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.

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Guest favourite
A spacious bedroom features large windows dressed with sheer white curtains, allowing natural light to fill the space. A comfortable bed is accompanied by two elegant chairs positioned beside a small table. The warm wooden flooring complements the calming atmosphere.
Home in San Carlos
4.95 out of 5 average rating, 132 reviews

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 )

Guest favourite
A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.
Home in Portola Valley
4.93 out of 5 average rating, 170 reviews

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.

Superhost
The exterior of the property features a single-story structure with a light gray façade and white trim. A welcoming porch is lined with potted plants, and large windows enhance natural light. A parked vehicle and shaded trees are visible in the surrounding area.
Home in East Palo Alto
4.85 out of 5 average rating, 155 reviews

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

Top guest favourite
Home in East Palo Alto
4.96 out of 5 average rating, 420 reviews

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

Guest favourite
A large window showcases a view of lush trees and a serene outdoor area. Natural light floods the space, enhancing the warm tones of the elegant decor, which includes a small decorative bicycle and a floral arrangement on a nearby table.
Home in Belmont
4.93 out of 5 average rating, 377 reviews

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

Guest favourite
The stylish entrance of the home is framed by a well-maintained garden featuring vibrant flowers and mature greenery. A welcoming porch, with a central front door flanked by sidelights, is complemented by a concrete walkway leading to the inviting entrance.
Home in East Palo Alto
4.91 out of 5 average rating, 124 reviews

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.

Top guest favourite
The guest house is presented with a charming Tudor-style exterior, featuring a pitched roof and decorative wooden beams. Large glass doors provide a view into the interior space, framed by a covered porch supported by sturdy beams. Lush landscaping and a vibrant red entry gate enhance the inviting ambiance.
Home in San Carlos
4.96 out of 5 average rating, 281 reviews

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).

Top guest favourite
A spacious bedroom features a wooden bed frame with a comfortable queen mattress and quality linens. A flat-screen TV is mounted on the wall, and a wooden dresser is positioned nearby. Soft lighting illuminates the room, highlighting the tasteful decor and calming color palette.
Home in Woodside Plaza
4.91 out of 5 average rating, 242 reviews

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.

Guest favourite
A spacious deck is showcased, featuring a vibrant red umbrella providing shade over a circular table. A hammock with colorful stripes is visible, gently swaying in the sunlight. Surrounding greenery creates a serene backdrop, enhancing the outdoor relaxation spaces.
Home in San Carlos
4.81 out of 5 average rating, 131 reviews

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).

Top guest favourite
A bright sleeping area features a gold bed frame with crisp white linens. An accent pillow adds a pop of color. A nightstand holds a small lamp, while a window displays greenery outside, enhancing the inviting and serene ambiance of the room.
Home in San Mateo
4.95 out of 5 average rating, 133 reviews

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

Superhost
A spacious mini studio is featured, showcasing a comfortable bed with a white bedspread. A desk and chair are positioned against the wall, accompanied by a microwave and a water boiler. The private bath area is visible in the background, and natural light brightens the room.
Home in Mountain View
4.9 out of 5 average rating, 368 reviews

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

Guest favourite
A spacious bedroom features a wooden sleigh bed with light bedding. A dark wood dresser is positioned beside the bed, complementing the room's neutral carpet and walls. Natural light enters through two windows, enhancing the room's calm atmosphere.
Home in Menlo Park
4.91 out of 5 average rating, 102 reviews

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

When is the best time to visit Woodside?

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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
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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!

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