Holiday houses in Downtown San Jose

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Top-rated holiday rentals in Downtown 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, 430 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!

15–22 Sep

$296 NZD per night

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 105 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.

4–11 Sep

$236 NZD per night

Guest favourite

Apartment in Downtown San Jose

4.92 out of 5 average rating, 183 reviews

❤️of Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features onsite parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in,1 person only

13–20 Jun

$239 NZD per night

Superhost

Home in Downtown San Jose

4.88 out of 5 average rating, 206 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.

9–16 Oct

$197 NZD per night

Guest favourite

Guest suite in Downtown San Jose

4.93 out of 5 average rating, 295 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!

7–14 May

$204 NZD per night

Guest favourite

Loft in Rose Garden

4.87 out of 5 average rating, 564 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.

22–29 Sep

$259 NZD per night

Guest favourite

Guest suite in Downtown San Jose

4.94 out of 5 average rating, 386 reviews

A Modern, Cozy & Private Suite in the Heart of SJ

5 Mins from Downtown San Jose and the Civic Center, we live in Japantown district SJ. Lively Japantown is known for its dynamic dining scene, with unpretentious eateries serving regional Japanese fare, as well as Japanese-American and Hawaiian diners. Our rental has its own private entrance, full dimmable lighting, heating & cooling, entertainment system w/ projector, dining area, breakfast nook, bedroom, and bathroom which doubles as a steam room. Please see pics for more details.

29 Aug – 5 Sep

$247 NZD per night

Superhost

Treehouse in Downtown San Jose

4.88 out of 5 average rating, 260 reviews

Adventure Spa

Rustic DIY day spa. Attached deck has a Salted Jacuzzi, Clawfoot Tub, Fireplace, Fountain, Sauna and Outdoor Shower. Fig Treehouse has multiple ladders balconies and bridges leading to a Tiki Hut w/ Mini Put Put. Some amenities are seasonal or weather dependent. Inquire in advance. Please agree to house rules prior to booking. Please have either a positive review history or a thoughtful intro about yourself and your visit if a new user. Please respect the home and neighbors.

2–9 Nov

$286 NZD per night

Guest favourite

Guest suite in San Jose

4.94 out of 5 average rating, 340 reviews

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

This studio is located behind Santana row and Westfield Shopping Mall. Whether you're in town for work or leisure, the studio has everything you need including kitchen, bathroom, laundry, comfy queen bed, lounge and dining area. The area is secure, private and very safe. This studio 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

1–8 Sep

$212 NZD per night

Superhost

Cottage in Downtown San Jose

4.78 out of 5 average rating, 184 reviews

Cottage in Downtown San Jose (Harbor)

COVID-19 update: We do enhance deep cleaning and sanitization after each guest! Separate HVAC system. Charming, quite cottage with two separate units located in downtown San Jose. Comfortable for 2-3 people. Within walking distance to City Hall, not far from the Convention center, SJSU, SAP Center, bars, and restaurants. Anyone looking to experience San Jose will be sure pleased. The big grocery store and Ford GoBike rent station are right across the street.

5–12 Apr

$175 NZD per night

Guest favourite

Home in San Jose

4.99 out of 5 average rating, 157 reviews

Fat Squirrel Cottage in downtown San Jose

The Fat Squirrel is a peaceful farmhouse cottage tucked securely behind our home near the tree-lined Rose Garden neighborhood offering business travelers easy access to SJC and downtown. The cottage, with its private entrance, has high speed fiber optic wifi, a complete living room, bedroom with queen size bed, closet and additional storage. French doors open to a fully equipped kitchen leading to outdoor dining and coffee-or wine- in the garden.

8–15 Nov

$281 NZD per night

Guest favourite

Guesthouse in Downtown San Jose

4.98 out of 5 average rating, 156 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.

5–12 Oct

$329 NZD per night