
House holiday rentals in Woodside
Find and book unique houses on Airbnb
Quick stats about house rentals in Woodside

Total holiday rentals
Explore 40 holiday rentals in Woodside

Nightly prices starting at
Woodside holiday rentals start at $101 SGD per night before taxes and fees

Verified guest reviews
Over 1,870 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
20 properties have a dedicated workspace

Wifi availability
40 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!
Top-rated house rentals in Woodside
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Poplar Beach Getaway: Family-Friendly, Near Beach!
Family-friendly, relaxed home in a quiet residential neighborhood - 1/2 block from the blufftops, a 10-minute stroll to lovely Poplar Beach, and 1/2 mile from scenic Main Street restaurants, shops, and cafes. 3 bedrooms with queen beds, two baths, a living area, a well-equipped kitchen, a spacious kid-friendly den, and a backyard with a new deck ensure you all have room to spread out and relax after a fun day at the beach or exploring the area. Short drive to San Francisco, Santa Cruz, San Jose.

Palo Alto Modern Retreat
This 3 bed, 3 bath Modern craftsman in the very heart of Silicon Valley is an easy 5 minute walk to the shops, restaurants and offices that dot University Avenue in downtown Palo Alto. Arriving and departing CalTrain's Palo Alto University Avenue station is easily done with a 10 minute walk. You really don't need a car but the driveway easily handles 3 cars. Rest assured, you'll sleep in quiet comfort. ----- Note: This house has a no parties or events policy. No outdoor noise after 9:30 PM.

Serene & Charming Home in Atherton border
Nestled in the border between Atherton & Redwood City CA, this exquisite property boasts privacy, tranquility, and natural beauty. With its serene surroundings, this house offers a truly idyllic retreat. The home offers a living room with large windows overseeing the front yard, a formal dining room with custom cork accent wall and French doors to the front porch. Three bedrooms, one ensuite and two serviced by a hall bath, complete the first floor, there is a recreation room above the garage.

Brand new luxury house near high tech companies
Luxury stay with a business lounge of your own. A great place for a team travelling together to share ideas around the counter or relax with the 100" fireplace and 70" TV/ROKU. 4 bedrooms and 2 bathrooms near FB, G and Stanford with top notch appliances and elegant modern design. One of the two units of a duplex. The other unit is an in-law suite with its own entrance and not included in this listing. We follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance.

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.

Charming 1930 Spanish Haven close to everything
Enjoy a stay in the charm of 1930 Spanish style home with all the modern conveniences and comfort of today. This home is both ideal for the family visiting the bay area as well as the professional trip to the bay area. Conveniently located steps away from original restaurants and about a mile from the train station or freeways. Guests have WiFi, a fully stocked kitchen, and based on season, fruit from 17 trees including apple, lemon, pear, orange and more.

Luxury Silicon Valley Wellness and Work Oasis
Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

New!! Silicon Valley Charming 3B2B House Fast wifi
Beautiful fully furnished home with magnificent bay views. Located in the heart of Silicon Valley -- 15-20 mins drive away from SFO. Beds and linens are new and very comfortable. Kitchen includes new stainless steel appliances. The house is walking distance to highly rated downtown restaurants and shops and to Caltrain station with service to San Francisco and Silicon Valley. It is perfect place for family visit, business trip and team retreat.

Tranquil private 2 BR home in Palo Alto/Stanford
This two bedroom home is perfect for an Executive or visiting Scholar. Convenient location to Stanford Hospital / University, Stanford Shopping Centre , Tesla, SAP, VM Ware. Palo Alto School District. You’ll love my place because of the location on 1/3rd of an acre, very private and quiet with beautifully manicured grounds. The home is fully furnished, all you need do is walk in with your suitcase!

Seaside Home Modern Retreat with Breathtaking
Discover coastal serenity in this modern 4BR, 3 bath retreat in Half Moon Bay's Miramar district. With clean interior, wood accents & an amazing 2nd-floor balcony, this home offers a serene escape. Enjoy the landscaped backyard, fully stocked kitchen & proximity to popular beaches and the Coastal Trail. Experience seaside charm in this unforgettable home
Popular amenities for house rentals in Woodside
House rentals with a pool

Large Home in Palo Alto, 5 bedrooms, Pool

Private Oasis with Pool and Fire Pit

Luxury 4-Suite Carbon-Neutral Home With Pool

Spacious 4BD Home, Downtown Mountain View + Pool

Silicon Valley Executive home in Santa Clara

Beautiful Large 4BR Home with POOL

Modern Rustic Home With Private Pool

Cozy 2BR w/ Patios, Prime Mountain View Location
Weekly house rentals

NEW! Luxury Modern 4BR In Heart of Silicon Valley

Fully Remodeled Home AC-WiFi-Stanford-Go0gle

5 min walk to Beach, Sleeps 11, perfect for family

Upscale Modern House Near Mountain View Downtown

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

Papillon ~ Renovated Home in Downtown San Carlos

Fabulous Beach Get Away - Brand New Beach House

Heart of Silicon Valley Studio/Cottage
Private house rentals

Hidden French Gem for Fam/Biz~near Caltrain,SFO

Cozy & Fully Equipped Studio

Corporate housing in great area

Oceanfront w/ Direct Beach Access + New Hot Tub

Luxury Ocean Front & Harbor View Home

12-Min From SFO, Tastefully Designed, Work Station

Lagoonfront Retreat: 3BR House Near SFO

Quiet 3BR Palo Alto Home | Near Stanford
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $408 SGD | $407 SGD | $364 SGD | $375 SGD | $361 SGD | $511 SGD | $457 SGD | $435 SGD | $391 SGD | $407 SGD | $390 SGD | $408 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 |
Destinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- Reno Holiday rentals
- Monterey Holiday rentals
- Fresno Holiday rentals
- Santa Cruz Holiday rentals
- Three Rivers Holiday rentals
- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Golden Gate Bridge
- Moscone Center
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- University of California San Francisco
- Six Flags Discovery Kingdom
- California’S Great America
- Oakland Arena
- Bernal Heights
- Palace of Fine Arts
- Seacliff State Beach
- Big Basin Redwoods State Park





