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Holiday rentals in San Jose

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Top-rated holiday rentals in San Jose

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

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Guest favourite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.95 out of 5 average rating, 111 reviews

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Superhost
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.
Flat 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

Guest favourite
The living area features a plush sectional sofa and a coffee table placed on a colorful rug. A flat-screen TV is mounted on the wall opposite a dining table set for four. The open kitchen is visible in the background, equipped with modern appliances.
Flat in San Jose
4.88 out of 5 average rating, 120 reviews

2B2B Top Floor Apt in SJ with Free Parking 404 Ha

Welcome to your cozy retreat in the heart of Downtown San Jose! 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 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, 762 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, 67 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
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, 90 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.

Home in Sunnyvale
5 out of 5 average rating, 4 reviews

Room in Beautiful Townhouse in Silicon Valley!

Welcome to your home away from home! Our cozy, fully equipped space is perfect for short or long stays, with everything you need for comfort and privacy. Enjoy a spacious kitchen with open concept design including large family room, large flat screen TV, spacious bedrooms, fast Wi-Fi, in-unit laundry, and peaceful patio in backyard. Walking distance to boba, Jamba Juice, Safeway, and minutes from tech hubs. Whether you're here for work or fun, you'll quickly feel at home!

A cozy living area features a gray sofa paired with a blue accent chair. A round mirror reflects natural light from the window. A small side table holds a decorative plant, while a coffee table with a textured surface anchors the space, all situated on a soft area rug.
Flat in Santa Clara
4.76 out of 5 average rating, 334 reviews

Kasa | 1BD, Near SCU & Rooftop Pool | Santa Clara

Whether traveling for business or pleasure, our Kasa in Santa Clara combines luxury with the comfort of home in a convenient location. Just a short drive from San Jose Airport, Levi's Stadium, and Santana Row, our stylish rooms offer a full kitchen and laundry, with access to the 24-hour fitness center and rooftop pool. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Guest favourite
A private master suite is shown, featuring a spacious bed with plush bedding, accented by soft ottomans. The modern kitchen includes sleek appliances and cabinetry. A dining area with a small table and chairs is seen. The bathroom offers a contemporary design with a walk-in shower.
Guest suite in San Jose
4.99 out of 5 average rating, 105 reviews

Newly Remodel Private Entire Unit in San Jose

- Fully Furnished NEELY REMODELED Private MASTER SUITE 1 BATH 1 BED WITH YOUR OWN ENTRANCE and BATHROOM in SAN JOSE; including kitchen, bathroom, comfort queen bed, lounge, dinning area, and central heat & AC. - Shared laundry in a laundry room next to your unit. - 1 Parking spot on drive way IN FRONT OF THE UNIT. - Private entrance - No smoking No pets - 7-Eleven: 0.3 miles - Chick-Fil-A: 1 mile - Jack in the Box: 1.7 miles - Walmart: 2.6 miles - Target: 2.3 miles

Top guest favourite
A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.
Guest house in Hensley
4.94 out of 5 average rating, 228 reviews

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

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.
Guest house in San Jose
5 out of 5 average rating, 61 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.

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.
Guest house in Downtown San Jose
4.99 out of 5 average rating, 139 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.

Popular amenities for San Jose holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near San Jose's top sights

Norman Y Mineta San Jose Intl Airport

557 locals recommend

Levi's Stadium

469 locals recommend

SAP Center

316 locals recommend

San Jose McEnery Convention Center

95 locals recommend

California’S Great America

654 locals recommend

Westfield Valley Fair

570 locals recommend

Other great holiday rentals in San Jose

Superhost
Private room in San Jose
4.83 out of 5 average rating, 12 reviews

New Spacious King Bed | Near Downtown San Jose

Guest favourite
A cozy bedroom features a queen bed with soft, dotted bedding and decorative pillows. A pastel yellow blanket is draped over the foot of the bed. A bedside table hosts a vase with dried flowers. A desk and chair are positioned near a window, providing natural light.
Private room in San Jose
4.91 out of 5 average rating, 74 reviews

Family Home Near Downtown-Room B

Superhost
Private room in San Jose
5 out of 5 average rating, 3 reviews

Blossom Ave Bright Room #3

Guest favourite
Private room in San Jose
5 out of 5 average rating, 8 reviews

Cambrian Share 3~queen bedroom~exquisite garden

Top guest favourite
Private room in San Jose
4.98 out of 5 average rating, 46 reviews

Small Room - San Jose CA

Guest favourite
Private room in Santa Clara
5 out of 5 average rating, 5 reviews

#10 Private Room | Kitchen, Laundry & Ensuite Bath

Superhost
Private room in San Jose
4.79 out of 5 average rating, 81 reviews

Nice room good for studying &living

Superhost
Private room in San Jose
4.75 out of 5 average rating, 4 reviews

A nice bedroom share bathroom

When is the best time to visit San Jose?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$133 SGD$136 SGD$136 SGD$133 SGD$136 SGD$141 SGD$140 SGD$141 SGD$133 SGD$133 SGD$133 SGD$135 SGD
Avg. temp10°C12°C13°C15°C17°C19°C20°C20°C20°C18°C13°C10°C

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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    6,590 of San Jose holiday rentals include wifi 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

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