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Guesthouse vacation rentals in San Jose

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in San Jose

Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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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.
Guesthouse in Willow Glen
4.97 out of 5 average rating, 528 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
Guesthouse in Almaden Valley
5 out of 5 average rating, 108 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.

Guest favourite
An updated kitchen is featured, showcasing stainless steel appliances and ample counter space. A spacious room is presented, equipped with a comfortable couch, desks, and ambient LED lighting. The in-unit laundry machines and modern bathroom are also highlighted, ensuring convenience and comfort.
Guesthouse in San Jose
4.86 out of 5 average rating, 126 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
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.
Guesthouse in Willow Glen
4.99 out of 5 average rating, 209 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.
Guesthouse in San Jose
4.98 out of 5 average rating, 367 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 spacious backyard is showcased, featuring lounge chairs arranged on manicured grass. A modern guesthouse with large windows and a bar area is set against lush greenery. Pathways of stone slabs lead to various outdoor seating areas beneath umbrellas, enhancing the space's inviting quality.
Guesthouse in San Jose
4.99 out of 5 average rating, 186 reviews

Stylish standalone guesthouse near Santana Row

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.

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.
Guesthouse in Downtown San Jose
5 out of 5 average rating, 120 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

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.
Guesthouse in Hensley
4.94 out of 5 average rating, 222 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
A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.
Guesthouse in Hensley
4.98 out of 5 average rating, 228 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
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guesthouse in Downtown San Jose
4.99 out of 5 average rating, 128 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
The open living space features a contemporary kitchen equipped with stainless steel appliances, including a refrigerator and oven. A dining table for four is positioned centrally, surrounded by sleek chairs. Light wood flooring enhances the bright atmosphere of the area, complemented by white cabinetry and a decorative sliding barn door.
Guesthouse in Downtown San Jose
4.98 out of 5 average rating, 582 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
A tranquil Watsu pool is surrounded by lush greenery and vibrant plants. A fabric shade cover is suspended overhead, providing protection from the sun. Natural stone flooring complements the pool's serene ambiance, creating a peaceful retreat atmosphere.
Guesthouse in Willow Glen
4.97 out of 5 average rating, 612 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.

Popular amenities for San Jose guesthouses

When is the best time to visit San Jose?

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Avg. price$171 CAD$172 CAD$175 CAD$168 CAD$175 CAD$182 CAD$182 CAD$179 CAD$176 CAD$173 CAD$173 CAD$169 CAD
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Quick stats about guesthouse rentals in San Jose

  • Total vacation rentals

    Explore 390 vacation rentals in San Jose

  • Verified guest reviews

    Over 28,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    390 of San Jose vacation 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