0 Bedrooms for 1 Guest
Price $10 - $1000+

2,026 San Jose Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare San Jose holiday rentals from 13 rental sites including Booking.com, HomeAway, TripAdvisor, and more, ranging from $35 to $4000 a night. 
Showing 2,026 personalized results

    Information about San Jose

    About San Jose

    San Jose may be known for being the hub of technology, however, it is also an extremely popular tourist destination. As the third-largest city in California, San Jose has a rich history and entertainment for the whole family. Whether you fly in or take a drive up the Pacific Coast, the beauty of the Silicon Valley will be worth the trip.

    Things to Do in San Jose

    There’s many activities to do outside with sunny weather over 300 days of the year. San Jose has better weather than San Francisco, as it isn’t surrounded by water and is between mountains. There are many fantastic hiking trails and picturesque landscape spots in the city known as “The Capital of Silicon Valley.” Catch a game at the San Jose Sharks, a popular team in National Hockey League. While in the area, check out The Tech Museum of Innovation, an interactive science museum for all ages. Around the block from that is the Children’s Discovery Museum of San Jose. If you’re looking to add some historical context as well as mystery to your trip, take a tour of The Winchester Mystery House, which is a famous Victorian mansion that has daily tours. San Jose is also full of great restaurants and nightlife hotspots, the best can be found at Santana Row, a shopping district near downtown San Jose.

    San Jose Day Trips

    San Francisco is only an hour and a half drive north, an easy day trip. There is also the Baby Bullet, a train that can get you to San Francisco in about an hour, giving you zero worries about parking while in The Golden Gate City. Popular destinations include San Francisco include Golden Gate Bridge and Chinatown. About 45 minutes from San Jose is Santa Cruz, where you can find great beaches such as Aptos beach. Santa Cruz beach has a boardwalk and amusement park for all day fun. There are also many berry farms within the area and wineries are plentiful. Napa Valley is a short hour and a half drive and is known as the wine capital of the country.

    San Jose Accommodation

    There are many options for places to stay in San Jose whether you want to stay in a hotel, vacation rental or go camping. We offer San Jose vacation rentals and short term rentals that will make your trip unforgettable. With options around the city, you can stay directly in the city or get closer to the beauty of the mountains. Staying in downtown San Jose will keep you close to the museums, convention center and sporting events. Or you can get to know San Jose’s historic side at Hayes Mansion Resort Hotel, a 100-year-old luxury resort.

    San Jose Transportation

    There are many convenient ways to get around San Jose whether it’s by bus, train, car or plane. The Caltrain can take you from the San Jose Airport to places around the city, and all the way up to San Francisco. It depends on how far you’d like to go, but day passes start at just $7.50. The Altamont Corridor Express is another option to get around the city. The San Jose International Airport flies to areas around the country and is conveniently located in the middle of the city giving the area an accessible edge.

    Vacation Rentals in San Jose

    Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, San Jose offers 1,830 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $255 a night, or a long-term rental for an average price of $6178 a month.

    These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 784 of San Jose’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 189 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 1,159 cozy homes.

    Traveling with pets? Choose from 170 pet-friendly rentals in San Jose for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

    Search properties from 13 rental sites in San Jose where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 846 Booking.com rentals, 438 HomeAway short term rentals and 344 TripAdvisor vacation rentals.