Vacation rentals in San Jose

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Top-rated vacation rentals in San Jose

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

Guest favourite
Guesthouse in San Jose
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!
Aug. 31 – Sep. 7
$240 CAD per night
4.97 out of 5 average rating, 422 reviews
Guest favourite
Guesthouse in San Jose
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.
Aug. 19 – 26
$198 CAD per night
4.98 out of 5 average rating, 100 reviews
Guest favourite
Guesthouse in Santa Clara
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.
Feb. 12 – 19
$178 CAD per night
4.91 out of 5 average rating, 103 reviews

Popular amenities for San Jose vacation rentals

Stay near San Jose's top sights

Levi's Stadium398 locals recommend
Great Mall218 locals recommend
SAP Center271 locals recommend
Winchester Mystery House302 locals recommend
Westfield Valley Fair488 locals recommend
Apple Park26 locals recommend

Other great vacation rentals in San Jose

Superhost
Home in San Jose
Beautiful private guesthouse upscale neighborhood
Oct. 31 – Nov. 7
$165 CAD per night
4.88 out of 5 average rating, 305 reviews
Guest favourite
Guesthouse in Sunnyvale
Private cottage in a garden
Oct. 4 – 11
$185 CAD per night
4.96 out of 5 average rating, 384 reviews
Guest favourite
Guesthouse in Willow Glen
Private Studio Guesthouse with A/C in Willow Glen
May 6 – 13
$207 CAD per night
4.94 out of 5 average rating, 246 reviews
Guest favourite
Guest suite in San Jose
Private Queen Suite: Private entry, self check-in
Jun. 3 – 10
$159 CAD per night
4.98 out of 5 average rating, 107 reviews
Guest favourite
Apartment in San Jose
Cute 1B1B Apartment near Levi’s Stadium SJ
Apr. 23 – 30
$198 CAD per night
4.9 out of 5 average rating, 59 reviews
Superhost
Guesthouse in San Jose
Beautiful View - Private XL Flat w/ full kitchen
Feb. 14 – 21
$182 CAD per night
4.78 out of 5 average rating, 23 reviews
Guest favourite
Guest suite in Sunnyvale
Spacious Business Suite with Serene Backyard View
Apr. 5 – 12
$164 CAD per night
4.94 out of 5 average rating, 96 reviews
Guest favourite
Guesthouse in San Jose
Clean Modern Private Unit With Serene Backyard
Oct. 25 – Nov. 1
$173 CAD per night
4.87 out of 5 average rating, 63 reviews
Guest favourite
Camper/RV in San Jose
Airstream With Gorgeous Views of Silicon Valley
Jul. 21 – 28
$231 CAD per night
4.99 out of 5 average rating, 68 reviews
Guest favourite
Apartment in San Jose
Downtown San Jose Studio near Whole Foods Market
Jul. 18 – 25
$210 CAD per night
4.92 out of 5 average rating, 26 reviews
Guest favourite
Guesthouse in San Jose
Guest studio in Naglee Park
Sep. 21 – 28
$179 CAD per night
4.92 out of 5 average rating, 61 reviews
Guest favourite
Guesthouse in San Jose
Roro’s 1 bedroom house - w/kitchen/laundry/office
Apr. 30 – May 7
$174 CAD per night
4.92 out of 5 average rating, 53 reviews

Quick stats about vacation rentals in San Jose

Total rentals

6.7K properties

Rentals with dedicated workspaces

3.6K properties have a dedicated workspace

Rentals with a pool

1.5K properties have a pool

Pet-friendly rentals

1.5K properties allow pets

Family-friendly rentals

2.2K properties are a good fit for families

Total number of reviews

181K reviews

Destinations to explore