Vacation rentals in Redwood City

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Top-rated vacation rentals in Redwood City

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Top guest favorite
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 favorite
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, 359 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 favorite
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 favorite
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, 808 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 favorite
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, 104 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.

Top guest favorite
The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.
Cottage in San Carlos
4.98 out of 5 average rating, 252 reviews

Carmelita Creek House

The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

Top guest favorite
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 favorite
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, 302 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 favorite
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 favorite
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.
Guesthouse in Atherton
5 out of 5 average rating, 232 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.

Guest favorite
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.

Superhost
A Spanish-style guesthouse is framed by lush greenery and flowering trees. A stone pathway leads to the arched wooden door, flanked by dark window shutters. Vibrantly landscaped flower beds accentuate the charming facade, with well-maintained grass providing a welcoming atmosphere.
Guesthouse in Mt. Carmel
4.87 out of 5 average rating, 137 reviews

Entire Guesthouse with Private Entrance

Experience calm in this bright, private entire guesthouse perched in Redwood City with awe-inspiring trees. Take a stroll for fruit shopping, indulge in a lazy brunch, neighborhood dining, weekly events. This Spanish-styled suit offers a full kitchen and private patio for meals and is perfect for the single traveler or cozy couple.

Popular amenities for Redwood City places to stay

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 vacation rentals in Redwood City

  • Total vacation rentals

    Explore 1,700 vacation rentals in Redwood City

  • Nightly prices starting at

    Redwood City vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 62,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    580 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 440 rentals that welcome pets

  • Vacation 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 vacation 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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