Willow Glen vacation rentals

We found 424 vacation rentals — enter your dates for availability

Select from 56 homes, 11 cottages, and other vacation rentals in Willow Glen to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.

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Find out more about Willow Glen

Why visit Willow Glen

  • Charming Atmosphere: Stroll through Willow Glen's lively streets filled with quaint shops and cafes, enjoying the friendly and welcoming vibe.
  • Family-Friendly Activities: Explore a range of attractions perfect for family outings, ensuring fun for all ages.
  • Parks and Outdoor Adventures: Discover urban parks and outdoor spaces ideal for recreation and relaxation.
  • Cultural Experiences: Immerse yourself in the area's rich history and vibrant community events.
  • Diverse Accommodations: Choose from a variety of lodging options, including cozy apartments and spacious vacation homes.

Popular types of accommodation around Willow Glen

Planning your getaway to Willow Glen? You're in for a treat. Discover a range of popular accommodations, including houses, condos, and apartments. Whether you're searching for cozy Willow Glen apartments, spacious Glen apartments for rent, or comfortable bedroom apartments in the West Valley of San Jose, we’ve got you covered. Enjoy transparency and savings as you find the perfect spot to unwind and explore this charming neighborhood.

  • Houses: The top choice among travelers visiting Willow Glen, offering spacious and comfortable living for families or groups.
  • Condos: A popular option that combines the convenience of home with shared amenities, perfect for those who enjoy a community feel.
  • Apartments: A versatile choice for solo travelers or couples seeking a cozy place with essential comforts.
  • Cottages: Charming and quaint, these rentals provide a peaceful escape with a touch of homey warmth.
  • Villas: Luxurious and spacious, ideal for those looking for an upscale experience during their stay.**

Top attractions near Willow Glen

Willow Glen is perfect for family, business, and city-themed vacations, offering a variety of attractions. Visitors can explore urban parks, modern colleges, and entertainment arenas. The local points of interest cater to travelers seeking cultural experiences, family activities, and outdoor adventures, ensuring a memorable visit to this charming neighborhood in San Jose.

  • San Jose McEnery Convention Center: This modern event venue is perfect for business gatherings and conferences, offering versatile spaces and a professional atmosphere, just 2 miles from Willow Glen.
  • SAP Center at San Jose: A lively entertainment hub, this arena hosts major sporting events and concerts, making it an ideal spot for family fun, located 2 miles from Willow Glen.
  • CSU San Jose State University: As a vibrant urban campus, this university combines education and city life, providing a dynamic environment for students and visitors, situated 3 miles from Willow Glen.

Things to do recommended for couples

For a romantic getaway in Willow Glen, indulge in a wine tasting at the Mountain Winery, unwind with a couple's treatment at Orchid Beauty & Spa, or enjoy some playful competition at Golfland USA. Each experience offers a unique blend of romance, relaxation, and fun.

Things to do recommended for families

Your family vacation in Willow Glen, San Jose will be exciting. Enjoy a thrilling day at Raging Waters, a fun waterpark just 5 miles away. For ice skating, visit Logitech Ice Rink, only 2 miles away, and catch a game at Levi's Stadium, located 8 miles from your stay.

Things to do recommended for groups

Group travelers in Willow Glen can enjoy shopping and entertainment at Santana Row, just 3 miles away. For a cultural experience, visit the San Jose Center for the Performing Arts, located 2 miles from Willow Glen. Don't miss the Apple Park Visitor Center, 6 miles away for a tech-themed experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Willow Glen

No matter if you're traveling with friends, family, pets, or planning an extended stay, it's important to prioritize your preferences when searching. Here are some helpful Vrbo booking tips for you.

  • Traveling to Willow Glen with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Willow Glen with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, along with finding amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to keep in mind how close you are to family-friendly attractions.
  • Taking your pets with you to Willow Glen: For many families, a vacation wouldn't be the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Willow Glen: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Willow Glen

Willow Glen, a charming neighborhood in San Jose, offers a delightful blend of family-friendly vibes and urban experiences. Stroll through its lively streets filled with quaint shops and cafes, and soak in the friendly atmosphere. Explore nearby attractions for a taste of the area's rich history and vibrant community. Whether you're here for business or leisure, Willow Glen provides a perfect home base to discover the best of San Jose and its surrounding regions.

  • San Jose: As the largest city in Northern California, San Jose is a vibrant urban center offering a rich blend of family-friendly activities and business opportunities. Located in the heart of Silicon Valley, it boasts a diverse cultural scene, with attractions such as the SAP Center for arena entertainment and the bustling Westfield Valley Fair shopping mall. Visitors can explore local landmarks like the Levi's Stadium and the San Jose Convention Center, which host a variety of events throughout the year, making it an exciting destination for both leisure and work.
  • Santa Clara: Situated just 5 miles from Willow Glen, Santa Clara is a dynamic city known for its sports and outdoor experiences. Home to the thrilling California's Great America amusement park, it offers fun for families and thrill-seekers alike. The city also features educational venues and expansive shopping centers, ensuring that visitors have plenty of options for entertainment. Key attractions include Levi's Stadium, where the San Francisco 49ers play, making it a hotspot for sports enthusiasts looking to catch a game or event.
  • Campbell: Located 3 miles away from Willow Glen, Campbell is a charming city that combines family-friendly environments with a bustling business atmosphere. Visitors can enjoy shopping at the Pruneyard Shopping Center or indulge in fun at the nearby amusement parks. Campbell is also home to historic sites, including a charming historic house that offers a glimpse into the area’s past. With its inviting community vibe and array of attractions, Campbell is a delightful stop for those exploring the region.

Best time to go to Willow Glen

If you're planning a trip to Willow Glen, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and November to December, while off-peak times, like February, June and August tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January50.9°F (10.5°C)Light RainMostly SunnyAverageSlightly Low
February51.8°F (11.0°C)Light RainMostly SunnyLowSlightly Low
March53.8°F (12.1°C)Light RainMostly SunnyAverageSlightly Low
April57.0°F (13.9°C)No Rain (Dry)SunnyHighAverage
May61.0°F (16.1°C)No Rain (Dry)SunnyAverageAverage
June66.9°F (19.4°C)No Rain (Dry)SunnyLowSlightly High
July70.3°F (21.3°C)No Rain (Dry)SunnyAverageSlightly High
August70.7°F (21.5°C)No Rain (Dry)SunnyLowSlightly High
September69.8°F (21.0°C)No Rain (Dry)SunnyAverageAverage
October64.8°F (18.2°C)No Rain (Dry)SunnyAverageAverage
November56.3°F (13.5°C)Light RainSunnyHighAverage
December50.7°F (10.4°C)Light RainMostly SunnyHighAverage

Booking with Vrbo is a breeze

Looking to save on your upcoming trip? Consider being flexible with your travel dates, as prices can change significantly. Plus, opting for a longer stay can often lead to substantial savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner truly pays off. When you join our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform where you can easily create new travel plans, continue from where you last stopped, or review and organize your itinerary. You'll see the properties you've saved or booked neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Willow Glen?
In Willow Glen, vacation houses are the most popular type of rental accommodation, with around 43 available throughout the charming neighborhood. These houses typically offer multiple bedrooms, fully equipped kitchens, and spacious living areas, making them great for families or groups. Additionally, there are several apartments, cottages, and condos that provide a variety of options for travelers seeking a cozy stay. Most of these properties include outdoor spaces for relaxation, allowing guests to enjoy the pleasant California climate.
Are there any beach house rentals in Willow Glen?
In Willow Glen, California, there are several vacation rentals available, primarily consisting of private homes that provide a comfortable and spacious environment for travelers. These properties often feature multiple bedrooms, fully equipped kitchens, and inviting living areas ideal for family gatherings. Many also include outdoor spaces such as patios or gardens, which are great for relaxing after a day of exploration. Although Willow Glen is not directly on the coast, its proximity to San Jose means that guests can easily access nearby beaches and attractions, making it a convenient base for those looking to enjoy both urban amenities and coastal experiences.
How much does it cost to rent a vacation home in Willow Glen?
Prices for vacation rentals in Willow Glen vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Willow Glen to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Willow Glen vacation house rentals?
You can find great discounts on house rentals in Willow Glen on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Willow Glen?
In Willow Glen, popular rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals with ease. Many rentals also offer onsite parking for convenience. A coffee or tea maker is often provided to help guests start their day with a warm beverage. Additionally, properties typically feature decks or patios, providing outdoor space for relaxation. For those traveling with pets, many rentals permit pets, making it easier for families to bring their furry friends along.
Can I find family house rentals in Willow Glen?
In Willow Glen, California, there are around 30 family-friendly house rentals available, making it an excellent choice for those traveling with children. This charming neighborhood is known for its tree-lined streets and close-knit community vibe. Many of the homes feature spacious living areas great for family gatherings, fully equipped kitchens ideal for preparing meals, and outdoor spaces where kids can play and parents can relax.

Visitors can enjoy nearby attractions such as the picturesque Willow Glen Park, which offers playgrounds and picnic spots, or stroll through the local shops and cafes along Lincoln Avenue. With amenities like Wi-Fi and air conditioning commonly included, families can expect a comfortable and enjoyable stay.
Can I rent a vacation home with a pool or hot tub in Willow Glen?
In Willow Glen, California, there are several vacation homes available for rent that feature both pools and hot tubs, with around 10 options for homes with pools and 12 options for those with hot tubs. This charming neighborhood, known for its tree-lined streets and beautiful homes, offers a variety of amenities for travelers. Many of these properties include private pools, inviting hot tubs, outdoor spaces for relaxation, and fully equipped kitchens superb for family meals or entertaining guests. Additionally, guests can expect comfortable living areas and modern conveniences such as Wi-Fi and air conditioning, ensuring a pleasant stay.
Are there any Willow Glen vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Willow Glen with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Willow Glen?
In Willow Glen, travelers can find a variety of pet-friendly vacation rentals, with around 26 options available. This charming neighborhood is known for its tree-lined streets and close-knit community feel, making it a welcoming spot for families and pet owners alike. Many of the vacation homes in this area come equipped with amenities such as spacious backyards, modern kitchens, and comfortable living areas, providing a cozy home base for your stay.

Willow Glen is also conveniently located near several parks that are great for outdoor activities with pets. The nearby Alviso Marina County Park offers scenic views of the bay and walking trails for leisurely strolls, while Lincoln Park provides open green spaces superb for picnics and play.
Can I find long-stay vacation rentals in Willow Glen?
A long-stay vacation rental in Willow Glen is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Willow Glen for a vacation rental?
The best time to visit Willow Glen for a vacation rental is during the peak season from November to January, particularly in December when the area is vibrant with festive activities. This time of year is superb for travelers seeking a cozy atmosphere, as Willow Glen comes alive with twinkling lights and holiday cheer, making it an ideal backdrop for family gatherings and celebrations.

With mild temperatures averaging in the low 40s to mid-60s Fahrenheit, December offers comfortable conditions for outdoor sightseeing and leisurely strolls through the charming tree-lined streets. Visitors can enjoy the local shops, cafes, and the beautiful holiday decorations that adorn the neighborhood, all while soaking in the inviting community spirit.

If you're looking for a more budget-friendly option, consider visiting in June, when the crowds begin to thin. This month provides a quieter experience, allowing you to explore the lovely parks and gardens at a leisurely pace, superb for unwinding and enjoying the area's natural beauty without the hustle and bustle of peak tourist activity.
Are there any remote work vacation rentals in Willow Glen?
In Willow Glen, California, there are approximately 50 vacation rentals that cater to remote work needs. This charming neighborhood, known for its tree-lined streets and vibrant community, offers a variety of accommodations suited for those looking to work remotely. Travelers can expect properties equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable workstations. Many rentals also provide free internet access, ensuring a seamless online experience.

In addition to remote work features, these homes often include cozy living areas for relaxation after a productive day, fully equipped kitchens for preparing meals, and sometimes outdoor spaces for a breath of fresh air. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Willow Glen vacation rental?
Book your Willow Glen vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Willow Glen, California, United States of America?
In Willow Glen, visitors can enjoy a charming blend of local attractions and community vibes. The heart of the neighborhood features the historic Willow Glen downtown area, known for its tree-lined streets, boutique shops, and a variety of dining options ranging from cozy cafes to upscale restaurants. The Willow Glen Community Center often hosts events and activities, making it a focal point for residents and visitors alike.

The neighborhood is also home to several parks, such as the picturesque Hayes Mansion Park, which offers beautiful gardens and walking trails, ideal for a leisurely stroll or a picnic. For those interested in outdoor activities, the nearby Los Gatos Creek Trail provides scenic paths for walking, jogging, and cycling, connecting Willow Glen to other parts of San Jose. Additionally, the proximity to the Winchester Mystery House adds a unique historical element, attracting those curious about its intriguing architecture and stories.
Can I change or cancel my Willow Glen home rental booking on Vrbo?
To find Willow Glen vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Willow Glen vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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