House holiday rentals in Woodside

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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 $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,850 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!

Top-rated house rentals in Woodside

Guests agree: these houses are highly rated for location, cleanliness and more.

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Superhost
The exterior view of the two-story house showcases a stucco façade with a tiled roof and a balcony overhanging the entrance. The two-car garage features double doors, while tall trees and a manicured lawn frame the property, enhancing its curb appeal.
Home in West Menlo Park
4.88 out of 5 average rating, 246 reviews

West Menlo Park Luxurious Executive Home 4050sqft

Step into this beautiful marble and hardwood floor two story 4050 sqft 5bedroom 4 bath executive large house and immediately the open concept welcomes you. The living room features large beautiful fireplace that's the focal point of one wall. The room's wood floors flow in the dining and huge gourmet kitchen area where you can enjoy a sit-down meal at the nook table or a quick snack at the bar-height, center island. The updated kitchen boasts modern lighting fixtures & floor-to-ceiling cabinets.

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
4.92 out of 5 average rating, 174 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.

Guest favourite
A modern craftsman-style house is illuminated at night, featuring a prominent wooden front door framed by soft landscape lighting. Tall shrubs and carefully arranged path lighting guide the way to the entrance, accentuating the home's charming architectural details.
Home in Crescent Park
4.95 out of 5 average rating, 260 reviews

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.

Top guest favourite
A light-filled living room features a comfortable sofa, an inviting fireplace, and a wall-mounted flatscreen TV. A mix of seating options, including an armchair and a recliner, are arranged around a coffee table. Large windows provide views and natural light.
Home in Half Moon Bay
4.99 out of 5 average rating, 344 reviews

Stairway to Heaven - 1 bedroom

PLEASE NOTE- we live in a 3 story home and this unit is on the lower level of our home. Also available in a 2 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

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, 303 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, 255 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
4.8 out of 5 average rating, 140 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 vibrant sunset sky displays shades of purple and orange, casting a warm glow over the ocean waves below. Silhouetted trees frame the view, adding depth to the picturesque coastal landscape with distant mountains visible under the evening light.
Home in Montara
4.98 out of 5 average rating, 123 reviews

Extraordinary Ocean Views from Modern Abode

Tranquility awaits in our ocean view home. Enjoy beautiful ocean and mountain views from the living room, deck, kitchen and primary bedroom of this new, modern home. The beach is a brief 2-block walk away. Watch the surf and hear the soothing ocean waves from the deck and from the interior. Hardwood floors throughout the home are warm and inviting, enhanced by the maple quilted or birdseye veneer walls. A modern gas fireplace adds that extra touch of coziness.

Guest favourite
The enchanting exterior of a Spanish style home is highlighted by a textured yellow facade and red tiled roof. Arched doorways lead into the entrance, surrounded by vibrant greenery and blooming plants. A pathway made of patterned tiles guides towards the front door.
Home in San Carlos
4.81 out of 5 average rating, 187 reviews

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.

Top guest favourite
An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.
Home in Los Altos
4.94 out of 5 average rating, 430 reviews

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.

Top guest favourite
A charming exterior view of the home is highlighted, featuring a well-maintained lawn and manicured landscaping. Large windows allow natural light to enter the interior, and patio seating is arranged outside for relaxation. The peaceful setting is complemented by surrounding trees.
Home in Palo Alto
4.91 out of 5 average rating, 147 reviews

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!

Guest favourite
A living area is highlighted by a spacious sofa adorned with red and white cushions. A wooden coffee table sits in front, surrounded by a patterned area rug. A large wall-mounted television is positioned above a fireplace, with natural light flowing through the nearby window.
Home in Edgewood Park
4.91 out of 5 average rating, 100 reviews

Delightful Stay

The whole group will enjoy easy access to everything from this centrally located home. This home has been remodeled and has everything you need from washer/dryer needs to high speed internet with home office area. Located within walking distance to the vibrant downtown of Redwood City, this home will leave you delighted. Please note: the property sits near the train tracks, most guests don’t mind.

Popular amenities for house rentals in Woodside

When is the best time to visit Woodside?

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Avg. price$383 SGD$376 SGD$389 SGD$376 SGD$396 SGD$435 SGD$461 SGD$438 SGD$394 SGD$410 SGD$393 SGD$411 SGD
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