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, 271 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 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, 120 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
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.
Guesthouse in San Carlos
4.99 out of 5 average rating, 811 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.

Guest favourite
A charming outdoor space features a decorative stone fountain with three tiers, surrounded by lush greenery and colorful flower beds. The mansion's stucco facade and tile roof are visible in the background, complemented by a well-maintained pathway leading to the entrance.
Guest suite in Atherton
4.98 out of 5 average rating, 105 reviews

ADU studio unit in a 2/3 acre Spanish mansion

Kick back and relax in this calm, stylish beautiful mansion. An independent front ADU studio in a brand new modern Spanish style mansion in a 2/3 acre lot in Atherton with completely separate entrance and huge front yard with oak trees and fountain. Only 0.5 mile to 101 freeway and 1 mile to train station, near many high tech companies. A stylish welcoming king bed full Kitchenette large fridge large stove oven range microwave and in the unit washer dryer. Central AC and heat, internet & TV.

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, 215 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, 234 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, 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.

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, 133 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
A welcoming living area features a red sofa adorned with patterned pillows, accompanied by a brown armchair. A dark coffee table sits in front of the seating, while a small desk is positioned nearby. Light fills the space through large windows covered with white blinds.
Apartment in San Carlos
4.98 out of 5 average rating, 136 reviews

Beauty in San Carlos! 1 large bedroom apartment

Newly beautifully remodeled large corner unit with quaint views, this one bedroom apartment is in an Excellent location, walking distance to downtown San Carlos, to fine restaurants, parks, library, coffee, shopping, 30 minutes from San Francisco and San Jose and just minutes from Palo Alto Stanford and Menlo Park, Redwood City and San Mateo Assigned gated parking space, laundry room in the building: http://www.tourfactory.com/idxr1906024

Guest favourite
The modern complex is illuminated under the evening sky, showcasing a resort-style pool surrounded by lounge chairs and umbrellas. A vibrant rooftop area is visible, adorned with greenery and outdoor seating, while soft lights accentuate the building's contemporary architecture.
Apartment in Menlo Park
4.95 out of 5 average rating, 234 reviews

Spacious & Luxurious 1 BR w/Pool & Free Parking

Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

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, 99 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 Redwood City holiday rentals

When is the best time to visit Redwood City?

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Frequently Asked Questions

  • What are the best places to stay in Redwood City?

    Vacation rentals in Redwood City’s downtown or nearby neighborhoods provide easy access to local restaurants, galleries, and parks. Many options feature amenities for families, groups, or pet owners.

  • What are the best things to do in Redwood City with kids?

    Explore playgrounds at Red Morton Park or discover interactive exhibits at the San Mateo County History Museum. Many families enjoy community events, movie nights, and locally organized festivals.

  • What are some of the best things to do in Redwood City?

    Tour the San Mateo County History Museum, spend time in Red Morton Park, and explore public art installations downtown. Seasonal community festivals add lively touches throughout the year.

  • How is the weather in Redwood City?

    Redwood City experiences mild winters around 42–59°F (6–15°C) and warm, dry summers near 58–77°F (15–25°C). Rain is rare from June through September, so layers and sun protection are helpful for outdoor activities.

  • When is the best time to visit Redwood City?

    Late spring through early fall is often recommended for comfortable temperatures between 56–77°F (13–25°C) and minimal rainfall. Outdoor festivals and community gatherings are common during these seasons.

  • What are the best places to visit in Redwood City?

    The San Mateo County History Museum and local parks like Red Morton Park are frequently suggested. Downtown Redwood City has art, dining, and historic architecture to explore.

  • What are some hiking trails in Redwood City?

    Edgewood Park and Natural Preserve features scenic trails through oak woodlands and grasslands. Pulgas Ridge Preserve is also mentioned for dog friendly hikes and panoramic viewpoints.

  • What are some family activities we can do in Redwood City?

    Families can explore playgrounds, join library storytimes, or visit the San Mateo County History Museum. Seasonal festivals and outdoor movie nights are frequently mentioned as welcoming options.

  • What are some of the best day trip ideas from Redwood City?

    Locals often suggest exploring coastal beaches, hiking preserves in the hills, or discovering museums and gardens in nearby towns around the Peninsula. Nature parks just outside Redwood City provide hiking and wildlife viewing.

  • Are there any pet friendly accommodations available in Redwood City?

    Many vacation rentals in Redwood City welcome pets, especially in neighborhoods with access to outdoor spaces and walking trails. Look for listings that mention pet friendly amenities or fenced yards.

  • What are some local tips for visiting Redwood City?

    Explore downtown’s historic blocks on foot, and take advantage of frequent public events. Locals often suggest visiting parks early for quieter walks and checking community calendars for ongoing festivals.

  • What is Redwood City known for?

    Redwood City is known for its lively downtown, historic courthouse, and community events. The city has a tradition of hosting outdoor concerts, festivals, and cultural celebrations throughout the year.

  • What are the best hidden gems to explore in Redwood City?

    Locals often mention the Pulgas Water Temple, art murals tucked throughout downtown, and scenic spots in Edgewood Park. Small neighborhood cafes and bookstores also draw those seeking quieter moments.

  • What are the best foods to try in Redwood City?

    Redwood City has diverse cuisine, with locally rooted Mexican, Italian, and Southeast Asian flavors often recommended. Farmers markets provide fresh produce, pastries, and regional specialties.

  • What should I bring for a trip to Redwood City?

    Pack light layers, as Redwood City’s weather is generally mild but can shift between cool mornings and warmer afternoons. Comfortable shoes are often suggested for exploring parks, downtown areas, and nearby trails.

  • What is the nightlife in Redwood City like?

    Redwood City has a lively downtown area with bars, lounges, and entertainment venues featuring live music and performances. Locals often gather in public spaces for seasonal events or outdoor concerts.

  • What are the most popular events or festivals in Redwood City?

    Redwood City has summer outdoor concerts, a Fourth of July parade, and frequent downtown cultural celebrations. Community arts nights and seasonal markets are often suggested by locals for their lively atmosphere.

  • Are there family friendly vacation rentals in Redwood City?

    Redwood City has a selection of family friendly vacation rentals, often including homes with extra bedrooms, living spaces, and amenities suitable for children. Many neighborhoods feature parks and playgrounds nearby.

Quick stats about holiday rentals in Redwood City

  • Total holiday rentals

    Explore 1,700 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 62,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 440 rentals that welcome pets

  • Holiday rentals with a pool

    300 properties feature pools

  • Rentals with dedicated workspaces

    900 properties have a dedicated workspace

  • Wi-Fi availability

    1,670 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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