Guesthouse holiday rentals in Woodside
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Woodside
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Woodside guesthouses
Family-Friendly guesthouses
Guesthouse in Redwood City
4.88 out of 5 average rating, 539 reviewsCharming cottage, walk to Caltrain
4–11 Apr
Guesthouse in Menlo Park
4.9 out of 5 average rating, 352 reviewsCottage near downtown Palo Alto
2–9 Oct
Guesthouse in Redwood City
4.97 out of 5 average rating, 177 reviewsMt Carmel Cottage Charmer-Bright, Stylish & Clean
17–24 Oct
Guesthouse in Redwood City
4.94 out of 5 average rating, 114 reviewsElegant & Convenient RWC Studio
2–9 Mar
Guesthouse in Menlo Park
4.93 out of 5 average rating, 139 reviewsLuxury Guesthouse in the heart of Silicon Valley
7–14 Oct
Guesthouse in Kensington
4.94 out of 5 average rating, 605 reviewsSecluded luxury cottage & hot tub
10–17 Feb
Guesthouse in San Francisco
4.94 out of 5 average rating, 949 reviewsImmaculate studio space with free parking
30 Mar – 6 Apr
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 425 reviewsNear harbor & Surfer’s beach, with outdoor Firepit
8–15 Jun
Guesthouses with a patio
Guesthouse in Menlo Park
4.95 out of 5 average rating, 158 reviewsCharming, modern, restorative, private studio
30 Nov – 7 Dec
Guesthouse in Boulder Creek
4.99 out of 5 average rating, 149 reviewsDigital Nomad Retreat
4–11 Oct
Guesthouse in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
14–21 Jul
Guesthouse in Half Moon Bay
4.93 out of 5 average rating, 132 reviewsBoho beach bungalow- walk to Poplar Beach
18–25 Jul
Guesthouse in Oakland
4.92 out of 5 average rating, 254 reviewsGuesthouse Garden Retreat
24–31 Jul
Guesthouse in San Jose
4.98 out of 5 average rating, 106 reviews1-bedroom guesthouse w/ full kitchen near DTSJ/SAP
13–20 Oct
Guesthouse in Santa Clara
4.92 out of 5 average rating, 108 reviewsEntire guesthouse Santa Clara smart lock entrance.
10–17 Jan
Guesthouse in Santa Cruz
4.87 out of 5 average rating, 202 reviewsStudio in the redwoods - 4.5 mi from the beach
17–24 Jun
Guest house rentals with a washing machine and dryer
Guesthouse in Portola Valley
4.94 out of 5 average rating, 168 reviewsWoodsy Silicon Valley Cottage
26 Aug – 2 Sep
Guesthouse in Redwood City
4.97 out of 5 average rating, 121 reviewsRedwood Casita
6–13 Aug
Guesthouse in Redwood City
4.99 out of 5 average rating, 103 reviewsPrivate Cottage near Redwood City and San Carlos Downtowns
4–11 Apr
Guesthouse in Dublin
5.0 out of 5 average rating, 112 reviewsPrivate In-Law unit in Dublin, CA
17–24 Feb
Guesthouse in Palo Alto
4.99 out of 5 average rating, 182 reviewsCharming Garden Cottage
17–24 Aug
Guesthouse in Pacifica
4.98 out of 5 average rating, 370 reviewsNEW Private Studio! Close to SF/SFO/Beach Sanitize
18–25 Dec
Guesthouse in Oakland
4.99 out of 5 average rating, 160 reviewsRedwood Heights Cottage with Stunning Bay Views
23–30 Nov
Guesthouse in Burlingame
4.97 out of 5 average rating, 122 reviewsCozy private studio near SFO & Downtown Burlingame
18–25 Jan
Quick stats about guesthouse rentals in Woodside
Total rentals
20 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
860 reviews
Nightly prices starting at
$100 NZD before taxes and fees
Destinations to explore
- Sacramento Holiday rentals
- Monterey Holiday rentals
- Carmel-by-the-Sea Holiday rentals
- Santa Cruz Holiday rentals
- Berkeley Holiday rentals
- Big Sur Holiday rentals
- Palo Alto Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Bay Holiday rentals
- Santa Barbara Holiday rentals
- San Jose Holiday rentals
- San Francisco Holiday rentals
- Guesthouse rentals United States
- House rentals United States
- Guesthouse rentals San Francisco
- House rentals San Francisco
- Guesthouse rentals California
- House rentals California
- Guesthouse rentals San Jose
- House rentals San Jose
- House rentals Sacramento
- Guesthouse rentals Sacramento
- Family-friendly rentals Woodside
- Rentals with outdoor seating Woodside
- Rentals with a washing machine and dryer Woodside
- Rentals with pools Woodside
- Monthly Rentals Woodside
- Rentals with a patio Woodside
- Rentals with a fireplace Woodside
- Pet-friendly rentals Woodside
- House rentals Woodside
- Guesthouse rentals San Mateo County
- House rentals San Mateo County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom