Guesthouse vacation rentals in Redwood City

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Top-rated guesthouse rentals in Redwood City

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Guest favorite

Guesthouse in Redwood City

4.99 out of 5 average rating, 103 reviews

Private Cottage near Redwood City and San Carlos Downtowns

Soak away cares in the hot tub in a garden of lush fruit trees. This bright hideaway is also fully equipped for both work and play, thanks to its super high speed Gig+ Wi-Fi, 48" 4K TV with Chromecast, YouTubeTV (where you can get lots of the typical and commonly watched channels), and Apple TV (through which you can access your favorite streaming apps, Netflix, and more) Luxury touches include the kitchen's granite tops. This is a two level cottage, with beautiful bedroom upstairs. The downstairs living area includes full kitchen, bathroom, entertainment and work area. The kitchen with spacious and bright view of the garden is beautifully appointed with granite countertops, gas stove, microwave, and full size refrigerator and dishwasher. If you like to cook, you'll enjoy the fully stocked housewares and high end kitchen appliances. New washer and dryer are located in structure behind cottage to maximize your living space inside the cottage. Beautiful bathroom with granite decor, vaulted ceiling and skylight. The private cottage is all yours. You have direct private 24/7 access to the cottage through the driveway gate. The back yard garden, patio, fire pit and jacuzzi are shared. I enjoy meeting and talking to my guests, providing advice and recommendations (if requested) about local highlights and places to explore in the nearby nature (parks, hiking trails, great beach locations). I enjoy back yard BBQs with guests, friends and neighbors. This lovely cottage is walking distance from the nightlife, restaurants, and bars of both downtown Redwood City and downtown San Carlos. There's a beautiful park at the end of the block. Plus, it's a convenient commute for Silicon Valley. Street parking is easy in this residential neighborhood. 15 minute walk to the Redwood City Caltrain station. Due to the great location close to downtown and Caltrain, you WILL hear trains passing through and some vehicle traffic from the main road nearby. For your safety and security, external security cameras cover all external access points to the cottage, automatically recording any motion activity day or night, providing live remote monitoring and alerts. This cottage is a fantastic location for visitors and family looking for AirBnB lodging near Stanford University and other schools, colleges and universities on the SF Peninsula and Silicon Valley! This cottage is ideal for corporate relocation or business travelers seeking short term housing or longer term housing with fast access to major tech companies and other premier nearby businesses and service providers including the Social Network Face book, Oracle, LinkedIn, Box, Stanford Medical Center, Wealthfront, Electronic Arts, Shazam, Evernote, Shutterfly, NeXT, Informatica, Qik, Silver Spring Networks, YuMe, Yodlee, LiveOps, Zazzle, Kahuna, Shopkick, Vindicia and Yummly. Guests have included business travelers working for the Face book, HP, Gilead, C3IoT, Yewno, Search giant G, and more.

Feb 25 – Mar 4

G$46,980 GYD per night

Guest favorite

Guesthouse in Redwood City

4.93 out of 5 average rating, 296 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.

Jan 26 – Feb 2

G$22,677 GYD per night

Guest favorite

Guesthouse in San Carlos

4.99 out of 5 average rating, 588 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.

Jul 11 – 18

G$32,012 GYD per night

Guest favorite

Guesthouse in Belmont

4.97 out of 5 average rating, 363 reviews

A Comfortable & Private Guest House

Attn: Promo Rate for Health Care Workers & First Responders on stays of ONE week, or more. Please alert us, so that we can offer you a promo rate. In light of these uncertain times, rest assured that we are doing everything to ensure the safety of our guests. Beautiful, Secluded, Safe, Fully Stocked, Comfortable, Newly Renovated, & Close to Public Transportation. In the heart of Silicon Valley with its own private entrance. It's 30 mins. N of San Jose, and 30 mins. S of San Francisco.

Jan 31 – Feb 7

G$22,873 GYD per night

Guest favorite

Guesthouse in Menlo Park

4.95 out of 5 average rating, 158 reviews

Charming, modern, restorative, private studio

Quiet, modern, restorative studio with private entrance and private garden. Mature trees and three skylights makes it feel like you're staying in a tree house. Fiber optics and luxe amenities keep it 21st century. Centrally located to all locations, 20 minutes to SF and SJ Airports, only 30 minutes to Oakland. A quick bike ride to FB, Stanford, and all places high tech. Sip coffee as you work from your laptop in your private garden, then walk to some of the best taquerias in the Bay Area.

Sep 7 – 14

G$25,220 GYD per night

Guest favorite

Guesthouse in Redwood City

4.94 out of 5 average rating, 114 reviews

Elegant & Convenient RWC Studio

Welcome to an elegant studio with full amenities including a completely stocked kitchen, washer/dryer, off-street parking AND is conveniently located to everything!! Situated in N. Silicon Valley: 5 min to HWY 101; 30 min to 3 major airports (SFO/OAK/SJC) & 30min to San Francisco (26 mi), or skip traffic & walk 10 min to catch Cal train. This place is perfect for couples, solo adventurers, business travelers, and small families with young kids.

Feb 11 – 18

G$30,590 GYD per night

Guest favorite

Guesthouse in Hillsborough

4.95 out of 5 average rating, 810 reviews

Little Cottage on the Hill

Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Due to the coronavirus, we are taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.

Sep 26 – Oct 3

G$27,662 GYD per night

Guest favorite

Guesthouse in Redwood City

4.88 out of 5 average rating, 156 reviews

Modern Studio Cottage with Private Entrance

Beautiful modern 200 sq. ft. studio / cottage behind main house, with kitchenette, appliances, bathroom, and private entrance. Delicious fruit trees surround the property and are free for the picking! 20 miles to San Jose and 30 miles to San Francisco downtown areas. 4 miles from Stanford University. Great for couples, business travelers, and solo adventurers!

Feb 12 – 19

G$26,207 GYD per night

Guest favorite

Guesthouse in Redwood City

4.97 out of 5 average rating, 121 reviews

Redwood Cottage

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).

Aug 6 – 13

G$26,539 GYD per night

Guest favorite

Guesthouse in Redwood City

4.94 out of 5 average rating, 173 reviews

Detached Guest House With Views

You'll love this bright studio nestled in the Peninsula hills! It's a very serene spot with beautiful bay and mountain views and a deck. Location is conveniently located close to Silicon Valley and only 25 miles from San Francisco. New bathroom with tile floor, vanity, and new carpet throughout.

Oct 9 – 16

G$29,528 GYD per night

Guest favorite

Guesthouse in Redwood City

4.95 out of 5 average rating, 504 reviews

Stylish Separate Loft/Cottage Walk to Redwood City

* 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

Aug 5 – 12

G$31,404 GYD per night

Guest favorite

Guesthouse in Redwood City

4.88 out of 5 average rating, 538 reviews

Charming cottage, walk to Caltrain

Cottage is next to a park, beautifully furnished, carpeted throughout, large, light-filled bedroom with queen bed, smaller bedroom with single trundle bed, an easy walk to downtown RWC and Caltrain. Quiet, tree-lined neighborhhood. Two single air mattresses available.

Apr 4 – 11

G$31,207 GYD per night