Guest house holiday rentals in San Jose

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Top-rated guest house rentals in San Jose

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor patio features a round dining table surrounded by black mesh chairs. A large red umbrella provides shade over the seating area. Colorful cushions adorn two lounge chairs, while potted plants add greenery to the space. A nearby door leads into the guest house.
Guest house in San Jose
4.99 out of 5 average rating, 183 reviews

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.

Top guest favourite
The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.
Guest house in Willow Glen
4.97 out of 5 average rating, 530 reviews

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!

Top guest favourite
Guest house in Santa Clara
4.94 out of 5 average rating, 101 reviews

Guest House w/King Bed and Parking in Santa Clara

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 private yard and private drive-way parking included!

Top guest favourite
Guest house in Almaden Valley
5 out of 5 average rating, 110 reviews

Newly Built | Modern 1BR/1BA Private Cottage

Welcome to this private newly built modern Guesthouse in Silicon Valley, nestled in San Jose, with a view of Santa Cruz Mountains. Close to all major highways in the South Bay, San Jose Downtown (9 miles), San Jose Airport (12 miles), SAP Center (9 miles), Levi's Stadium (16 miles), Santa Cruz Beach (32 miles), Great America Parkway (16 miles), Santana Row (12 miles), Apple (16 miles), Netflix (8 miles) and major tech companies in Sunnyvale, Santa Clara, Mountain View, Cupertino and Palo Alto.

Top guest favourite
An outdoor patio area is shown beneath a wooden pergola adorned with warm string lights, creating a cozy ambiance at night. A large 65-inch TV is mounted on the wall, while comfortable dining and lounging furniture is arranged for relaxation and socializing.
Guest house in Downtown San Jose
5 out of 5 average rating, 100 reviews

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.

Top guest favourite
A spacious backyard area features lush green grass and charming flowers, illuminated by string lights overhead. A gazebo with outdoor seating is visible, surrounded by a neatly maintained garden. The detached cottage appears inviting in the background, evoking a serene setting during twilight.
Guest house in San Jose
4.9 out of 5 average rating, 172 reviews

*1 Bed Cottage w/Kitchenette + yard

Enjoy this cozy 450sqft cottage centrally located between Campbell & Downtown San Jose, close to Santa Row & Valley Fair Mall. This studio will meet your needs for an enjoyable stay in a great area. Kitchenette fully equipped with refrigerator, toaster-oven, electric cook-top, coffee maker & dish essentials. Bedroom w/ spacious closet. Comfortable Full size bed, sofa bed for additional sleeping, an a flat screen tv. Netflix and other streaming networks availablel-log in w/your credentials.

Top guest favourite
The exterior of the studio is framed by a stone facade, featuring large glass doors that open to reveal a cozy interior. Plush seating and a dining table are visible inside, with the gourmet kitchen in the background. Natural light brightens the space, enhanced by the greenery outside.
Guest house in Willow Glen
4.99 out of 5 average rating, 211 reviews

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!

Top guest favourite
The entrance of the cottage features a welcoming white door with a clear window, flanked by decorative plants in a variety of pots. A wooden bench sits beneath the windows, adding a functional touch to the inviting exterior.
Guest house in San Jose
4.98 out of 5 average rating, 371 reviews

Private unit close to Santa Clara University

Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

Top guest favourite
A comfortable seating area features a plush gray sofa adorned with green and white accent pillows. A light-colored armchair with a leaf pattern is positioned nearby. Two abstract artworks hang on the wall, complementing a round wooden coffee table topped with lavender in a textured vase.
Guest house in Downtown San Jose
5 out of 5 average rating, 122 reviews

Pristine Modern Guesthouse w/ Full Kitchen-1B/1B

Enjoy and relax at this stylish experience in this centrally-located 1bed/1bath brand new guesthouse. This newly built home offers all amenities in their pristine condition. Walk to Japantown, SJSU campus, City Hall, short drive from SJC, Coleman shopping center, HWY 87, 101, 280, 880, SAP Center, Convention Center, heart of downtown. Fully stocked european kitchen, free street parking, designer bathroom, Fiber internet and Wi-Fi , work desk, monitor and much more

Superhost
A broad street is depicted, featuring well-maintained sidewalks lined with palm trees. A trash bin is positioned on the curb, and a variety of parked vehicles can be seen. Residential buildings and greenery are visible in the background, under a clear blue sky.
Guest house in San Jose
4.86 out of 5 average rating, 121 reviews

Entire Private Studio Apt + Kitchen & Backyard

This unit is ideal for couple, family with up to 2 young children. open to long term. Your family will have a place to yourself with big yard right outside your dining/kitchen combo area. With fast internet from AT&T Fiber for your streaming, futon. You'll be close to everything when you stay at this nice centrally located place near Evergreen area, public parks, Raging Water, fast access to restaurants, supermarkets, schools, shopping, public transportation.

Top guest favourite
An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.
Guest house in Almaden Valley
4.97 out of 5 average rating, 1,001 reviews

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!

Guest favourite
A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.
Guest house in Hensley
4.94 out of 5 average rating, 225 reviews

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

Popular amenities for guest house rentals in San Jose

When is the best time to visit San Jose?

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Avg. price$158 SGD$160 SGD$162 SGD$156 SGD$162 SGD$169 SGD$169 SGD$169 SGD$157 SGD$160 SGD$161 SGD$157 SGD
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Quick stats about guest house rentals in San Jose

  • Total holiday rentals

    Explore 390 holiday rentals in San Jose

  • Verified guest reviews

    Over 28,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    390 of San Jose holiday rentals include wifi 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

Destinations to explore