Guesthouse vacation rentals in San Jose

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Top-rated guesthouses in San Jose

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

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Guest favourite

Guesthouse in San Jose

4.97 out of 5 average rating, 431 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!

Jul. 31 – Aug. 7

$276 CAD per night

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 106 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

Welcome to our new, 480 sq. ft. backyard cottage, in a quiet neighborhood in downtown West. Walking distance to SAP Center; to Caltrain, Amtrak and VTA station; to restaurants, cafes, breweries, parks, bike/scooter rental, Whole Foods, laundromat, and other amenities. Close to SJ airport, Santana Row, the Rose Garden, the Egyptian Museum, San Pedro Square, Willow Glen, SC convention,SCSU and SJSU. Street parking is plenty n free w/a virtual permit. Pls send ur license plate no. upon arrival.

Oct. 13 – 20

$193 CAD per night

Guest favourite

Guesthouse in Santa Clara

4.92 out of 5 average rating, 108 reviews

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.

Jan. 10 – 17

$169 CAD per night

Guest favourite

Guesthouse in Dublin

5.0 out of 5 average rating, 112 reviews

Private In-Law unit in Dublin, CA

Private in-law unit is located behind the main house in a quiet neighborhood in Dublin, CA. Close to BART for an easy commute to San Francisco and near the Iron Horse trail for a morning or evening run. Along with a private entry, one bedroom and a fully equipped kitchen this unit has a sleeper sofa and could accommodate up to 3 guests. Perfect alternative to a hotel if you're travelling to the Bay Area for business or coming to visit family. NO PETS PLEASE. No children under 12 years old.

Feb. 17 – 24

$208 CAD per night

Guest favourite

Guesthouse in San Jose

5.0 out of 5 average rating, 111 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.

Nov. 30 – Dec. 7

$265 CAD per night

Guest favourite

Guesthouse in San Jose

4.94 out of 5 average rating, 142 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)

Jun. 18 – 25

$163 CAD per night

Superhost

Guesthouse in San Jose

4.95 out of 5 average rating, 104 reviews

San Jose Guest Cottage

Private guesthouse in backyard. Close to SJC airport, Santana Row and 280. Short commute to Apple, Netflix, Santa Clara Valley Medical Center, etc. About 45 minutes to SFO (off peak). Queen bed and sofa bed. Full kitchen. Laundry with washing machine and dryer in separate room at rear. Plenty of fruit trees on property. Pick oranges off the trees and enjoy an espresso with the Nespresso machine. All are welcome. 我们说中文。

Nov. 20 – 27

$209 CAD per night

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 451 reviews

Private Cottage nearby SCU/SanJoseDowntown/Airport

A gorgeous 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.

Apr. 20 – 27

$251 CAD per night

Guest favourite

Guesthouse in San Jose

4.8 out of 5 average rating, 141 reviews

Lovely & Cozy 1b1b Guest Cottage Downtown San Jose

Our lovely and cozy cottage is in the heart of Silicon Valley, Japantown/Downtown San Jose. just minutes from SJSU, SAP center, San Jose McEnery Convention Center, fantastic restaurants, bars, SJC airport(10 min drive), Levi’s stadium(15 min drive). Public transportation is also nearby. We also have a wonderful yard including palm trees and coconut trees! NO PARTIES. NO EVENTS. REGUALAR STAY ONLY!!!

Oct. 4 – 11

$176 CAD per night

Guest favourite

Guesthouse in Campbell

4.92 out of 5 average rating, 120 reviews

Private adorable 1 bed 1 bath house

Kick back and relax in this calm, stylish space. It has 1 bedroom with a queen bed. Queen size air mattress in the living room. Washer and laundry in the unit. Close to highway yet in a quiet and convenient neighborhood. Parking available in front of the house. Private, safe and gated.

Aug. 11 – 18

$193 CAD per night

Guest favourite

Guesthouse in Sunnyvale

4.96 out of 5 average rating, 386 reviews

Private cottage in a garden

Charming, private backyard studio cottage nestled in a fenced garden in a quiet Sunnyvale neighborhood. Private, clean and cozy, this 240-sq ft space has a kitchenette, bathroom with shower, full-size bed, Wifi, A/C. Short walk to cafes, groceries. Ample parking.

Dec. 20 – 27

$188 CAD per night

Guest favourite

Guesthouse in San Jose

4.93 out of 5 average rating, 299 reviews

Cozy Guest Cottage in Willow Glen

Studio apartment in converted garage behind main house featuring king sized bed, Cable TV, WiFi, private bathroom, kitchenette, patio, and parking near front door. Convenient location near shopping center at Bird and Minnesota Avenues in Willow Glen.

Jul. 20 – 27

$145 CAD per night