Willow Glen holiday lettings

We found 428 holiday rentals — enter your dates for availability

Select from 57 homes, 11 cottages and other holiday rentals in Willow Glen to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Why visit Willow Glen

  • Charming atmosphere: Enjoy picturesque streets with beautiful homes and local shops that create a friendly community vibe.
  • Outdoor activities: Explore the nearby Western Hills for a range of outdoor adventures amidst stunning natural scenery.
  • Family-friendly attractions: Discover a variety of urban parks and entertainment venues perfect for families.
  • Cultural experiences: Immerse yourself in the rich history and culture of the Willow Glen neighbourhood.
  • Diverse accommodation options: Choose from a selection of private homes, condos, and apartments tailored to your needs.

Popular types of accommodation around Willow Glen

Willow Glen boasts a delightful selection of vacation rentals, including private homes, condos, and apartments. Whether you're seeking a charming house for rent or a modern vacation home, you'll find the perfect accommodation to suit your needs. Explore our new properties and discover the ideal getaway for you and your companions in this picturesque area.

  • Houses: The top choice for visitors to Willow Glen, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular second option, these self-contained units provide modern amenities and a convenient location.
  • Apartments: Third on the list, these offer a homely feel with essential facilities for a pleasant stay.
  • Cottages: Charming and quaint, these fourth-place options are ideal for a peaceful retreat.
  • Villas: Rounding out the list, villas offer luxurious living spaces for those seeking a bit of extravagance.**

Top attractions near Willow Glen

Willow Glen is an excellent destination for family and business-themed holidays, offering a variety of attractions. Visitors can explore urban parks, modern colleges, and entertainment arenas, all catering to those seeking cultural experiences, family fun, and outdoor activities. With its charming atmosphere and diverse points of interest, Willow Glen ensures a memorable getaway for all types of travellers.

  • San Jose McEnery Convention Center: This vibrant venue hosts a variety of events, from trade shows to conferences, creating a bustling business atmosphere. Its modern facilities and proximity to downtown San Jose make it a hub for networking and innovation.
  • SAP Center at San Jose: A lively entertainment arena, it offers a fantastic experience for families and sports fans alike. Catch thrilling concerts and exciting sporting events in a dynamic, family-friendly environment.
  • Winchester Mystery House: This intriguing historic mansion is renowned for its architectural curiosities and rich history. Explore its labyrinthine design and discover the fascinating tales behind its enigmatic owner.

Things to do recommended for couples

For a romantic getaway in Willow Glen, indulge in wine tasting at the Mountain Winery, only 5.6km away. Unwind with a soothing treatment at Orchid Beauty & Spa nearby, or enjoy some playful competition at Golfland USA, just 4.3km from your base. Perfect for couples!

Things to do recommended for families

During your family trip to Willow Glen, enjoy thrilling adventures at Raging Waters, a vibrant waterpark just 3.1km away. For ice skating fun, visit Logitech Ice Rink, only 1.2km from your location. Sports enthusiasts will love the atmosphere at Levi's Stadium, 5.0km distant.

Things to do recommended for groups

Explore the vibrant Santana Row Shopping Center, just 1.9km from Willow Glen, for a delightful shopping experience. Enjoy a cultural evening at the San Jose Center for the Performing Arts, located 1.2km away, or visit the Apple Park Visitor Center, 3.7km away, for a unique tech experience.

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

When travelling with a group, family, or pets, or if you're considering a longer stay, it's important to use the right filters to match your priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to Willow Glen with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Fortunately, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Willow Glen with young kids: Traveling with little ones can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are geared towards families.
  • Taking your pets with you to Willow Glen: For many families, a holiday wouldn’t be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Willow Glen: If you’re in search of holiday rentals offering 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 features 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 neighbourhood in San Jose, offers a delightful blend of family-friendly atmospheres and historical charm. Stroll along its lovely streets lined with picturesque homes and local shops, immersing yourself in the friendly community vibe. Nearby, the Western Hills provide a stunning backdrop for outdoor adventures. Whether you're travelling for leisure or business, Willow Glen's urban yet welcoming environment makes it an ideal base for exploring the wider region.

  • San Jose: San Jose is a vibrant city located a mere 1.9km from Willow Glen. Known for its family-friendly atmosphere, the city offers a bustling urban experience with a focus on business and entertainment. Visitors can explore a variety of attractions, including a prominent arena entertainment facility and a large shopping mall centre. Key landmarks include the local stadium and convention centre, where various events take place throughout the year. San Jose is an excellent destination for those seeking a dynamic city experience, filled with activities for all ages.
  • Santa Clara: Situated 3.1km from Willow Glen, Santa Clara is a city that caters to sports enthusiasts and families alike. With its outdoor activities and attractions, visitors can enjoy an exciting day at the amusement park or shop at the local shopping mall centre. The city is home to notable landmarks such as a major stadium and a thrilling theme park, making it a perfect spot for those looking to combine fun and adventure. Whether attending a sporting event or enjoying a family day out, Santa Clara has something for everyone.
  • Campbell: Just 1.9km away from Willow Glen, Campbell is a charming city that invites families and business travellers to explore its delightful offerings. The city is known for its shopping mall centre and amusement park, providing ample opportunities for leisure and entertainment. Visitors can also discover local landmarks like a historic house and a lively theme park, ensuring a memorable experience. With its friendly atmosphere and convenient amenities, Campbell is an ideal destination for those looking to enjoy a city-themed getaway.

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 simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can significantly affect prices. Moreover, opting for a longer stay often results in fantastic savings. To discover the ideal Vrbo property that suits your budget, feel free to use our handy filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for organising your travel plans, allowing you to create new trips, resume from where you last stopped, or review your arrangements. Here, you can easily find the properties you’ve saved or booked, neatly organised into sections for Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Willow Glen?
Prices for holiday 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 holiday 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.
Are there any Willow Glen holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Willow Glen with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Willow Glen?
A long-stay holiday rental in Willow Glen is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Willow Glen for a holiday rental?
The most popular time to visit Willow Glen is during the holiday season, particularly in December. This charming neighbourhood comes alive with festive decorations, making it an ideal backdrop for those seeking a picturesque holiday experience. The peak season spans from November to January, attracting visitors who appreciate the mild winter climate and the community's vibrant holiday spirit.

During December, temperatures typically range from 5 to 15 degrees Celsius, providing a comfortable environment for outdoor strolls along the tree-lined streets. Visitors can enjoy local shops, delightful cafes, and seasonal events that enhance the festive atmosphere. It's a wonderful time to explore the area's historic architecture and nearby parks, superb for leisurely walks or family outings.

For travellers looking for more affordable options, consider booking in June. This month offers a quieter experience, allowing you to enjoy Willow Glen's beautiful surroundings without the bustling crowds. With warm weather and plenty of sunshine, June is also a great time for outdoor activities, such as picnicking in nearby parks or cycling along scenic routes.

Ultimately, when planning your visit to Willow Glen, consider whether you prefer the lively holiday spirit of December or the tranquil charm of June.
How early should I book a Willow Glen holiday rental?
Book your Willow Glen holiday 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 holiday 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, California, visitors can enjoy a charming blend of attractions that highlight the area's unique character. The downtown district, with its tree-lined streets, features an array of boutique shops, cafes, and restaurants, making it a delightful spot for leisurely strolls and local dining. The historic architecture in this neighbourhood adds to its appeal, with many buildings reflecting the area's rich heritage.

Nearby, the Los Gatos Creek Trail offers opportunities for outdoor activities such as walking, jogging, and cycling, providing a scenic escape within easy reach. For those interested in arts and culture, the nearby San Jose Museum of Art and the Children's Discovery Museum offer engaging experiences for all ages.

Additionally, the vibrant Willow Glen Farmers' Market, held weekly, showcases local produce and artisanal goods, making it a must-visit for those looking to taste the local flavour.
Can I change or cancel my Willow Glen home rental booking on Vrbo?
To find Willow Glen holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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