
Guesthouse vacation rentals in Redwood City
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Quick stats about guesthouse rentals in Redwood City

Total vacation rentals
Explore 110 vacation rentals in Redwood City

Nightly prices starting at
Redwood City vacation rentals start at $60 per night before taxes and fees

Verified guest reviews
Over 12,310 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
110 of Redwood City vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Redwood City rentals

4.9 Average rating
Redwood City stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated guesthouse rentals in Redwood City
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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.
LocationFamilyTV

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.
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Mt Carmel Cottage Charmer-Bright, Stylish & Clean
Beautifully well-appointed cottage with a private entrance, designed for comfort, style, and privacy—ideal for couples, solo travelers, and business stays. The space is meticulously maintained to provide a clean, relaxing, and comfortable experience. Located within walking distance to Caltrain (0.9 miles) and downtown Redwood City (0.6 miles), offering access to boutiques, cafes, restaurants, parks, and a movie theater. Seamless access to Palo Alto, San Francisco and the greater Silicon Valley.
ValueFamilyNearby

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.
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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.
FamilyValueAir conditioning

Charming Studio
Small private studio with queen bed with Tempur-pedic mattress. It features an extra-large storage drawer for essentials. portable closet, fully stocked kitchen, & bathroom, backyard, porch, free parking and high speed internet. The studio is ideal for business travelers. It's centrally located between SF and Silicon Valley. easy access to highways 280 and 101. Public transportion is within walking distance as well as downtown San Carlos and RWC. FYI: The yard is shared and three dogs.
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Fabulous Private Suite - Comfortable & Elegant
Entire Guest House - Bright, clean, comfortable, elegant and recently remodeled bathroom, private entrance and free parking in the heart of Silicon Valley. Great location: a 10-minute walk to Key Market (Grocery) and convenient stores; just a mile to Downtown Redwood City, Sequoia Plaza, Wholefoods, Restaurants, Movie Theaters, and Redwood City Cal Train Station for quick trips to San Francisco and other Peninsula cities. A 15-minute drive to Stanford and Hillsdale Shopping Malls…
LocationValueIndoor spaces

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.
FamilyLocationLong stay

Silicon Valley Oasis
Experience elegance and comfort in our spacious, 500 sq ft studio cottage, located in the heart of Silicon Valley. Newly built in a classic Craftsman style, it features wooden casement windows, a private garden with Adirondack chairs, and a fully-equipped kitchen with an Italian range. Enjoy a plush queen-sized bed, a cozy sectional for cinema-like experiences on a 65" TV with in-ceiling speakers, and lightning-fast Wi-Fi. Perfect for a luxurious and memorable stay.
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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.
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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.
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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).
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Popular amenities for Redwood City guesthouse rentals
Family-friendly guest house rentals

Cottage near downtown Palo Alto
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Sunny Redwood City Studio Private Entry
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Quaint Cottage Near Downtown Palo Alto
LocationValueAir conditioning

Privat studio in the heart of Silicon Valley
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Woodsy Silicon Valley Cottage
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Guest House in the Woods
ValueFamilyAccess

A Comfortable, Clean, & Private Guest House
FamilyValueSleep quality

Charming, modern, restorative, private studio
FamilyValueBathroom
Guest house rentals with a patio

Quiet wine country cottage sleeps 4 - Pet Friendly
LocationFamilyOutdoor spaces

Berkeley Bitty House - a little bit of home
FamilyValueNearby

Bungalow Guest House
LocationFamilyView

Detached Cozy Studio w/ private patio garden & BBQ
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Near Japantown & SJC ARPT, King Bed, Fast Internet
FamilyValueComfort

Coastal Cottage Guest House
LocationValueBiking

Palo Alto Cottage: Privacy, Comfort & Convenience
LocationValueHospitality

Private and serene studio with full kitchen
ValueLocationNearby
Guest house rentals with a washer and dryer

Charming Garden Cottage
LocationFamilyIndoor spaces

Guesthouse in Serene Neighborhood
FamilyLocationGetting around

Private Garden Cottage Belmont Hills*Pool*HotTub*
LocationValueBathroom

Private Cottage with Chef's Kitchen & Washer/Dryer
ValueFamilyParking

Fabulous Guesthouse next to Stanford w/ Kitchen
ValueFamilyOutdoor spaces

TheStudio in Willow Glen (San Jose) CA-95125
ValueLocationSolo travel

Secluded luxury cottage & hot tub
FamilyLocationView

1 Bedroom downtown - Great for Business & Family
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When is the best time to visit Redwood City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $141 | $150 | $139 | $143 | $150 | $166 | $145 | $150 | $142 | $134 | $138 | $133 |
| Avg. temp | 51°F | 53°F | 56°F | 58°F | 62°F | 66°F | 68°F | 68°F | 68°F | 64°F | 56°F | 51°F |
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- Stanford University
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- Golden Gate Bridge
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