Holiday houses in San Jose

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Top-rated holiday rentals in San Jose

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Guest favourite
Apartment in San Jose
4.77 out of 5 average rating, 74 reviews

1B1B Spacious Apt Near Nvidia | Apple | SAP 209 LC

Welcome to your cozy retreat in the heart of Downtown San Jose! This stylish 1-bedroom apartment is perfect for business travelers, traveling medical professionals, couples, solo adventurers, and interns! -> Very close to SJ Airport, SF Convention Center, SAP Center, SJ Downtown... -> Self-Check in with code -> Free private on-site parking spot in the gated garage -> Central A/C and heater -> In-unit washer and dryer -> High-Speed Wifi -> Comfortable King size bed -> Elevator in the building

The treehouse is nestled among three sycamore trees, featuring a spiral staircase leading up to two lofts. The exterior showcases natural wood with vibrant green accents and large windows that offer expansive views of the Silicon Valley. Surrounding greenery enhances the serene environment.
Treehouse in San Jose
4.91 out of 5 average rating, 765 reviews

Treehouse , San Jose

250 sq ft treehouse with stairs leading to 2 lofts with beds overlooking the most gorgeous view of the Silicon Valley. The treehouse opens to a deck 14 foot high nestled in between 3 sycamore trees.Custom made stained glass window and spiral staircase leads up into the tree. Includes full functioning bathroom , kitchenette w sink , cooking stove, mini fridge . Sleeps 4 people. ( 1 queen bed in each open loft) You are living with a live tree in nature so think glamping - an amazing experience .

Guest favourite
An outdoor patio area is highlighted, featuring a wooden pergola and comfortable seating arrangements. A fire pit is positioned at the center, surrounded by lounge chairs. Warm lighting illuminates the space, creating a cozy ambiance, while vibrant greenery and blooming flowers provide a serene backdrop.
Home in San Jose
4.91 out of 5 average rating, 70 reviews

Entire Home - Cozy Near Downtown | Fast WIFI

Welcome to your downtown San Jose retreat! This 2-bed, 2-bath home is perfect for business trips or family getaways. Located minutes from Santana Row, SAP Center, and top dining spots, you'll enjoy easy access to local attractions. Relax in cozy, modern bedrooms, cook in a fully equipped kitchen, and unwind in a peaceful, flower-filled backyard. With convenient parking and close airport access, your stay will be effortless and memorable. Let us know if you need anything during your visit!

Guest favourite
The living area features a comfortable sectional sofa facing a mounted TV and a round coffee table. Natural light fills the space through large windows, with a dining table and four chairs positioned nearby. Soft blue and gray colors create a serene ambiance.
Apartment in San Jose
4.91 out of 5 average rating, 257 reviews

2B2B Top floor | Free Parking | Conv. Cent| 402 Ji

Welcome to your cozy retreat in the heart of Silicon Valley! This stylish 2-bedroom apartment is perfect for business travelers, traveling medical professionals, couples, solo adventurers, and interns! ✔ Very close to SJ Airport, SF Convention Center, SAP Center, SJ Downtown... ✔ Self-Check in with code ✔ Free private on-site parking spot in the gated garage ✔ Central A/C and heater ✔ In-unit washer and dryer ✔ High-Speed Wifi ✔ Comfortable King/Queen-size bed ✔ Elevator in the building

Top Guest favourite
A private gated entrance leads to a spacious yard, bordered by wooden fencing. The concrete area is outlined with neat rows of grass, providing a balanced design. Two garbage bins are positioned beside the building, which features a large window allowing natural light to enter.
Home in Santa Clara
4.98 out of 5 average rating, 58 reviews

Clean & Cozy House | Santa Clara

Nestled in the heart of Silicon Valley, this charming house offers both privacy and comfort, making it the perfect retreat for business travelers or anyone seeking a quiet escape. Park right on the driveway and enter through your private gated entrance. Cook in your fully stocked kitchen and also wash your clothes with your full size washer and dryer. This private guest house has a full bathroom and a queen bed in the bedroom. Air conditioning (A/C), heating, and wifi are included.

Top Guest favourite
A charming home is framed by a white picket fence and adorned with a variety of succulents and native plants in the front yard. The exterior features blue siding, complemented by large windows and a pathway that leads to a central garden area, all under a clear blue sky.
Home in Cambrian
5 out of 5 average rating, 40 reviews

The Oasis in San Jose

Nestled in the heart of a bustling neighborhood, this charming home offers superb access to all major highways, making it easy to explore nearby attractions. Just minutes from several picturesque downtown districts, it’s the perfect blend of convenience and comfort. Step back in time with its authentic 1960s-era styling and decor, while enjoying the serene yard filled with succulents and native plants. Ideal for those seeking a unique stay with a retro twist and a touch of nature.

Guest favourite
A small brown exterior structure features a solid black door with two decorative lights on either side. A stone pathway leads to the entrance, surrounded by lush green grass and two flowering plants on either side, enhancing the inviting entryway.
Tiny home in Brigadoon
4.92 out of 5 average rating, 99 reviews

A) twin bed, private entry and bathroom, 1 person

Conveniently located in the safe Evergreen neighborhood. Within walking or short driving distance to almost anything you want: - 3 min to many restaurants, gas stations, Target, Safeway - 5 min to Eastridge shopping mall, Cunningham Lake, theater, 24h Fitness, Farmer’s Market. - 10 min to Downtown, SJ airport, Convention Center, Happy Hollow Zoo & Park - 15 min to Great America, Levi's Stadium, Apple Park, Winchester Mystery House, Santana Row, Valley Fair Shopping Center.

Top Guest favourite
A modern living area is showcased, featuring a teal sofa, a wooden coffee table, and a television mounted on the wall. Light-colored walls reflect ample illumination from recessed lighting, while a framed mountain artwork adds a subtle touch of décor. A door leads to the outside.
Guesthouse in San Jose
5 out of 5 average rating, 65 reviews

Private Modern Spacious 1B1B 2 beds|Prime Location

Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

Guest favourite
Apartment in San Jose
4.93 out of 5 average rating, 14 reviews

Modern style Santana Row loft

Modern 2-bedroom loft in the heart of Santana Row, blending modern design with cozy comfort. Furnished with brand-new pieces, plush beds, and curated décor, it’s ideal for both relaxation and productivity. Business travelers will value the quiet setting, and workspace for remote work, while leisure guests can enjoy shopping, dining, and entertainment just steps away. Experience the perfect balance of modern convenience and welcoming charm.

Top Guest favourite
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guesthouse in Downtown San Jose
4.99 out of 5 average rating, 149 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Guest favourite
A spacious studio layout is displayed, featuring a solid wood bed with a neatly made white bedding set. Skylights and windows allow natural light to illuminate the room, complemented by a cozy armchair and a small desk. Light wood flooring enhances the calming aesthetic.
Home in San Jose
4.94 out of 5 average rating, 62 reviews

Sunshine Studio (free parking/self checkin)

Carefully designed with happiness in mind. With a mix of skylight, windows and french door, this studio gets sunlight from sunrise to sunset. The spray foam insulation in the ceiling keeps this unit cool even on hottest days here. The place is furnished with solid wood furniture and an extra firm mattress. The kitchen is bigger than even most homes in the bay area… ideal for monthly renter. Washer/dryer available for week+ sta

Guest favourite
Home in San Jose
5 out of 5 average rating, 10 reviews

Unique Home 1 bed 1 bath Kitchen Parking Laundry

Welcome to a modern, spacious 1-bedroom guest home in San Jose! Relax in the large living room, cook in the fully equipped kitchen, and sleep soundly in the cozy queen bed. Enjoy fun extras like a foosball table, PS4, and LED lighting ambiance. Large driveway with onsite parking means no hassle. Minutes from SAP Center, CEFCU Stadium, and Levi’s Stadium — perfect for sports fans and visitors. Book your stay today!

Popular amenities for San Jose holiday rentals

When is the best time to visit San Jose?

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Frequently Asked Questions

  • What are the best places to stay in San Jose?

    San Jose has lively downtown neighborhoods with proximity to cultural sites, as well as quieter areas like Willow Glen, known for tree-lined streets and local dining. Neighborhoods around Japantown and Rose Garden are often sought out for their character and access to parks.

  • What are the best things to do in San Jose with kids?

    Explore hands-on exhibits at the Children's Discovery Museum, enjoy animal encounters at Happy Hollow Park and Zoo, or experience science and technology at The Tech Interactive. These places often provide interactive experiences for a variety of ages.

  • What are some of the best things to do in San Jose?

    San Jose has vibrant museums such as the San Jose Museum of Art and The Tech Interactive, historic sites like the Winchester Mystery House, and local markets around Japantown. Community parks and botanical gardens are frequently suggested for relaxing afternoons.

  • How is the weather in San Jose?

    San Jose has mild winters near 42–59°F (6–15°C) with wetter months, and dry summers that typically reach 76–77°F (24–25°C). Light layers are useful, especially due to cooler evenings and a sunny, low-rain climate through summer.

  • What are the best places to visit in San Jose?

    Explore the storied Winchester Mystery House, view contemporary works at San Jose Museum of Art, and stroll through the Municipal Rose Garden. Japantown is a popular area for local food and cultural experiences.

  • What are some hiking trails in San Jose?

    San Jose has trails in Alum Rock Park, Los Gatos Creek Trail, and the foothills around Sierra Vista Open Space Preserve. These areas feature varied terrain, wildlife spotting opportunities, and scenic overlooks.

  • What are some family activities we can do in San Jose?

    Families can enjoy outdoor play at the Municipal Rose Garden, hands-on exhibits at The Tech Interactive, and park outings at Guadalupe River Park. Seasonal events and farmers markets often have activities suitable for all ages.

  • What are some of the best day trip ideas from San Jose?

    Around San Jose, you can explore redwood forests, coastal beaches, or wine regions. Santa Cruz, the Santa Clara Valley, and nearby state parks are frequently suggested for day outings with varied outdoor and cultural experiences.

  • Are there any pet friendly accommodations available in San Jose?

    Several vacation rentals in neighborhoods like Willow Glen, Downtown, and Rose Garden welcome pets. Community parks and trails make it comfortable to explore San Jose alongside your dog.

  • What are some local tips for visiting San Jose?

    Consider using public transit or bikes for easy access to neighborhoods and markets. Locals often spend weekends at parks or farmers markets, and lightweight layers are helpful due to temperature changes throughout the day.

  • What is San Jose known for?

    San Jose is known as the heart of Silicon Valley, home to innovative technology companies, vibrant cultural institutions, and distinct neighborhoods like Japantown. Its Mediterranean climate and culinary diversity also make it a frequently suggested destination.

  • What are the best hidden gems to explore in San Jose?

    Discover art installations at the Japanese Friendship Garden, explore local makers at the San Jose Flea Market, and visit Bernal-Gulnac-Joice Ranch for a glimpse of agricultural history. Less-traveled parks and small galleries are also worth exploring.

  • What are the best foods to try in San Jose?

    San Jose has distinct Vietnamese, Mexican, and Japanese food traditions, with pho, tacos, and sushi among the most popular local eats. Farmers markets and food halls around the city also serve inventive dishes rooted in local produce.

  • What should I bring for a trip to San Jose?

    Pack comfortable walking shoes, light layers for sunny afternoons and cool evenings, and a reusable water bottle. Sunglasses and sunscreen are helpful due to frequent clear skies, especially in summer months.

  • What is the nightlife in San Jose like?

    San Jose’s nightlife includes vibrant bars, live music venues, and relaxed lounges, especially around downtown and SoFA District. Local breweries and performance spaces combine cultural experiences and evening entertainment.

  • What are the most popular events or festivals in San Jose?

    San Jose frequently hosts cultural festivals in Japantown, music events in downtown, and food celebrations throughout the area. The San Jose Jazz Summer Fest and Christmas in the Park are two of the most popular recurring events.

  • Are there family friendly vacation rentals in San Jose?

    San Jose has many family-friendly rentals in neighborhoods like Willow Glen, Rose Garden, and areas close to parks. These locations provide easy access to outdoor spaces and community attractions for a comfortable family visit.

  • When is the best time to visit San Jose?

    Late spring through early fall is often recommended for outdoor activities, as temperatures are generally warmer and rain is minimal. Festivals and special events are most frequent during these months.

Quick stats about holiday rentals in San Jose

  • Total holiday rentals

    Explore 6,770 holiday rentals in San Jose

  • Verified guest reviews

    Over 211,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,220 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,650 rentals that welcome pets

  • Holiday rentals with a pool

    1,450 properties feature pools

  • Rentals with dedicated workspaces

    3,810 properties have a dedicated workspace

  • Wi-Fi availability

    6,590 of San Jose holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across San Jose rentals

  • 4.8 Average rating

    San Jose stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    San Jose's top spots, include SAP Center, Winchester Mystery House, and The Tech Interactive

Destinations to explore