Holiday houses in San Jose

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Top-rated holiday rentals in San Jose

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Guest favourite
The living area showcases a stylish couch complemented by a bright yellow accent chair. A round coffee table sits at the center, with a flat-screen TV mounted on the wall. The open kitchen is visible in the background, featuring modern appliances and bar seating.
Apartment in San Jose
4.91 out of 5 average rating, 107 reviews

1B1B Spacious Apt Near SJSU | SAP | Airport 309 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
A lush backyard features a well-maintained lawn bordered by vibrant green plants and a stone wall. A covered patio area is visible, providing shade and seating options, while a pergola enhances the outdoor space. Sunlight filters through greenery, creating a serene environment.
Private room in Milpitas
4.95 out of 5 average rating, 121 reviews

Cute room in TT house&garden

A beautiful newly remodeling house and garden nested in the central of Silicon Valley, featuring minisplit HVAC, a private bathroom with smart toilet. Once you stayed, you always want to come back again. Few blocks away to dining, shopping & more at the Great Mall, BART Station. Easy access to Levi's stadium by car, tram, or bus. Short drive to big tech companies: Google: 7 min, Samsung: 10 min, Tesla: 14 min This house is permitted by Milpitas city for STR. License# 45542. Upstair

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
Private room in Rose Garden
4.81 out of 5 average rating, 613 reviews

Private Rm #2 In Renovated Silicon Valley Bungalow

Centrally located in the heart of silicon valley. We are within walking distance (less than 10 min) to lots of great restaurants and beautiful Municipal Rose Garden! With a short drive (less than 10 min), you can get onto I-880, I-280 and Hwy 17, Santana Row / Westfield Mall, The Alameda, Downtown San Jose / Campbell / Willow Glen, San Jose Airport, Caltrain Station . We are committed to make sure your stay is enjoyable so please don't hesitate to reach out!

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
Private room in San Jose
4.96 out of 5 average rating, 112 reviews

可爱单间Quite room A, WiFi, AC, parking/Laundry

We are in a safe community. There are many restaurants and shops around, very convenient. This room is Twin bed for single. There is a small bed . Shared bathroom with another bedroom. In the shared living room with sofas, dining table and chairs, large refrigerator, microwave, basic tableware, coffee machine. There is no kitchen, you can simply heat the food in the living room and wash the tableware in the outdoor sink in the front yard. No kitchen.

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.

Top Guest favourite
A light-filled living space features a cozy sofa adorned with bright floral pillows. A small round table with chairs provides dining space. A wall clock and colorful floral artwork add a cheerful touch. Nearby, a doorway leads to the stylish bathroom.
Home in San Jose
5 out of 5 average rating, 51 reviews

New Cosy Guesthouse +Private Entrance, Own Parking

New guesthouse with 1 bedroom, full kitchen, stylish bathroom, in-unit washer/dryer. Equipped with new AC, smart TV, fast Wifi, dining table, workspace. Parking on driveway. Private entrance. Central location in West San Jose. Safe neighborhood. 2 minutes walk to groceries. 5 minutes drive to Main Street Cupertino. Near Apple Park, Santa Clara Kaiser, Santana Row with easy access to parks, shopping, dining and major tech companies.

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!

Guest favourite
Home in San Jose
4.86 out of 5 average rating, 22 reviews

Modern Luxe King Suite in Heart of San Jose

Unwind in a private king suite with a spa-like bathroom, business-class internet and whole-home Wi-Fi 6. Centrally set in Silicon Valley with fast access to I-280, Hwy 87 and 101. Reach Diridon/Caltrain, SJC, the Convention Center, SAP Center, Levi’s Stadium, SJSU and downtown San Jose in about 10 minutes. Have questions or special requests? We’re close by and happy to help so your stay is effortless.

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