Vacation rentals in Redwood City

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Top-rated vacation rentals in Redwood City

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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, 348 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 favorite
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 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, 783 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 favorite
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.
Guesthouse in Woodside
4.97 out of 5 average rating, 322 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 favorite
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, 201 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 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, 229 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, 285 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, 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 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, 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.

Guest favorite
The exterior of a recently renovated guest unit showcases a light grey wooden façade with white trim. A small porch area is visible, leading to the entrance. An air conditioning unit is mounted on the side wall, and a fenced area provides privacy.
Guesthouse in Redwood City
4.97 out of 5 average rating, 167 reviews

Redwood Casita

Cozy fully detached recently renovated 400 sq ft guest unit. Nested between the front house and the backyard deck. Full kitchen. Queen size bed. Close to restaurants, supermarkets, and public transportation (Caltrain, SamTrans). Short drive to Palo Alto and Stanford University (15 - 20 minutes depending on traffic).

Guest favorite
A comfortable living area is featured with a dark leather sectional sofa positioned beside large windows adorned with blinds. A light-colored coffee table is centered on a textured area rug, complemented by warm wooden flooring. Natural light creates a welcoming environment.
Apartment in San Carlos
4.91 out of 5 average rating, 109 reviews

Cozy San Carlos Gem | Bright & Spacious 2BR Flat

Quiet Laurel Street location just a short walk to downtown restaurants and cafes. Spacious interior with TV and wifi. King bed in the master bedroom and a full/twin bunk bed in the second bedroom. We also have an air mattress and portacrib. The unit has a brand new keurig, microwave, and countertop oven.

Guest favorite
Guesthouse 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 places to stay

When is the best time to visit Redwood City?

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Avg. priceﺩ.ﺇ555ﺩ.ﺇ547ﺩ.ﺇ610ﺩ.ﺇ591ﺩ.ﺇ628ﺩ.ﺇ661ﺩ.ﺇ621ﺩ.ﺇ632ﺩ.ﺇ602ﺩ.ﺇ573ﺩ.ﺇ573ﺩ.ﺇ540
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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 vacation rentals in Redwood City

  • Total vacation rentals

    Explore 1,670 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 60,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    620 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 470 rentals that welcome pets

  • Vacation rentals with a pool

    360 properties feature pools

  • Rentals with dedicated workspaces

    900 properties have a dedicated workspace

  • Wi-Fi availability

    1,640 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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