL Deck
Apr 30 – May 7
$852 per night
4.96 out of 5 average rating, 26 reviews
Guest favorite
Guesthouse in Woodside
A beautiful Tree house -your own retreat
Jul 20 – 27
$338 per night
4.94 out of 5 average rating, 98 reviews
Superhost
Treehouse in Redwood City
Madrone Grove Treehouse
Apr 27 – May 4
$173 per night
4.82 out of 5 average rating, 17 reviews
Guest favorite
Home in Woodside
Redwood Forest Retreat with Five Bedrooms
Oct 13 – 20
$639 per night
4.95 out of 5 average rating, 56 reviews

Quick stats about vacation rentals in Woodside

Total rentals

130 properties

Rentals with dedicated workspaces

80 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

5.6K reviews

Frequently Asked Questions

  • Where should I stay in Woodside?

    Make yourself at home in Woodside by choosing from our most frequently booked neighborhoods. We have over 1,070 vacation rentals in Farm Hill, over 950 vacation rentals in Woodside Plaza, and over 950 vacation rentals in Woodside Hills.

  • How much does it cost to stay in private suite rentals in Woodside?

    Experience the best of Woodside with our private suite rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Woodside?

    Yes! Work meets play with ease at over 20 house rentals in Woodside featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Woodside have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Woodside. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Guesthouse Rentals in Woodside?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Woodside have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Woodside. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Woodside?

    Four-legged friends are welcome in Woodside. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there Woodside vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Woodside, available on Airbnb. Make a splash and soak up the sun in style!

  • Do private suite rentals in Woodside have wifi?

    Absolutely! We offer over 10 private suite rentals with wifi in Woodside. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Woodside?

    Woodside has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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  4. San Mateo County
  5. Woodside