Holiday rentals in Redwood City

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Top-rated holiday rentals in Redwood City

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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, 347 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.

Guest favourite
A spacious bed is presented with elegant bedding against a soft beige wall. Natural light filters through a window adorned with horizontal blinds. An inviting entrance door is visible, along with a decorative wall art piece above the bed, adding a touch of style to the room.
Guest suite in Woodside Plaza
4.93 out of 5 average rating, 346 reviews

Beautiful Studio

Studio with a private entrance, your own private kitchen, dining area and all cooking utensils, fully equipped. TV 50” with roku, netflix, amazon prime through WiFi. The studio has its own separate heating unit and AC. Quality linen. Well insulated, wheelchair ok Code operated, lock door Minutes away from Stanford. We use eco-friendly cleaning products. Easy parking always available. Comfortable queen bed. Please note: we have 2 dachshunds very friendly with no access to the studio or entrance.

Top guest favourite
A spacious living area features a white sectional sofa adorned with decorative teal pillows. Light streams through large windows framed by sheer curtains, illuminating the wooden floors and highlighting the rich textures of the room. A simple coffee table is positioned in front of the sofa.
Home in Edgewood Park
4.98 out of 5 average rating, 46 reviews

Super Private Hidden Redwood City House and Garden

Enjoy your privacy at this well appointed hidden house located in a lush jungle like garden! This house was recently redesigned with Spanish tiles, vaulted ceilings and wood beams with ornate carvings. Located under a large Redwood trees and surrounded by greenery, this is a gem for anyone seeking privacy, since it is not visible from the street, and you must enter via a large wooden gate and walk down a driveway (a "Flag lot"). Walking distance to both San Carlos and Redwood City downtowns.

Top guest favourite
The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.
Guest house in San Carlos
4.99 out of 5 average rating, 780 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 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). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Top guest favourite
Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.
Guest house in Woodside
4.97 out of 5 average rating, 321 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

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, 200 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
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, 121 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.

Top guest favourite
An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.
Guest house in Portola Valley
4.94 out of 5 average rating, 213 reviews

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Top guest favourite
A white trellis adorned with vibrant flowers stands against a sunny garden backdrop. A mix of colorful blooms, including tulips and daisies, creates a lively display in a brick planter, inviting guests to enjoy the natural beauty of the surroundings.
Guest house in Atherton
5 out of 5 average rating, 222 reviews

Charming Studio Garden Cottage near Stanford

Come and relax in our light and airy studio cottage situated in a beautiful garden setting, the perfect get-away after a day of business meetings or visiting with family. We are close to major Silicon Valley destinations as well as Stanford Hospital, 45 minutes' drive from San Francisco, San Jose and the beach in Half Moon Bay — easy access to Highways 101 and 280. Our quiet neighborhood full of mature oak trees beckons you to take a walk.

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, 237 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!.

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, 159 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.

Guest favourite
Guest house in Mt. Carmel
4.94 out of 5 average rating, 562 reviews

Sunny Redwood City Studio Private Entry

* Automated, simple, quick self check in! * Located in a quaint and desirable neighborhood in Redwood City * 15 minutes from Stanford * 5 minutes to the 101 and 280 freeways * Easy walking distance to fun and lively downtown Redwood City/Train * No pets, no pets, no pets

Popular amenities for Redwood City holiday rentals

When is the best time to visit Redwood City?

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Avg. price$194 SGD$191 SGD$213 SGD$207 SGD$220 SGD$231 SGD$217 SGD$221 SGD$211 SGD$200 SGD$200 SGD$189 SGD
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Frequently Asked Questions

  • Where should I stay in Redwood City?

    Make yourself at home in Redwood City by choosing from our most frequently booked neighborhoods. We have over 910 vacation rentals in Downtown Menlo Park, over 690 vacation rentals in North Fair Oaks, and over 1,360 vacation rentals in Downtown North.

  • Are there vacation rentals with a dedicated workspace in Redwood City?

    Yes! Work meets play with ease at over 900 vacation rentals in Redwood City featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in private suite rentals in Redwood City?

    Experience the best of Redwood City with our private suite rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Redwood City?

    Four-legged friends are welcome in Redwood City. Choose from more than 470 vacation rentals for guests traveling with pets.

  • Are there Redwood City vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 360 vacation homes with pools in Redwood City, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly guesthouse rentals in Redwood City?

    Redwood City has more than 10 family-friendly guesthouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Redwood City have a bbq area?

    Absolutely! We offer over 100 house rentals with a bbq area in Redwood City. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Redwood City have wifi?

    Absolutely! We offer over 60 private suite rentals with wifi in Redwood City. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Redwood City have a gym?

    Absolutely! We offer over 70 house rentals with a gym in Redwood City. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Redwood City have air conditioning?

    Absolutely! We offer over 30 private suite rentals with air conditioning in Redwood City. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Redwood City

  • Total holiday rentals

    Explore 1,670 holiday rentals in Redwood City

  • Nightly prices starting at

    Redwood City holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 60,520 verified reviews to help you choose

  • Family-friendly holiday rentals

    620 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 470 rentals that welcome pets

  • Holiday rentals with a pool

    360 properties feature pools

  • Rentals with dedicated workspaces

    900 properties have a dedicated workspace

  • Wifi availability

    1,640 of Redwood City holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Redwood City rentals

  • 4.8 Average rating

    Redwood City stays are highly rated by guests – averaging 4.8 out of 5!

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