Holiday houses in San Jose

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Top-rated holiday rentals in San Jose

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

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Guest favourite

Guesthouse in Willow Glen

4.97 out of 5 average rating, 467 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!

Guest favourite

Guesthouse in Santa Clara

4.92 out of 5 average rating, 119 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.

Superhost

Guest suite in San Jose

4.83 out of 5 average rating, 314 reviews

Modern Dream

Welcome to the heart of Silicon Valley. Close to major highways, Downtown San Jose, convention centers, SJC Airport, SAP Center, Levi Stadium, 49’ers, San Jose Sharks, SF Giants, Golden State Warriors, Great America, Mountain Winery, Redwood Forests, The Beach Boardwalk, Santa Cruz (40 mins drive), Monterey (1 hour south) San Francisco (1 hour north), Stanford University, San Jose State University, Santa Clara University. Close to everything! Come enjoy your stay in the Bay in our Modern Dream.

Guest favourite

Home in Downtown San Jose

4.88 out of 5 average rating, 247 reviews

San Jose, Downtown, Cozy Craftsman Duplex

You will enjoy your own private living space. Duplex. Our place is a beautifully restored Craftsman home, spacious, clean, and wonderfully appointed for a very comfortable stay. I’m available on the premises next door if you need anything. Near the end of a leafy, quiet street close to downtown San Jose. We are close to San Jose Airport, Convection Center, Train/Bus station, highways 280, 101, and 87. NOTE: We are compliant with COVID-19 cleaning guidelines to keep our quest and ourselves safe.

Guest favourite

Guest suite in Downtown San Jose

4.93 out of 5 average rating, 315 reviews

Your San Jose Home

Just steps from San Jose's historic Japantown, this comfy suite with private entrance has everything you need. We recently renovated the room, and you'll feel right at home in this comfortable and clean room. There is free street parking, and many restaurants and public transportation are within walking distance. It's also an easy drive from SJC airport, SJSU, downtown San Jose, Convention Center, SAP Center, and other parts of Silicon Valley. We look forward to welcoming you to San Jose!

Guest favourite

Guest suite in San Jose

4.9 out of 5 average rating, 193 reviews

Entire Guest Suite Private Entrance Kitchen & Bath

Whether you’re here for a business trip, traveling for pleasure, visiting your friends/relatives, or looking for a short term rental, our fully furnished unit can offer everything you need! What you’ll get from staying at our converted garage: * Separate entrance with self check-in (keyless entry) * Workspace with high-speed wifi * TV with Netflix * Fully stocked & equipped kitchen * Private bedroom with queen bed, wall closet, high ceiling * Private bathroom * Free parking on premise

Guest favourite

Guest suite in Downtown San Jose

4.99 out of 5 average rating, 128 reviews

Brand New Kawaii Downtown Studio w/ Secure Parking

Our lovingly newly designed modern, but SMALL cozy studio is perfect for solo or couple. Small private patio, parking w/secure gate, electric fireplace, bidet, rainfall shower, upscale tile, LED mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. 8 min drive from SJC Airport, 7 min walk from Japantown restaurants/bars, 13 min walk from SJSU & City Hall, close to HWY 87, SAP Center, San Jose McEnery Convention Center, San Pedro Square and heart of downtown.

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 286 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.

Guest favourite

Guesthouse in San Jose

4.99 out of 5 average rating, 136 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 free w/a virtual permit. Must send ur license plate prior to check in

Guest favourite

Guesthouse in Downtown San Jose

4.94 out of 5 average rating, 161 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*

Guest favourite

Guest suite in San Jose

4.94 out of 5 average rating, 577 reviews

Walk to Santana Row + Valley Fair | 6min drive SJC

Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

Guest favourite

Home in San Jose

4.9 out of 5 average rating, 468 reviews

Cosy private place in midtown San Jose

Dedicated parking right at your front door. Full privacy, self checkin/checkout. Fluffy queen bed + sleeper sofa, sparkling bathroom with European shower, full kitchen, TV, in-unit washer/dryer. The property is front house of a duplex. Quiet location in walkable urban village area - walk to eat and shop. Close to Santana Row restaurants and mall, SAP center, Caltrain, SJC Airport, Rose Garden, SJSU.