
House holiday rentals in Woodside
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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 )

🌞Sunny house with♨️hot tub near🌲Stanford
- Sunny, private backyard with an outdoor table and a hot tub - Easy self check-in and check-out - Dedicated off street parking on the driveway and in the garage - Walking distance to Selby's, a Michelin star restaurant - Fast wifi and desks in each bedroom - Modern, professionally designed interior with central heat and air conditioning - 8 min drive to Stanford University - Easy access to HW 101, El Camino and within mins to Menlo Park and Downtown Redwood City, Caltrain, Costco, Whole Foods.

Well Maintained, Super Clean 1B/1B guest house
** A construction is under way on the opposite side of the lot. There might be daytime noise. ** ** This listing is for the JADU on the left hand side to the main house and does not share walls with the other unit. ** Welcome to our newly converted 1B/1B JADU. All furniture was purchased after construction. We strive to keep our space simple, clean and well maintained and try our best to provide our guests a comfortable space to rest and rejuvenate. The space is best for 1 to 2 people.

Newly rebuilt ultra clean designer home
Newly renovated ultra clean designer home in duplex minutes from Apple campus. Highly walkable, the entire home has been recently rebuilt from the studs with new top of the line designer furnishings, kitchen essentials, appliances, and toiletries. **www.accesscupertino.com** for 3d tour of interior and videos. Disney+, Hulu, Cable TV, and Nespresso coffee included during stay with ultra-fast internet up to 500mbps. 5 min to Whole Foods 12 min to Apple Park 20 min to Stanford

Walk to the Beach from this Ocean Front Home
Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.

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

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.

A private beachy pad in Montara
Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.

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

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.

Sea Wolf Bungalow
If you're looking for the most spectacular views on the San Mateo Coast, come to Sea Wolf Bungalow. Located just 20 minutes southwest of San Francisco and 7 miles north of Half Moon Bay, this historic cabin sits on its on own point with sweeping views of the Pacific. Enjoy whale watching, the beach, surfing, fishing, golf, hiking and the fabulous dining of the coastal area.
Popular amenities for Woodside house rentals
House rentals with a pool

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto, close to Levi's Stadium

Little Poolside House near Downtown Mountain View!

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

Luxury 4-Suite Carbon-Neutral Home With Pool

Private Oasis with Pool and Fire Pit

3 BR Home on Vineyard nr Palo Alto & Stanford

Spacious 4BR house | Beautiful Yard + Pool | A/C
Weekly house rentals

Serene & Charming Home in Atherton border

Super Private Hidden Redwood City House and Garden

Redwood Treehouse Retreat

12-Min From SFO, Tastefully Designed, Work Station

Stafford Place

Papillon ~ Renovated Home in Downtown San Carlos

Respite in the Hills! 2 bedrooms & a livingroom!

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

Beautiful Home near Stanford w/ Private Garden

Chique 2-bedroom home near Stanford Hospitals

Peaceful Bayview 4BR · Single-Level · 1Gbps WiFi

Stanford Campus Walk

Serene & Peaceful Getaway in Redwood City

Peaceful Menlo Park House: Two bedrooms + Sunroom

Peaceful Redwood Retreat by the Coast

20 Mins to Stanford - Modern Hidden Hideaway
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $496 NZD | $488 NZD | $504 NZD | $488 NZD | $513 NZD | $564 NZD | $597 NZD | $567 NZD | $511 NZD | $531 NZD | $509 NZD | $532 NZD |
| 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 $116 NZD per night before taxes and fees

Verified guest reviews
Over 1,820 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Woodside holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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- Rentals with a patio Woodside
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- Rentals with pools Woodside
- Rentals with a washing machine and dryer Woodside
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Levi's Stadium
- Rio Del Mar Beach
- Seacliff State Beach
- SAP Center
- Twin Peaks
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Montara Beach
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- Winchester Mystery House
- California’S Great America




