Holiday rentals in Woodside

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Top-rated holiday rentals in Woodside

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest house in Woodside
Rustic Cabin in the Redwoods
Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.
6–13 Jun
$393 SGD per night
4.99 out of 5 average rating, 275 reviews
Guest favourite
Cabin in Woodside
Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!
8–15 May
$211 SGD per night
4.97 out of 5 average rating, 338 reviews
Guest favourite
Guest suite in Woodside
Stay Nestled in Ancient Redwoods in Silicon Valley
Welcome to our 6-acre home, High Ground, & have our kid and pet friendly carriage house to yourself! The large studio apt with separate entrance has stunning views of ancient redwood trees + the Bay/Mount Diablo. Immediate hiking trails, wildlife, minutes to: Alice's restaurant (5), Michelin-rated Village Pub (15) highway 280 (15) Palo Alto/Menlo Park/Half Moon Bay/Ocean (30), SFO (35) San Francisco (45). Perfect for a northern CA retreat, business in the Valley or sight-seeing in San Fran.
22–29 Jun
$177 SGD per night
4.88 out of 5 average rating, 334 reviews

Popular amenities for Woodside holiday rentals

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 holiday rentals in Woodside

Guest favourite
Guest house in Redwood City
Detached Guest House With Views
14–21 Nov
$164 SGD per night
4.94 out of 5 average rating, 171 reviews
Guest favourite
Cabin in La Honda
Coastal Redwood Getaway on a Creek
12–19 Jul
$569 SGD per night
4.99 out of 5 average rating, 129 reviews
Guest favourite
Home in Half Moon Bay
Luxury Beachfront Penthouse Walk to the Beach
2–9 Jan
$1,100 SGD per night
4.9 out of 5 average rating, 132 reviews
Guest favourite
Guest house in San Carlos
Private Garden Cottage
27 May – 3 Jun
$179 SGD per night
4.99 out of 5 average rating, 579 reviews
Guest favourite
Campervan/Motorhome in Half Moon Bay
Airstream Coastal Hideaway (Sunset)
24 Apr – 1 May
$377 SGD per night
4.98 out of 5 average rating, 202 reviews
Superhost
Guest suite in Los Altos Hills
A private hillside suite nestled among oaks
2–9 Jun
$167 SGD per night
4.8 out of 5 average rating, 145 reviews
Guest favourite
Guest house in Woodside
Private cottage in the woods
16–23 May
$148 SGD per night
4.97 out of 5 average rating, 90 reviews
Guest favourite
Flat in Woodside
Cozy country Woodside home
13–20 Jul
$164 SGD per night
4.88 out of 5 average rating, 34 reviews
Guest favourite
Home in Woodside
Luxury Mid-Century Modern Home w/ XL Deck
30 Apr – 7 May
$1,268 SGD per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Guest house in Woodside
A beautiful Tree house -your own retreat
20–27 Jul
$453 SGD per night
4.94 out of 5 average rating, 100 reviews
Superhost
Treehouse in Redwood City
Madrone Grove Treehouse
27 Apr – 4 May
$231 SGD per night
4.82 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Woodside
Exquisite luxury executive 2-suite cottage
14–21 Oct
$1,148 SGD per night
5.0 out of 5 average rating, 18 reviews

Quick stats about holiday 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

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. San Mateo County
  5. Woodside