Willow Glen holiday rentals

We found 325 holiday rentals — enter your dates for availability
Select from 50 homes, 12 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.

Holiday rentals with weekly discounts – Willow Glen

Showing deals for:18 Dec - 25 Dec

Interior
Pool
Terrace/patio
Living area
Exceptional
(8 reviews)

Railway Getaway

San Jose

8% off
AU$2,567
for 7 nights, 1 home
AU$367 per night
includes taxes & fees
Railway Getaway
Kitchen
Living room
Room
Living area
Exceptional
(29 reviews)

Bright modern home near Santana Row, Apple

Santa Clara

8% off
AU$4,240
for 7 nights, 1 home
AU$606 per night
includes taxes & fees
Bright modern home near Santana Row, Apple
Dining
Outdoor dining
Private kitchen
Living area
Exceptional
(25 reviews)

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

Santa Clara

8% off
AU$5,644
for 7 nights, 1 home
AU$806 per night
includes taxes & fees
3M's Luxury Home with fast wifi and private garden near Santana Row
Room
Terrace/patio
Interior
Private kitchen
Excellent
(25 reviews)

Serene Guest Suite w/ Private Bath and Kitchenette

San Jose

11% off
AU$826
for 7 nights, 1 home
AU$118 per night
includes taxes & fees
Serene Guest Suite w/ Private Bath and Kitchenette
Living area
Interior
Terrace/patio
Children’s area
Wonderful
(16 reviews)

Willow Glen Hideaway - Charming Cottage with Hot Tub

San Jose

8% off
AU$1,611
for 7 nights, 1 apartment
AU$230 per night
includes taxes & fees
Willow Glen Hideaway - Charming Cottage with Hot Tub
Exterior detail
Living area
Living area
Exterior detail
Exceptional
(6 reviews)

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

San Jose

12% off
AU$3,607
for 7 nights, 1 apartment
AU$515 per night
includes taxes & fees
Charming 2-bedroom Loft on Santana Row with WiFi, AC

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Why visit Willow Glen

  • Charming Streets: Wander along tree-lined streets featuring historic architecture and a friendly community atmosphere.
  • Quaint Shops and Cafés: Discover delightful boutique shops and local eateries that offer a taste of Willow Glen's unique charm.
  • Urban Parks: Enjoy outdoor leisure in local parks that provide a serene setting for relaxation and family activities.
  • Rich Cultural Heritage: Explore the area's history through its preserved buildings and cultural landmarks.
  • Variety of Accommodations: Choose from a range of lodging options, ensuring a comfortable stay tailored to your preferences.

Popular types of accommodation around Willow Glen

Welcome to Willow Glen, a charming neighbourhood in San Jose, California, where tree-lined streets and historic architecture create a picturesque backdrop for your holiday. Explore local parks, boutique shops, and delightful eateries, all while enjoying the warm community atmosphere. Whether you prefer a private holiday home, a modern condo, or a cosy apartment, Willow Glen offers a variety of accommodation options to suit your needs, ensuring a memorable stay in this enchanting locale.

  • Private Holiday Homes: These standalone residences offer a home-like atmosphere, perfect for families or groups seeking comfort and privacy during their stay.
  • Condos: Ideal for those who enjoy shared amenities, condos provide a blend of community living and personal space, often featuring modern conveniences.
  • Apartments: These self-contained units are great for couples or solo travellers, offering flexibility and easy access to local attractions.
  • Cottages: Charming and often nestled in serene surroundings, cottages provide a quaint escape for those seeking a peaceful retreat.
  • Villas: For a touch of luxury, villas offer spacious living areas and upscale amenities, perfect for an indulgent holiday experience.**

Top attractions near Willow Glen

Willow Glen in San Jose is a charming neighbourhood offering a blend of urban parks, historic houses and museums, making it ideal for family, business and city-themed getaways. Rich in culture and outdoor experiences, this area is perfect for travellers seeking a mix of history and leisure. Discover the local attractions that make Willow Glen a delightful destination for a memorable visit.

  • Winchester Mystery House: Experience the mystique of this historic house, renowned for its peculiar design and rich cultural vibes, only 5km from the heart of Willow Glen.
  • Silicon Valley: Embrace the spirit of adventure in this valley, offering exhilarating outdoor experiences just 3km away from Willow Glen’s charming streets.
  • San Jose Municipal Rose Garden: Delight in the beauty of this outdoor family-friendly flower garden, located 5km from the inviting community of Willow Glen.

Things to do recommended for couples

Seeking a romantic getaway in Willow Glen? Explore the picturesque neighbourhood on foot, hand in hand, and enjoy a candlelit dinner at a charming local restaurant. Don't miss a leisurely stroll through the beautiful gardens at nearby Municipal Rose Garden, perfect for a couple's escape.

Things to do recommended for families

Families visiting Willow Glen can enjoy a delightful day at the nearby Happy Hollow Park & Zoo, where children can explore animal exhibits and play areas. Additionally, the Children’s Discovery Museum of San Jose offers engaging, hands-on experiences that spark curiosity and creativity in young minds.

Things to do recommended for groups

Explore Willow Glen's local charm with your group by strolling through its boutique-lined streets, relishing vibrant arts at local galleries, and enjoying alfresco dining at cosy bistros. Delve into community history and experience the spirit of San Jose in a uniquely Californian setting.

*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

Whether you're journeying with a group, travelling as a family, accompanied by your pets, or seeking an extended stay, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Willow Glen with a group: Consider the number of bedrooms required, along with features like a fully equipped kitchen or outdoor area ideal for a group gathering. Fortunately, Stayz allows you to refine your search to include all of these, and more.
  • Traveling to Willow Glen with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Willow Glen: For some, a family holiday isn’t complete without the inclusion of their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Many pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels right 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 place. 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 criteria as well.

Where to stay near Willow Glen

Willow Glen offers a charming urban retreat with its family-friendly streets and historical allure. Stroll along Willow Glen Road to enjoy quaint shops, delightful cafes, and views that capture the essence of outdoor living. The neighbourhood’s wide vistas and relaxed atmosphere make it ideal for those seeking a blend of business and leisure experiences, all within a distinctive, friendly community.

  • San Jose: Nestled in the heart of Silicon Valley, San Jose offers a dynamic blend of urban sophistication and vibrant family-friendly attractions. Its central location places Willow Glen within easy reach, making it an ideal base for those interested in a city-themed or business-focused holiday. Enjoy a variety of entertainment options including an arena entertainment facility and vast shopping centres. Local attractions such as a sports facility stadium, convention centre and event conference venue provide a rich tapestry of experiences, ensuring a memorable visit for all travellers.
  • Santa Clara: Just a short journey from Willow Glen, Santa Clara beckons with its inviting mix of family, sports and business themes. This city is celebrated for its engaging amusement park and diverse shopping options, alongside educational attractions that enrich the travel experience. Wander through areas close to a sports facility stadium, theme park and convention centre, each offering unique cultural and recreational highlights, making Santa Clara a compelling destination for those seeking both excitement and relaxation.
  • Campbell: Located near Willow Glen, Campbell offers a cosy, urban retreat ideal for families and business travellers alike. The city is known for its accessible shopping centres and amusement park, providing a blend of city-themed and family-oriented experiences. With attractions such as a theme park, sports facility stadium and event conference venue in close proximity, Campbell promises an engaging and versatile travel experience, perfect for those wishing to explore the local urban character and vibrant community life.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a user-friendly platform for you to plan new journeys, resume your previous arrangements, or manage your travel itinerary. Here, you'll discover the properties you’ve saved or booked, conveniently organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring the benefits of Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

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.
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.
Are all fees included in the Willow Glen holiday homes prices shown on Stayz?
Stayz 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.
Are there any Willow Glen holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 any discounts for Willow Glen holiday homes?
You can find great discounts on holiday homes in Willow Glen on Stayz, 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.
Can I change or cancel my Willow Glen holiday home booking on Stayz?
To find Willow Glen holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Willow Glen?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Willow Glen holiday home?
Book your Willow Glen holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Willow Glen?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Willow Glen to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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