
House holiday rentals in Woodside
Find and book unique houses on Airbnb
Top-rated house rentals in Woodside
Guests agree: these houses are highly rated for location, cleanliness and more.

Serene Oasis in the midst of Silicon Valley
Gaze out at the beautiful green canyon while having a morning coffee in bed. Head to the fully equipped kitchen to prepare breakfast and enjoy it outside on the balcony, surrounded by the sights and sounds of this stunning hilltop location. Close to 280. Centrally located in Silicon Valley for easy access to both San Jose and San Francisco. Deck/BBQ Lounge Area. Minimal. Enjoy life in the San Carlos hills. Drive about 5 minutes to lively San Carlos downtown for several restaurants and bars. Go hiking in Edgewood, Crestview, or Big Canyon. For a taste of big city life, adventure a bit further to San Francisco. Driving is the best option, I280 and 101 are easily accessible. Cal Train station down the hill - connects all the way from San Francisco to San Jose. Very spacious unit ( approximately 1200 sq.ft )

3 BR Home on Vineyard nr Palo Alto & Stanford
Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

Newly renovated 2BR/1BA in East Palo Alto
2 bd 1 ba entire unit sharing wall with other units(4 units in the house). Not suitable for people who are too sensitive to privacy . located in city of East Palo Alto ( not part of Palo Alto) , working class neighbor. read” neighborhood ”first. Don’t book if uncomfortable with working class. Only 1 parking spot available, not suitable for guests have 2 cars due to busy street Big floor mirror in 1 bedroom. be caucious if have kids . No oven in the kitchen No party and loud groups allowed

Huge Suite w/ own bathroom, patio, dining, office
Forget your worries in this spacious & serene space. Large Private Suite w/ office zone, dining table, private patio w/ furniture, indoor & outdoor showers & dining, large walk-in closet. Super fast & reliable wifi. Vaulted ceilings, skylights, ceiling fans, & beautiful artwork. The suite located at back of a spacious home shared w/ 2 other suites. Walkable distance to large shopping center. Centrally located close to Stanford U & Hospital, Tech Companies & Freeways to entire Bay Area

Hidden French Gem for Fam/Biz~near Caltrain,SFO
Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

Newly Remodeled Modern Home
Have fun with the whole family at this stylish place. Newly remodeled stylish home in a convenient location. Close to Stanford, downtown Palo Alto, Meta and Google etc. Parking provided with the property. Full size kitchen with brand new range. Each bedroom has a queen size bed. Extra portable bed or air bed can be added in the living room with extra $30/person per night and early notification. Large private yard great for a family to relax and enjoy the outdoor.

The Perfectly Appointed Modern English Guest House
Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

The Chandelier Studio
Newly remodeled with private bathroom, kitchenette, and entry. Located in one of the most desirable areas of Redwood City known as Woodside Plaza. This is a quiet and pleasant community with tree line streets. We offer a very comfortable and spacious studio, quality linens, YoutubeTV, Netflix, Amazon Prime, Roku, Wifi. Equipped with central AC and Heater. Comfortable queen bed. Minutes away from Stanford hospital Futon converts to extra bed, bedding available.

Canyon Oak House: Private, tranquil with trees
Looking for a serene getaway in San Carlos/mid peninsula? Tranquil, professionally cleaned retreat with lots of breathing space perched among the trees in Devonshire Canyon, San Carlos, CA. Enjoy evening sun on the large deck, wake up to the birds in the trees or a family of deer in the garden. Conveniently close to downtown San Carlos but feels like you're in the country. FAST WIFI. CLOSE TO 280 AND 101. We will consider pets (additional cleaning fee applies).

Cozy retreat w/ fire pit & atrium
Welcome to your mid-century Bay Area retreat – perfect for families, remote work & relaxed getaways! Enjoy timeless comfort, open spaces & cozy evenings by the fire: - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit, BBQ & outdoor dining - Enclosed atrium w/ seating & custom mural - Wood-burning indoor fireplace & 42" TV - Full kitchen & dining area - Dedicated workspace & fast wifi - Free parking & self check-in

391-2 Mini studio in the heart of Silicon Valle
Separate entrance Private bath Comfortable and relaxing settings Walking distance to San Antonio shopping center and Whole Foods store Plenty of nearby restaurants Street Parking only 6 minute walk to 7-11 store, Chinese restaurant and laundry 10 minute walk to Bus/Shuttle stops 11 minute walk to Cal Train station 15 minute drive to Stanford University 15 minute drive to G**gle campus

3BR Near Stanford, Bonus Room, No Check-Out Chores
Welcome to our bright, relaxing home conveniently near Stanford. 3 BR, 2 BA, a spacious living area, a formal dining area, and a bonus work area, perfect for working from home. The kitchen comes with all the appliances and kitchenware you need. There is also a spacious backyard and a grill for you to enjoy. Near to VMWare, Tesla, and the VA. Highway 280 is about 5 minutes.
Popular amenities for house rentals in Woodside
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto w/Pool

Little Poolside House near Downtown Mountain View!

Mission style, w. Pool, Hot tub, walk to downtown

Beautiful 3BD Home w/ Heated Pool and Fire Pit

Silicon Valley Work Retreat | Wellness Oasis

Country Club Living on Golf Course & amazing views
Weekly house rentals

Beautiful Home near Stanford w/ Private Garden

Chique 2-bedroom home near Stanford Hospitals

Super Private Hidden Redwood City House and Garden

Sunny 🌞 guesthouse near Stanford 🌲 w/private patio

Redwood Treehouse Retreat

NEW! Woodside Retreat: Gorgeous Views & Hot Tub

The Blue Door Retreat

Stylish Executive King 1BR w/ AC | Walk 2 train/DT
Private house rentals

Beautiful Cottage next to Stanford & Sand Hill Rd

Serene & Charming Home in Atherton border

Serene & Peaceful Getaway in Redwood City

Sunlit 2B1B house w/ Deck & Garden on Belmont hill

Stafford Place

[Super Host] The Orchard 4b2b House Redwood city

Peaceful Menlo Park House: Two bedrooms + Sunroom

Peaceful Redwood Retreat by the Coast
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $392 SGD | $386 SGD | $399 SGD | $386 SGD | $405 SGD | $446 SGD | $472 SGD | $448 SGD | $404 SGD | $418 SGD | $414 SGD | $416 SGD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about house rentals in Woodside

Total holiday rentals
Explore 50 holiday rentals in Woodside

Nightly prices starting at
Woodside holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 1,730 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Woodside holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodside rentals

4.9 Average rating
Woodside stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Rentals with pools Woodside
- Private suite rentals Woodside
- Family-friendly rentals Woodside
- Rentals with outdoor seating Woodside
- Rentals with a patio Woodside
- Rentals with a hot tub Woodside
- Pet-friendly rentals Woodside
- Rentals with a fireplace Woodside
- Rentals with a washing machine and dryer Woodside
- Guest house rentals Woodside
- House rentals San Mateo County
- House rentals California
- House rentals United States
- Santa Cruz Beach
- Capitola Beach
- Stanford University
- Golden Gate Park
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Seacliff State Beach
- Golden Gate Bridge
- California’S Great America
- Alcatraz Island
- Baker Beach
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Henry Cowell Redwoods State Park
- Bolinas Beach
- Pier 39
- Six Flags Discovery Kingdom
- Palace of Fine Arts'`
- Davenport Beach
- Twin Lakes State Beach
- Pescadero State Beach




