
Guesthouse vacation rentals in Woodside
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Woodside
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Woodside guesthouse rentals
Family-friendly guest house rentals

Charming Cozy Cottage in Eco-Garden Oasis

The Hen House Haven

Private Garden Cottage in Belmont Hills

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Serene foothills Garden Suite, private parking +EV

Privat studio in the heart of Silicon Valley

A Comfortable, Clean, & Private Guest House

Private cottage in a garden
Guest house rentals with a patio

La Casita - a quiet, Crocker Amazon area studio!

Cozy Private 1B1B Cottage near Japantown

Orchard Cottage in convenient countryside location

Newly built stylish guesthouse

Guesthouse Garden Retreat

Boho beach bungalow- walk to Poplar Beach

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Palo Alto Cottage: Privacy, Comfort & Convenience
Guest house rentals with a washer and dryer

Redwood Heights Cottage with Stunning Bay Views

Cottage near downtown Palo Alto

Charming Peaceful New Studio in Mtn View

Downtown Campbell Executive Cottage

Private unit close to Santa Clara University

Menlo Park 2 Bedr Cottage

Redwood Casita

Lush Lux Villa • Sunny Deck & Private Escape
Quick stats about guesthouse rentals in Woodside
Total rentals
20 properties
Nightly prices starting at
€ 51 before taxes and fees
Total number of reviews
1.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Santa Barbara Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- South Lake Tahoe Vacation rentals
- San Joaquin River Vacation rentals
- Private suite rentals Woodside
- Rentals with pools Woodside
- Family-friendly rentals Woodside
- Rentals with a hot tub Woodside
- Rentals with a fireplace Woodside
- House rentals Woodside
- Rentals with a washer and dryer Woodside
- Rentals with a patio Woodside
- Rentals with outdoor seating Woodside
- Pet-friendly rentals Woodside
- Guesthouse rentals San Mateo County
- Guesthouse rentals California
- Guesthouse rentals United States
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Seacliff State Beach
- Twin Peaks
- Bolinas Beach
- Golden Gate Bridge
- SAP Center
- Montara State Beach
- Mission Dolores Park
- Davenport Beach
- Pescadero State Beach
- Henry Cowell Redwoods State Park
- Twin Lakes State Beach
- Six Flags Discovery Kingdom
- Pier 39
- California’S Great America
- Rodeo Beach
- Manresa Main State Beach
- New Brighton State Beach