
Guesthouse holiday rentals in San Jose
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in San Jose

Total holiday rentals
Explore 390 holiday rentals in San Jose

Verified guest reviews
Over 29,900 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
390 of San Jose holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Jose rentals

4.9 Average rating
San Jose stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
San Jose's top spots, include SAP Center, Winchester Mystery House, and Rosicrucian Egyptian Museum
Top-rated Guesthouses in San Jose
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Exclusive Private Sanctuary in the Heart of the Valley
Fill up the wine rack at a neighborhood winery, then settle down in an armchair on the fenced off patio of this standalone sanctuary minutes from Downtown San Jose, San Jose Mineta International Airport, major Silicon Valley employers and world-class shopping on Santana Row and Valley Fair. An abundance of windows fill this soothing sage-green retreat with light. This complete home boasts a fully equipped kitchen open to an inviting living area, separate queen bedroom with full closet, full bathroom and laundry. Drowning in natural light, the many windows provide an open and airy ambiance you will surely enjoy. Exclusive patio area with outdoor dining is a plus for relaxing outside in the fantastic Silicon Valley climate. Enjoy complimentary coffee, tea, and snacks. Our wine rack is your wine rack so please help yourself. Ironing board and iron as well as hairdryer are provided for your convenience. Full in unit laundry makes keeping garments clean and easy while traveling. Always look your best whether in town for business or pleasure! Traveling with children? No worries. You will find a Pack & Play as well as toddler mattress to facilitate sleeping with your little one. High chair and children's flatware, cups plus utensils are provided to make eating in as a family just like home. Books and toys should keep your little one smiling. Television with Fire TV provided. Guest access to Amazon Prime Video & HBO unrestricted. Feel free to log into any other streaming accounts you may prefer. Central air and heat will ensure you are comfortable during your stay in any season. Guests will have exclusive access to the entire guest house and patio area. I am available almost all of the time. We live on site and are happy to interact as much or as little as you desire. The guesthouse sits among the tree-lined streets of Hanchett Residence Park in the historic Rosegarden area. A car, scooter, or bike share is never far away, and restaurants, wineries, coffee shops, bakeries, and yoga studios are walkable. This location is walking distance to Cal Train and city buses. Ample service from Uber & Lyft means a ride is only moments away. Scooter share and bike share stations surround us on all sides. Access to all Silicon Valley highways is unparalleled. You will not find a more connected location in all of Silicon Valley.

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!

TheStudio in Willow Glen (San Jose) CA-95125
Vacationers, extended family, work travelers needing fast internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd bed set-up fee collected after booking. I'll message options. 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!

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.

Cozy Coastal Redwood Cabin
Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

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!

Cabana in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Near Japantown & SJC ARPT, King Bed, Fast Internet
Our detached guesthouse near Japantown & DTSJ is designed for comfort and relaxation. Enjoy a king-sized ultra-comfy bed, A/C in both the bedroom and living room/kitchen, a fully equipped kitchen, in-unit washer and dryer, and a dedicated workstation with an ergonomic sit-stand desk. The private outdoor pergola space features a 65” Smart TV, ambient lighting, ceiling fan, propane fire pit, and dining/lounge area. Free and ample street parking included.

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.

Guest House in the Woods
Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Private Cottage nearby Airport/SAP/SJ Downtown/SCU
The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.
Popular amenities for San Jose guesthouses
Family-Friendly guesthouses

Charming Cozy Cottage in Eco-Garden Oasis

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

Orchard Cottage in convenient countryside location

1BR beautiful, cozy guest cottage in Willow Glen

Back-to-Eden Guest House on a Farm

Private, stylish, clean detached studio

Private cottage in a garden

Private Entry Studio with parking
Guesthouses with a patio

Quiet wine country cottage sleeps 4 - Pet Friendly

Guesthouse Garden Retreat

Delightful Hideaway in San Carlos

Sunny Cottage in Redwood City

Detached Cozy Studio w/ private patio garden & BBQ

Garden Cottage w/ Hot Tub • World Cup home base

Palo Alto Cottage: Privacy, Comfort & Convenience

SkyHigh Redwoods Retreat with Bay Views
Guest house rentals with a washing machine and dryer

Guesthouse in Serene Neighborhood

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

Quaint Cottage Near Downtown Palo Alto

Greenwood Guest House, a Peaceful Oasis

Woodsy Silicon Valley Cottage

Five Star Smart Home Living Experience

Safe, modern & newly renovated – a hidden gem

Modern Cottage, Good for Business Trips & Getaways
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 AUD | $189 AUD | $175 AUD | $168 AUD | $175 AUD | $182 AUD | $182 AUD | $182 AUD | $170 AUD | $174 AUD | $175 AUD | $171 AUD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- Santa Monica Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Westside LA Holiday rentals
- Loft rentals San Jose
- Aparthotel rentals San Jose
- Rentals with lake access San Jose
- Serviced apartment rentals San Jose
- Boutique hotels San Jose
- Hotel rooms San Jose
- Apartment rentals San Jose
- Rentals with a hot tub San Jose
- Cabin rentals San Jose
- Rentals with a sauna San Jose
- Rentals with pools San Jose
- Rentals with breakfast San Jose
- Family-friendly rentals San Jose
- Fitness-friendly rentals San Jose
- Private suite rentals San Jose
- Rentals with a home theatre San Jose
- Rentals with a fireplace San Jose
- Rentals with outdoor seating San Jose
- Townhouse rentals San Jose
- Rentals with a patio San Jose
- House rentals San Jose
- Smoking-friendly rentals San Jose
- Condo rentals San Jose
- Rentals with an EV charger San Jose
- RV rentals San Jose
- Rentals with beach access San Jose
- Rentals with a fire pit San Jose
- Rentals with a washing machine and dryer San Jose
- Tiny house rentals San Jose
- Villa rentals San Jose
- Pet-friendly rentals San Jose
- Cottage rentals San Jose
- Guesthouse rentals Santa Clara County
- Guesthouse rentals California
- Guesthouse rentals United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Monterey Bay Aquarium
- Golden Gate Park
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- University of California-Berkeley
- Twin Peaks
- Seacliff State Beach
- Rodeo Beach
- Levi's Stadium
- Palace of Fine Arts
- California’S Great America
- Montara Beach
- Winchester Mystery House
- Painted Ladies
- Things to do San Jose
- Art and culture San Jose
- Entertainment San Jose
- Nature and outdoors San Jose
- Things to do Santa Clara County
- Nature and outdoors Santa Clara County
- Food and drink Santa Clara County
- Art and culture Santa Clara County
- Sightseeing Santa Clara County
- Things to do California
- Tours California
- Nature and outdoors California
- Wellness California
- Food and drink California
- Entertainment California
- Sightseeing California
- Sports activities California
- Art and culture California
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States







