Willow Glen vacation rentals

We found 413 vacation rentals — enter your dates for availability

Discover a selection of 52 homes and other vacation rentals in Willow Glen that are 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.

Vacation rentals with weekly discounts - Willow Glen

Showing deals for:Mar 27 - Apr 3

Image gallery for San Jose 3b2b near DT & Tech Hub

Interior
9.2 out of 10, Wonderful, (13 reviews)
Wonderful
(13 reviews)

San Jose 3b2b near DT & Tech Hub

San Jose

8% off
Price is $261
$1,830 for 7 nights
All fees included
San Jose 3b2b near DT & Tech Hub

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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 common type of rental, with around 40 available in this charming neighborhood. These houses typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also feature outdoor spaces, such as patios or gardens, superb for relaxation after a day of exploring the local shops and parks. Additionally, there are several apartments, cottages, and condos, which provide alternative options for travelers looking for a cozy and convenient stay.
Are there any beach house rentals in Willow Glen?
In Willow Glen, California, there are about 13 beach house rentals available, primarily located near the scenic Guadalupe River and charming downtown area. These properties typically feature modern amenities, including fully equipped kitchens, spacious living areas, and outdoor decks or patios for enjoying the pleasant California weather.
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 vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals conveniently. Many rentals also feature a coffee and tea maker for those who enjoy a warm beverage in the morning. Onsite parking is commonly available, making it easy for travelers with vehicles to find a spot without hassle. Additionally, amenities such as blenders are often provided for guests who like to whip up smoothies or other blended drinks. Many rentals also include patios, offering outdoor spaces for relaxation and enjoyment of the pleasant California weather.
Are there any family house rentals in Willow Glen?
In Willow Glen, California, there are numerous family-friendly house rentals available, with about 28 options to choose from. This charming neighborhood is known for its picturesque streets and a strong sense of community, making it an ideal location for families. Many of these homes offer spacious living areas, full kitchens that cater to family meal preparations, and private yards where children can play safely.

Visitors can enjoy local parks such as the scenic Willow Street Park, which features playgrounds and picnic areas, great for family outings.
Can I rent a vacation home with a pool or hot tub in Willow Glen?
In Willow Glen, California, travelers can find several vacation homes available for rent that feature pools, as well as about 10 options with hot tubs. This charming neighborhood, known for its tree-lined streets and historic architecture, offers a peaceful atmosphere while being conveniently close to downtown San Jose. Many of the rental properties come equipped with inviting outdoor areas, including private pools and hot tubs, great for relaxation after a day of exploring the local attractions.

Amenities typically include fully equipped kitchens, spacious living areas, and outdoor seating, making these homes ideal for families or groups.
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.
Are there pet-friendly vacation rentals in Willow Glen?
Yes, you can book pet-friendly vacation rentals in Willow Glen, California. This charming neighborhood offers a variety of vacation rentals that welcome pets, with a total of 27 options available. Many of these properties feature amenities such as spacious yards, fully equipped kitchens, and cozy living areas, making them superb for families and groups traveling with pets.

Willow Glen is known for its picturesque tree-lined streets and close-knit community feel. The area boasts several parks, including the beautiful Willow Street Frank Bramhall Park, which offers walking trails and open spaces for pets to enjoy. Additionally, nearby parks provide opportunities for outdoor activities, making it easy to explore the area with your furry friends.
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.
Are there any remote work vacation rentals in Willow Glen?
In Willow Glen, California, there are plenty of remote work-friendly vacation rentals available, with around 42 options to choose from. This charming neighborhood, known for its tree-lined streets and historic architecture, offers an inviting environment for those looking to blend work and leisure. Many of the rentals come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated office spaces, and comfortable desks with ergonomic chairs. Some properties even feature computer monitors and laptop workspaces, ensuring a productive atmosphere.

Beyond the comforts of your rental, Willow Glen boasts a lovely downtown area filled with quaint shops, cafes, and restaurants, providing plenty of options for breaks and meals. The nearby Los Gatos Creek Trail offers opportunities for outdoor activities, making it easy to unwind after a day of work. 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?
In Willow Glen, visitors can enjoy a charming atmosphere filled with tree-lined streets and historic architecture. The neighborhood is known for its vibrant downtown area, featuring boutique shops, cafes, and restaurants that highlight local flavors. The Willow Glen Park offers a lovely space for outdoor activities, with picnic areas and playgrounds, making it a great spot for families. Additionally, the nearby Los Gatos Creek Trail provides scenic walking and biking paths, superb for those looking to explore the natural beauty of the area.
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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