Holiday rentals 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

Home in Downtown San Jose

4.89 out of 5 average rating, 230 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 Santa Clara

4.9 out of 5 average rating, 200 reviews

Fully Equipped Guest Suite

All the amenities for a comfortable stay in Silicon Valley, including 500mbps Wi-Fi & a 4k TV with AirPlay & ChromeCast Cute primary bedroom with private entrance & bathroom, completely closed off from the rest of the house, including a SEPARATE HEATING / AC system - 1 mile to Bowers Park, restaurants, coffeeshops, Target - 7m to SJC, CalTrain, Levi’s Stadium - 10m to Santana Row, SAP Center 7.6kW EV charging may be available for a fee. Please enquire *Please be mindful of noise levels*

Guest favourite

Guest suite in Downtown San Jose

4.93 out of 5 average rating, 303 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, 185 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, 113 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

Guest house in San Jose

4.98 out of 5 average rating, 261 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.

Superhost

Loft in Rose Garden

4.86 out of 5 average rating, 585 reviews

Rose Garden Cottage

A private free standing guest cottage on our property in San Jose's historic Rose Garden. 5 min to SJC airport, 1.5 miles to Diridon Station and VTA light rail. Walkable to restaurants, coffee shops, nightlife, parks and public transit. One mile to the SAP Center (Shark Tank) and Santa Clara University. 2 miles to Santana Row and Westfield Shopping Center. You’ll love our place because of it's tranquil setting. Kuerig coffee maker, Britta water filter small refrigerator and microwave.

Guest favourite

Guest house in Santa Clara

4.92 out of 5 average rating, 248 reviews

New Construction Clean, Modern, Quiet Cottage

Tranquil, clean new construction cottage completely rebuilt and remodeled from the ground up -- in the heart of Santa Clara with plenty of street parking. Everything a traveler could want under one roof: full kitchen, quartz counters, Bosch washer & dryer, bedroom with cedar accent wall, wall-mounted smart TVs, private zen garden with patio furniture set, ample LED lighting throughout, oversized walk-in shower, high-speed 5.0GHz WiFi, & ample fresh oranges & lemons.

Guest favourite

Guest house in Downtown San Jose

4.94 out of 5 average rating, 151 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)

Guest favourite

Yurt in Watsonville

4.92 out of 5 average rating, 732 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Guest favourite

Guest house in San Jose

4.98 out of 5 average rating, 254 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

Guest favourite

Home in San Jose

4.9 out of 5 average rating, 457 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.