Guest house holiday rentals in San Jose

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Top-rated guest house rentals in San Jose

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Top guest favourite

Guest house in Willow Glen

4.97 out of 5 average rating, 521 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 Eastmont Hills

4.99 out of 5 average rating, 163 reviews

Serene foothills Garden Suite, private parking +EV

Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

Top guest favourite

Guest house in San Carlos

4.99 out of 5 average rating, 761 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.

Guest favourite

Guest house in San Jose

4.86 out of 5 average rating, 125 reviews

Modern Private House 1 bed 1 bath Laundry Parking

Private Home -Mineta San Jose International - 5 miles (8 mins) -SAP Convention Center - 5 miles (7 mins) -Levi's Stadium - 7.8 miles (9 mins) -Avaya Stadium - 4.5 miles (7 mins) -Santa Clara Valley Medical Center - 6.6 miles (11 mins) -San Jose State University - 5.2 miles (7 mins) -Santa Clara University - 2.1 miles (6 mins) -Eastridge Mall - 4.5 miles (8 mins) -Santana Row - 7.2 miles (11 mins) -Westfield Valley Fair Mall - 7.2 miles (11 mins) -Californias Great America - 8 miles (10 mins)

Top guest favourite

Guest house in Willow Glen

4.95 out of 5 average rating, 281 reviews

Private Studio Guesthouse with A/C in Willow Glen

Updated private 400 sq ft studio guesthouse (with A/C) with separate fenced yard and entrance. Steps away from Lincoln Ave and downtown Willow Glen restaurants and shops. Convenient to freeways, SAP Center, and downtown San Jose. One queen bed; sleeps up to 4 adults with optional queen size high quality inflatable bed. Full kitchen with all cookware, dishes, spices, coffee, etc. Access to main house laundry room available on request. Basic shower essentials and hair dryer provided.

Guest favourite

Guest house in San Jose

4.86 out of 5 average rating, 120 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

Guest house in Almaden Valley

4.97 out of 5 average rating, 996 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

Guest house in Hensley

4.93 out of 5 average rating, 215 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*

Top guest favourite

Guest house in Hensley

4.98 out of 5 average rating, 225 reviews

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.

Top guest favourite

Guest house in Downtown San Jose

4.99 out of 5 average rating, 119 reviews

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 favourite

Guest house in Downtown San Jose

4.98 out of 5 average rating, 576 reviews

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.

Top guest favourite

Guest house in Willow Glen

4.97 out of 5 average rating, 608 reviews

Cabana with Warm Watsu Pool

Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.