Willow Glen vacation rentals

We found 344 vacation rentals — enter your dates for availability

Welcome to the enchanting Willow Glen, where charming neighborhoods and a warm community spirit beckon travelers to explore its rich history and vibrant atmosphere. This family-friendly destination offers an array of attractions, from the captivating Winchester Mystery House to the exhilarating rides at California's Great America, ensuring memorable adventures for all ages. With diverse accommodations ranging from cozy condos to spacious homes, you’ll enjoy the comforts of a home-like retreat, perfect for creating lasting memories with loved ones.

Holiday rentals with weekly discounts - Willow Glen

Showing deals for:Nov 13 - Nov 20

Frontage View
Open Plan-Hallway to Kitchen and Family Room
Kitchen
Large Family Room
Exceptional
(70 reviews)

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

San Jose

8% off
$402
$2,816 for 7 nights
All fees included
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area
Room
Living area
Living area
Exterior
Very Good
(6 reviews)

The Zen Den - Newly Built 2 BR Centrally-Located

Santa Clara

8% off
$242
$1,692 for 7 nights
All fees included
The Zen Den - Newly Built 2 BR Centrally-Located
Dining Room
Living room
Room
Kitchen
Exceptional
(29 reviews)

Bright modern home near Santana Row, Apple

Santa Clara

10% off
$317
$2,219 for 7 nights
All fees included
Bright modern home near Santana Row, Apple
Private kitchen
Outdoor dining
Dining
Living area
Exceptional
(22 reviews)

3M's Luxury Home with fast wifi and private garden near Santana Row

Santa Clara

9% off
$397
$2,779 for 7 nights
All fees included
3M's Luxury Home with fast wifi and private garden near Santana Row
Interior
Pool
Living area
Property grounds
Exceptional
(8 reviews)

Railway Getaway

San Jose

8% off
$243
$1,700 for 7 nights
All fees included
Railway Getaway
Interior
Outdoor dining
Interior
Private kitchen
Exceptional
(67 reviews)

Modern 2Bed/1Bath bungalow style suite in Willow Glen

San Jose

7% off
$175
$1,227 for 7 nights
All fees included
Modern 2Bed/1Bath bungalow style suite in Willow Glen
Exterior
Private kitchen
Living area
Room
Wonderful
(17 reviews)

Spacious 4 Bed/ 4 Bath 2300ft Home Centrally-Located in heart of Silicon Valley

Santa Clara

6% off
$413
$2,894 for 7 nights
All fees included
Spacious 4 Bed/ 4 Bath 2300ft Home Centrally-Located in heart of Silicon Valley
Room
Terrace/patio
Interior
Interior
Excellent
(24 reviews)

Serene Guest Suite w/ Private Bath and Kitchenette

San Jose

12% off
$80
$557 for 7 nights
All fees included
Serene Guest Suite w/ Private Bath and Kitchenette
Exterior detail
Living area
Living area
Living area
Exceptional
(5 reviews)

Charming 2-bedroom Loft on Santana Row with WiFi, AC

San Jose

12% off
$240
$1,681 for 7 nights
All fees included
Charming 2-bedroom Loft on Santana Row with WiFi, AC
Private kitchen
Living area
Room
Dining
Excellent
(8 reviews)

Charming and Bright 3Br home in San Jose

San Jose

8% off
$370
$2,591 for 7 nights
All fees included
Charming and Bright 3Br home in San Jose

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    Enjoy full kitchens, laundry, pools, yards and more

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Find out more about Willow Glen

Why visit Willow Glen

  • Charming Neighborhood: Experience the inviting atmosphere of Willow Glen, known for its friendly community and rich history.
  • Family-Friendly Activities: Enjoy diverse attractions suitable for all ages, ensuring fun for the whole family.
  • Cultural Experiences: Explore local culture, including nearby Lincoln Glen, which offers unique insights into the area.
  • Outdoor Adventures: Take advantage of urban parks and outdoor spaces perfect for recreation and relaxation.
  • Variety of Accommodations: Choose from private homes, cozy condos, and spacious apartments for a comfortable stay.

Popular types of accommodation around Willow Glen

If you're exploring vacation rentals in Willow Glen, you're in for a treat. Our most popular options include houses, cozy condos, and spacious apartments. Whether you're seeking Willow Glen apartments, homes for rent, or even affordable Campbell apartments, we have a variety of listings to suit your needs. Discover cheap apartments in San Jose and enjoy your stay with comfort and convenience.

  • Houses: These are the top choice for travelers in Willow Glen, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option, condos provide modern amenities and often feature communal facilities, ideal for a convenient stay.
  • Apartments: These versatile rentals are great for solo travelers or couples, combining comfort with home-like convenience.
  • Cottages: Known for their charm, cottages offer a cozy and quaint atmosphere for a relaxing getaway.
  • Villas: These luxurious properties provide spacious living and upscale amenities, perfect for those seeking a lavish experience.**

Top attractions in and around Willow Glen

Willow Glen, San Jose, offers a fantastic vacation experience for families and business travelers alike. Visitors can explore a variety of attractions, including medical centers, urban parks, and business headquarters. The area caters to those seeking family-friendly activities, cultural experiences, and outdoor adventures, making it an ideal destination for a memorable getaway.

  • eBay Inc. Headquarters: Located in the heart of Willow Glen, this business hub embodies innovation and technology. Visitors can appreciate the modern architecture and vibrant atmosphere that reflects eBay's entrepreneurial spirit.
  • Winchester Mystery House: A fascinating historic mansion just 3 miles away, known for its architectural curiosities and mysterious design. Guided tours reveal intriguing stories and the unique vision of its enigmatic owner, Sarah Winchester.
  • California's Great America: An exciting amusement park located 8 miles from Willow Glen, featuring thrilling rides, entertaining shows, and family-friendly attractions, perfect for a day of outdoor fun and adventure.

Things to do recommended for couples

For a romantic getaway in Willow Glen, visit Algonquin Dog Park, just 8 miles away. Enjoy the luxury vibes in this countryPrivateClub, perfect for couples seeking a serene escape. Stroll hand-in-hand and soak in the beautiful surroundings for an unforgettable experience.

Things to do recommended for families

Families will love exploring the enchanting gardens at the Municipal Rose Garden, enjoying hands-on exhibits at the Children's Discovery Museum, or having fun at the nearby Happy Hollow Park & Zoo. Each spot offers memorable experiences for kids and parents alike in the charming Willow Glen area.

Things to do recommended for groups

Explore the charming boutiques and cafes along Lincoln Avenue, or enjoy a scenic picnic at the beautiful Willow Street Park. For a fun group outing, consider a wine tasting tour at nearby Santa Cruz mountains wineries or participate in a cooking class featuring local cuisine.

*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

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, be sure to prioritize the right features in your search. Here are some helpful Vrbo booking tips for you.

  • Traveling to Willow Glen with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Willow Glen with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Willow Glen: For many families, a vacation isn't truly special without their furry companion by their side. If you can relate, be sure to explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Willow Glen: If you're searching for vacation rentals that offer great deals for stays of a month or longer, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities 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, California, offers an inviting blend of family-friendly activities and urban experiences. Nestled near Silicon Valley, visitors can explore the lively streets filled with friendly people and rich history. Don't miss the nearby Lincoln Glen for a taste of local culture. Whether you're on a family vacation or a business trip, Willow Glen is the perfect destination to enjoy a vibrant atmosphere and discover the heart of the Bay Area.

  • San Jose: As the largest city in Silicon Valley, San Jose is a vibrant hub for both family and business travelers. The city boasts a rich cultural scene, with attractions like the SAP Center for arena entertainment and bustling shopping malls. Visitors can explore local landmarks such as the Levi's Stadium, which hosts major sports events, or the San Jose Convention Center, ideal for business conferences. The diverse dining options and numerous parks make San Jose a perfect place for family outings and urban exploration.
  • Santa Clara: Located just 5 miles from Willow Glen, Santa Clara is known for its family-friendly atmosphere and sports enthusiasm. The city is home to the thrilling California's Great America amusement park, providing fun for all ages. With a variety of shopping venues and educational attractions, Santa Clara caters to both leisure and business visitors alike. Don't miss the Levi's Stadium, where you can catch exciting football games or concerts, and the convention center that regularly hosts events and expos.
  • Campbell: Situated 3 miles from Willow Glen, Campbell is a charming city that offers a blend of family activities and business opportunities. Known for its vibrant downtown area, visitors can enjoy shopping at local boutiques and dining at quaint restaurants. The city also features attractions like the nearby theme park and sports stadium, perfect for a day of fun. With its friendly atmosphere and community events, Campbell is an ideal destination for those seeking a relaxed urban experience.

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

Are you hoping to save on your next adventure? Being flexible with your travel dates can help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy way to plan your trips, allowing you to start fresh, continue from where you paused, or neatly arrange your travel plans. You can see the properties you’ve saved or reserved organized into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, please 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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