Family-friendly holiday rentals in Redwood City

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Top-rated family-friendly rentals in Redwood City

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A charming cottage entrance is framed by natural wood shingles and surrounded by lush greenery. A small porch is adorned with a wicker chair and colorful cushion, inviting guests to enjoy the serene outdoor space. Sunlight filters through the trees, illuminating the pathway.
Guest house in Redwood City
4.93 out of 5 average rating, 352 reviews

Soak up the Serenity on the Patio of a Charming Cottage

Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

Top guest favourite
A modern kitchen is highlighted by a spacious granite countertop island with four wooden stools. Natural light pours in through a large window overlooking the garden, illuminating stainless steel appliances and cabinetry. Plants add a touch of greenery to the inviting space.
Guest house in Edgewood Park
4.99 out of 5 average rating, 115 reviews

Private Cottage near Redwood City and San Carlos Downtowns

Quiet, private two-level garden cottage ideal for business travelers and visiting family. Gig+ high-speed Wi-Fi, workspace, central AC & heat, king-size bed, private entry (24/7), 50” 4K TV, fully equipped kitchen with granite countertops, and guest-exclusive washer and dryer. Bedroom, living area, kitchen, bathroom, and dining / work space. Shared garden with BBQ, teak table and hot tub. Walkable to transit, downtown areas, and a popular breakfast café. Some train and light traffic noise.

Top guest favourite
A small, Mediterranean-style guesthouse is depicted, featuring a charming doorway with a glass panel. To the side, a cozy seating area with a wicker chair and cushion is visible. An affectionate dog sits on the ground, surrounded by potted plants, adding a welcoming touch.
Guest house in Palo Alto
4.93 out of 5 average rating, 115 reviews

Peaceful & Safe Garden Guesthouse in Midtown PA

Recently painted, our quiet, safe, very clean and quaint Mediterranean style guesthouse, is located in a landscaped yard underneath a Redwood tree, and is suitable for only 1 guest. You can conveniently walk to Midtown neighborhood cafés, great eateries and markets. Quickly access the Stanford campus, Silicon Valley companies, San Antonio Shopping areas, and California Ave Caltrain Station by car. You're welcome to enjoy our backyard, nap in the hammock or work on the patio with WiFi access.

Top guest favourite
A welcoming entrance to the studio is framed by wooden fencing and highlighted by a sign that reads 'Park Studio.' Large terracotta pots with blooming flowers and lush greenery add a touch of nature, creating an inviting atmosphere.
Guest house in Menlo Park
4.94 out of 5 average rating, 240 reviews

Charming, modern, restorative, private studio

Quiet, modern, restorative studio with private entrance and private garden. Mature trees and three skylights makes it feel like you're staying in a tree house. Fiber optics and luxe amenities keep it 21st century. Centrally located to all locations, 20 minutes to SF and SJ Airports, only 30 minutes to Oakland. A quick bike ride to FB, Stanford, and all places high tech. Sip coffee as you work from your laptop in your private garden, then walk to some of the best taquerias in the Bay Area.

Guest favourite
A well-appointed bedroom features a spacious bed with decorative pillows, flanked by bedside tables and lamps. French doors open to a peaceful backyard with views of greenery. A study table and a cozy rug add to the inviting atmosphere.
Guest suite in Emerald Hills
4.93 out of 5 average rating, 206 reviews

Elegant retreat in Redwood City

NOW with new AC & Heating! Gorgeous one bedroom apartment with en-suite bathroom, a spacious walk-in closet, ample light, and stunning views. Private fully equipped kitchen and sitting area allow for very comfortable living. Bedroom and sitting area/kitchen are separated by a door to allow for 2 separate work spaces. Washer/dryer and many other amenities available. This is part of a ~4000 sq ft luxury single family home with a completely separate and private entrance.

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, 291 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
An inviting outdoor patio is displayed, featuring a round table surrounded by six cushioned chairs. A vibrant red front door complements the neutral siding of the cottage, while lush greenery and colorful plants frame the entrance, enhancing the welcoming atmosphere.
Guest house in San Carlos
4.99 out of 5 average rating, 162 reviews

Silicon Valley Oasis

Experience elegance and comfort in our spacious, 500 sq ft studio cottage, located in the heart of Silicon Valley. Newly built in a classic Craftsman style, it features wooden casement windows, a private garden with Adirondack chairs, and a fully-equipped kitchen with an Italian range. Enjoy a plush queen-sized bed, a cozy sectional for cinema-like experiences on a 65" TV with in-ceiling speakers, and lightning-fast Wi-Fi. Perfect for a luxurious and memorable stay.

Top guest favourite
A spacious deck features two wooden directors' chairs positioned around a small circular table. Lush greenery lines the perimeter, creating a natural backdrop. A sunshade is partially visible, offering protection from the sunlight.
Guest house in San Carlos
4.99 out of 5 average rating, 124 reviews

Delightful Hideaway in San Carlos

Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

Guest favourite
A modern kitchen features dark cabinetry complemented by a striking granite countertop. Stainless steel appliances, including a refrigerator, microwave, and dishwasher, are visible. Ample storage is provided by cabinets and shelves, with natural light filtering through a nearby window.
Guest house in Redwood City
4.95 out of 5 average rating, 128 reviews

Elegant & Convenient RWC Studio

Welcome to an elegant studio with full amenities including a completely stocked kitchen, washer/dryer, off-street parking AND is conveniently located to everything!! Situated in N. Silicon Valley: 5 min to HWY 101; 30 min to 3 major airports (SFO/OAK/SJC) & 30min to San Francisco (26 mi), or skip traffic & walk 10 min to catch Cal train. This place is perfect for couples, solo adventurers, business travelers, and small families with young kids.

Superhost
A bright bedroom features a spacious bed with a white comforter and decorative throw. Natural light floods the area through a skylight above, while a stylish wall hanging adds visual interest. A dresser and open closet provide ample storage, contributing to a clean and functional design.
Guest house in Redwood City
4.86 out of 5 average rating, 241 reviews

Modern Studio Cottage with Private Entrance

Beautiful modern 200 sq. ft. studio / cottage behind main house, with kitchenette, appliances, bathroom, and private entrance. Delicious fruit trees surround the property and are free for the picking! 20 miles to San Jose and 30 miles to San Francisco downtown areas. 4 miles from Stanford University. Great for couples, business travelers, and solo adventurers!.

Superhost
A bright studio space features a floral loveseat and a small dining table with two chairs. The kitchen, equipped with a refrigerator and stove, includes various appliances. A large clock adorns the wall next to the entrance, complementing the artwork depicting the Golden Gate Bridge.
Guest house in Redwood City
4.85 out of 5 average rating, 195 reviews

Privat studio in the heart of Silicon Valley

A stunning 300 sqft private and comfortable studio in a quiet neighborhood close to Stanford and major tech companies in the heart of Silicon Valley. It offers a queen size bed, loveseat, fully stocked kitchen & bathroom. Free cable TV & high-speed internet (cable/WiFi) is included. Contact me for special offers for monthly stays during the COVID crisis.

Guest favourite
A spacious bed is positioned in the foreground, adorned with decorative pillows. A soft throw is draped across the bed. The bathroom is visible through an open door, featuring a shower and light tiles. A closet with hangers is also accessible, alongside a small kitchenette.
Guest house in Redwood City
4.95 out of 5 average rating, 163 reviews

Beautiful private guest studio

Clean, new construction guest studio with private entrance centrally located in a residential neighborhood near downtown Redwood City. Queen bed with full bathroom, A/C, and fridge/coffee/microwave. Small desk next to bed great for remote work or studies. Easy self check-in with smart lock and easy parking.

Popular amenities for Redwood City family-friendly rentals

When is the best time to visit Redwood City?

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Avg. price$338 SGD$324 SGD$355 SGD$344 SGD$344 SGD$420 SGD$417 SGD$373 SGD$351 SGD$333 SGD$324 SGD$332 SGD
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Quick stats about holiday rentals that are family-friendly in Redwood City

  • Total holiday rentals

    Explore 600 holiday rentals in Redwood City

  • Nightly prices starting at

    Redwood City holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 17,760 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    590 of Redwood City holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Redwood City rentals

  • 4.7 Average rating

    Redwood City stays receive an average rating of 4.7 out of 5 from guests

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