Holiday houses in Redwood City

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Top-rated holiday rentals in Redwood City

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Top Guest favourite
A cozy living area features a comfortable gray sofa and a light-colored coffee table on a plush shag rug. A modern electric fireplace is situated against a bright wall, while a television is positioned near stylish cabinetry. Natural light enters through high windows.
Guesthouse in Mt. Carmel
4.97 out of 5 average rating, 268 reviews

Beautiful and Private Modern Cottage Close to Silicon Valley

Brew French press coffee in the kitchenette and drink it in the dappled light of a quiet backyard patio. It's charming and airy inside this modern cottage. A bright sleeping loft overlooks a cozy living room, where a sofa and shag rug are arranged in front of a fireplace. This stand-alone structure offers privacy and serenity. Its stylish decor boasts clean lines and a colorful vibe. For extra guests, the sofa pulls out to a queen-sized bed. This is 750 square feet of newly renovated, high-ceilinged and airy space, including a living area, spa-like bathroom, electric fireplace, kitchenette, eating area, outdoor patio and spacious sleeping loft that overlooks the area below. There is a queen-sized pull-out couch in the living room, in addition to the queen bed in the loft, which is upstairs and includes a dressing area. New furnishings throughout. Guests can access the cottage through a separate entrance on the property, behind the main house. There will be a host in the area or in the main house to help you should anything arise during your stay. My two children sometimes play in the yard or basketball in the drive. There's a sweet and gentle dog, Penny, who lives on the premises - she might say hello and then leave you alone. The cottage is in the Mt. Carmel neighborhood, a peaceful setting in the flatlands of Redwood City. There are tree-lined streets, flowers, and friendly neighbors—perfect for walking, running, and biking. It's a half mile to bustling downtown Redwood City, walking distance to the nearest Caltrain stop and five miles to Palo Alto and other Silicon Valley companies. Easy access to Hwy 101 and 280, Stanford, San Francisco, and much of the Silicon Valley peninsula. The Caltrain is a 1/2 mile walk (or a few minutes drive) which takes you to San Francisco in as little as 35 minutes and San Jose in 30. We are 2 Caltrain stops from Palo Alto, 5 from Mountain View. Walk, bike or drive to downtown Redwood City, just .6 miles away. 30 minute drive to the top of Skyline Drive to get away from it all for a run, hike or drive through the wooded hills overlooking the Valley and the Pacific Ocean. Access the entire Bay Area from this central location - use it as a home base for day trips to Napa Valley, Sonoma, Monterey and Carmel. Kitchenette has an electronic coffee maker, french press, small convection oven/microwave, two burners, tea pot, sink and a mini-fridge. There is a European style clothes washer/dryer combo unit for small loads -- clothes may need to be hung/aired for a short time on a drying rack (provided) to become fully dry.

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.
Guesthouse in Redwood City
4.93 out of 5 average rating, 355 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 bright living room features a light-colored sofa adorned with a mix of blue and cream pillows. A large art piece in soft colors hangs above a modern coffee table. A potted plant adds greenery, while natural light flows in through a window.
Home in Redwood City
4.91 out of 5 average rating, 173 reviews

🌞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.

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.
Guesthouse in Edgewood Park
4.99 out of 5 average rating, 118 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 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, 210 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 light and airy living area features a neutral-toned sofa adorned with patterned cushions. A wooden coffee table with magazines sits in front of the couch, while a modern dining area is visible in the background, showcasing stylish bar stools and large windows.
Guesthouse in Mt. Carmel
4.97 out of 5 average rating, 233 reviews

Mt Carmel Cottage Charmer-Bright, Stylish & Clean

Beautiful cottage constructed with its own entry, offering beauty, comfort and privacy for your travel needs. Great location for couples, solo & business travelers alike. Cottage well appointed with many travel needs. Expertly maintained and cleaned. Walking distance to Caltrain (.9 mile), bustling downtown Redwood City (.6 mi), boutiques, coffee, restaurants, parks, movies (1.1 mi) & 5 miles to Palo Alto. Easy access to San Francisco, San Jose and the Silicon Valley.

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, 296 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).

Superhost
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
4.8 out of 5 average rating, 183 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
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.
Guesthouse in San Carlos
4.99 out of 5 average rating, 131 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 welcoming studio space is captured from the entrance, featuring a spacious lounge area with a white sofa and a patterned chair. Natural light flows through large windows, illuminating the open kitchenette and a queen size bed in the background.
Apartment in Redwood City
4.97 out of 5 average rating, 120 reviews

Luxury Studio in the heart of Silicon Valley

Come and enjoy this brand new and newly furnished Studio nestled in the hills. This studio offers luxury and comfort for the most discerning corporate traveler or a perfect place to stay at when visiting the Bay Bay Area. This is a luxurious studio with private entrance. The studio is part of a beautiful house centrally located in Redwood City hills.

Superhost
A light-filled studio space showcases a wooden queen bed with a simple headboard, flanked by two windows. A comfortable chair is positioned near the wall, while storage solutions are available in the closet. The wood flooring and soft color palette contribute to a calm ambiance.
Guest suite in Mt. Carmel
4.83 out of 5 average rating, 162 reviews

Serene Studio with Private Entrance and Yard

Quiet and sunny studio with private entrance and yard located in the Mt Carmel neighborhood of Redwood City. Walking distance to Whole Foods, restaurants, and CalTrain. Private studio includes queen size bed, pull-out twin sofa, kitchenette, private bathroom detached, and an enormous yard with an herb garden and fruit trees.

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.
Guesthouse in Redwood City
4.95 out of 5 average rating, 172 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 holiday rentals

When is the best time to visit Redwood City?

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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 900 vacation rentals in Downtown Menlo Park, over 680 vacation rentals in North Fair Oaks, and over 1,400 vacation rentals in Downtown North.

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

    Yes! Work meets play with ease at over 880 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 serviced apartment rentals in Redwood City?

    Experience the best of Redwood City with our serviced apartment rentals, starting at about $220 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 450 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 320 vacation homes with pools in Redwood City, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly private suite rentals in Redwood City?

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

  • Do hotel rentals in Redwood City have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Redwood City. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Redwood City have wifi?

    Absolutely! We offer over 750 house rentals with wifi in Redwood City. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 10 condo rentals with a bbq area in Redwood City. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Redwood City have a gym?

    Absolutely! We offer over 10 hotel rentals with a gym 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 1,650 holiday rentals in Redwood City

  • Nightly prices starting at

    Redwood City holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 62,390 verified reviews to help you choose

  • Family-friendly holiday rentals

    600 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 450 rentals that welcome pets

  • Holiday rentals with a pool

    320 properties feature pools

  • Rentals with dedicated workspaces

    880 properties have a dedicated workspace

  • Wi-Fi availability

    1,620 of Redwood City holiday rentals include Wi-Fi 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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