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

Total vacation rentals
Explore 40 vacation rentals in Woodside

Nightly prices starting at
Woodside vacation rentals start at G$16,703 GYD per night before taxes and fees

Verified guest reviews
Over 1,870 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Woodside vacation rentals include wi-fi 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.

Fully Remodeled Home AC-WiFi-Stanford-Go0gle
Enjoy a stylish experience at this centrally-located place! This light-filled, mid-century modern gem is tastefully remodeled with high-end Scandinavian furniture (BoConcept sofa, carpet, wall units) and European oak floor. **Mini split AC is installed in July 2023.** It has a spacious common area for families to relax, a full kitchen, 3 queen beds, 2 bathrooms and fast WiFi (>200 Mbps). Go0gle/Stanford is a 5~10min drive and local grocery/coffee shops (Peet's) are within walking distance.

Sunlit 2B1B house w/ Deck & Garden on Belmont hill
Escape to this peaceful retreat with new furniture, beautiful garden and nice views over Belmont hill! Luxury like your own home: - Leather sofa & Smart TV - Complete cookware and dining essentials - Big deck with a dining set - Large Private Backyard for relaxation Convenience: - Surrounded by various attractions - San Francisco and San Jose are both half-an-hour away - Easy access to Caltrain, US 101, I-280, and SR 92 - 15-minute drive from San Francisco International Airport

NEW! Luxury Modern 4BR In Heart of Silicon Valley
This modern renovated house is central to everything in Silicon Valley. Great place to stay for business trips, vacations & family gateway. This home features an open floor plan, a modern chef’s kitchen, and home movie theater in the living room w/ 5 beds in 4 bedrooms. **Prime Location Downtown Palo Alto - 10 min Stanford University/Hospital - 15 min Santa Clara Conventional Center - 16 min Levi's Stadium - 20 min SJC Airport - 20 min SAP Center at SJ - 25 min SFO Airport - 25 min

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).

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.

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.

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.
Popular amenities for Woodside house rentals
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

Your spacious home in Silicon Valley (2bd/2ba)
Weekly house rentals

The Chandelier Studio

2 bedroom house with hot tub

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

Fabulous Beach Get Away - Brand New Beach House

Serene Oasis in the midst of Silicon Valley

Corporate housing in great area

Quaint 2BR house; downtown Palo Alto + Stanford

Entire Private Coastal Retreat - Spectacular Ocean
Private house rentals

Cozy & Fully Equipped Studio

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Oceanfront w/ Direct Beach Access + New Hot Tub

Heart of Silicon Valley Studio/Cottage

New Fashionable & Cozy Home | Downtown Mt View

Palo Alto Los Robles Spacious + Comfy~4 bdr/2.5 ba

Redwood Forest A-Frame Retreat in the Bay Area

Amazing 4 BR smart home close to Stanford
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,228 GYD | G$67,019 GYD | G$59,920 GYD | G$61,799 GYD | G$59,503 GYD | G$84,139 GYD | G$75,370 GYD | G$71,612 GYD | G$64,514 GYD | G$67,019 GYD | G$64,305 GYD | G$67,228 GYD |
| 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 Vacation rentals
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- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- University of California San Francisco
- Six Flags Discovery Kingdom
- California’S Great America
- Bernal Heights
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
- Rodeo Beach





