
Guesthouse holiday rentals in Silicon Valley
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Silicon Valley
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Stylish, Light-filled Cottage
Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

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.

Near Japantown & SJC ARPT, King Bed, Fast Internet
Our detached guesthouse is centrally located in DTSJ near Japantown, features a king-sized, ultra-comfortable bed and cold mini split A/C system in the bedroom that guarantees a restful night's sleep. A fully equipped kitchen for chefs and for those who need to work during their stay, an automatic ergonomic sit-stand desk. The outdoor oasis includes a huge 65 inch Smart TV, ambient lighting, outdoor ceiling fan, propane fire pit, and dining and lounging area. Street parking is free and ample.

Peaceful & Safe Garden Guesthouse in Midtown PA
Recently painted, our quiet, safe, very clean and quaint Mediterranean style guesthouse, is located in a landscaped yard underneath a Redwood tree, and is suitable for only 1 guest. You can conveniently walk to Midtown neighborhood cafés, great eateries and markets. Quickly access the Stanford campus, Silicon Valley companies, San Antonio Shopping areas, and California Ave Caltrain Station by car. You're welcome to enjoy our backyard, nap in the hammock or work on the patio with WiFi access.

Charming Peaceful New Studio in Mtn View
Our guest(s) can enter thru a well landscape garden to the studio's private entrance. Once inside, you can relax and enjoy a newly remodeled studio with a kitchenette, a washer/dryer combo unit, one queen size bed plus a spacious full bathroom. The studio also has a work friendly chair/desk, which can double as dining table, and two comfortable accent sofas for reading, chatting, etc. Pls check our other Airbnb unit < https://www.airbnb.com/rooms/7699331> if this studio is not available.

TheStudio in Willow Glen (San Jose) CA-95125
Vacationers, Extended Family, Work Travelers with Fast Internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd Full Size bed set-up fee - separate bill for 3rd person. Fully stocked gourmet kitchen, full-size appliances; small ones too! Full bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

Santa Clara Guest House w/King Bed and Parking
Newly updated guest house centrally located in the Silicon Valley. Easy access to everything! Close to San Jose Int. Airport, Downtown San Jose, Santa Row, Valley Fair Shopping Center, and more! This stylish guest house will meet all your needs. Fully equipped kitchen with refrigerator, oven/stove, Keurig coffee pot, and dish essentials. Large bedroom with comfortable King bed, en-suite bathroom, laundry, and lots of closet space. Beautiful yard and private drive-way parking included!

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.

Stylish standalone guesthouse near Santana Rowing
Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with twin trundle underneath to sleep up to 3 people. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

Woodsy Silicon Valley Cottage
Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Private Abodu Guesthouse in Downtown San Jose
Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

Quiet guesthouse near SJ airport with EV charger
Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.
Popular amenities for Silicon Valley guesthouses
Family-Friendly guesthouses

Cozy bedroom in the heart of Silicon Valley

Charming Cozy Cottage in Eco-Garden Oasis

Bicycle Shack @ La Honda Pottery

Orchard Cottage in convenient countryside location

Greenwood Guest House, a Peaceful Oasis

Private cottage in the heart of Silicon Valley

Fabulous Guesthouse next to Stanford w/ Kitchen

Downtown Campbell Executive Cottage
Guesthouses with a patio

La Casita - a quiet, Crocker Amazon area studio!

Charming Victorian Retreat | Minutes to SF

Guesthouse Garden Retreat

Delightful Hideaway in San Carlos

Detached Cozy Studio w/ private patio garden & BBQ

Garden Cottage w/ Hot Tub • 3 miles to SJC

Coastal Cottage Guest House

Charming, modern, restorative, private studio
Guest house rentals with a washing machine and dryer

Redwood Heights Cottage with Stunning Bay Views

Cottage near downtown Palo Alto

Guesthouse in Serene Neighborhood

The Hen House Haven

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Beautiful private guest house in downtown San Jose

Charming Studio Garden Cottage near Stanford

Mt Carmel Cottage Charmer-Bright, Stylish & Clean
Destinations to explore
- Northern California Holiday rentals
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
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