
Guesthouse holiday rentals in Santa Clara County
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Top-rated Guesthouses in Santa Clara County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Palo Alto Cottage
Quaint cottage on a private estate located directly across the street from the Stanford campus. This newly remodeled cottage is the ideal place to stay while in Palo Alto. The completely remodeled kitchen includes fresh white cabinets stocked with all the cooking essentials, black granite counter tops, full size refrigerator/freezer and a 4 burner range, microwave oven, coffee maker, and electric kettle. The adorable living space, which is flooded with light and has views of the property's interior courtyards, includes a twin day bed, flat screen LED TV and a large closet. Off the living space you will find a beautifully remodeled bathroom with Carrera marble floors, and a large standing glass tile shower. The cottage is ideally located minutes away from Stanford Shopping Center, Caltrain Station, downtown Palo Alto, Town and Country Village, and California Ave Farmers market. Commuting is a breeze since it is conveniently situated between the Palo Alto Caltrain Station as well as the California Avenue Caltrain Station. There is also access to the free Margarite Shuttle which services both the Stanford Campus and the surrounding Palo Alto area.

Entire guesthouse Santa Clara smart lock entrance.
New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

Mountain Retreat
Escape to the serene beauty of the Santa Cruz Mountains of Los Gatos! Our charming cottage rental is nestled amidst the towering redwoods, 30mins from Silicon Valley or Santa Cruz, and only 15mins from downtown LG, but feels isolated if you want get away from it all. The cottage features a living room (w/optional murphy bed) & full kitchen/dining area. Amenities like wifi, streaming and washing/dryer available in unit. Bedroom features king size bed and private backyard area. Pet friendly.

Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Adorable 2 bed guesthouse walk to Willow Glen DWTN
Kick back and relax in this modern, private and stylish 2bedrooms guesthouse .The newly built house is separate from main house and situated at the back of the property with it’s own dedicated patio area. It also offers full kitchen and washer/dryer. There are 2 sofa sleepers in living room that perfect for kids or extra guests. Willow Glen downtown and Safeway are within walking distance. San Jose downtown, San Jose State University, SAP center and GooglVillage are all about 2 miles radius.

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!

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 pull out 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.

Sunny Harborside Bungalow
Private small cozy 1 br/1ba bungalow. This space boasts a taste of Latin American beach, Spanish tile floors and wood furniture. Kitchenette with an induction burner and xl toaster oven (no range) , full size fridge, private patio seating, umbrella, tropical plants. Bathroom with a small shower. Curtained off bedroom with full closet, queen bed. Living room has day bed/couch with twin mattress for 3rd guest. Plz read “other details to note” before booking.

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.

Orchard Cottage in convenient countryside location
Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and local private hiking trails make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!

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 Santa Clara County guesthouses
Family-Friendly guesthouses

Quiet Poolside Cottage for Solitude

Rustic Cottage, Redwoods, Beaches.

Private cottage in the heart of Silicon Valley

Downtown Campbell Executive Cottage

Charming cottage w/lovely gardens, close to town

Chiquita Cottage

Private Entry Studio with parking

Redwood Getaway #2
Guesthouses with a patio

Contemporary & Cozy 2B2B Unit

MolivuHomes 2BR: 15m to Levi's, New, Kingbed, Yard

Bright ADU w Private Entrance & Yard

Oak&Bloom cottage - Los Gatos, 2 bedrooms, private

Cozy Private 1B1B Cottage near Japantown

Garden Cottage w/ Hot Tub • 3 miles to SJC

Palo Alto Cottage: Privacy, Comfort & Convenience

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

Carriage House on West Cliff Drive 18-0090

Guesthouse in Serene Neighborhood

Charming Light-Filled Carriage House Apartment

Newly Built | Modern 1BR/1BA Private Cottage

Fabulous Guesthouse next to Stanford w/ Kitchen

Charming Peaceful New Studio in Mtn View

Private, stylish, clean detached studio

Beautiful private guest house in downtown San Jose
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- Stanford University
- Santa Cruz Beach
- Monterey Bay Aquarium
- Capitola Beach
- Oracle Park
- Rio Del Mar Beach
- SAP Center
- Seacliff State Beach
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- California’S Great America
- Davenport Beach
- Asilomar State Beach
- Twin Lakes State Beach
- Gilroy Gardens Family Theme Park
- Googleplex
- Natural Bridges State Beach
- Manresa Main State Beach
- Chabot Space & Science Center
- The Forest of Nisene Marks State Park
- Big Basin Redwoods State Park
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