Winnetka holiday rentals

We found 88 holiday rentals — enter your dates for availability
Discover a selection of 17 homes and other holiday rentals in Winnetka that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
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The friendly area of Winnetka awaits your stay

Enjoy the entertainment and other features of Winnetka. This welcoming city attracts visitors thanks to its shopping and restaurants. Universal Studios Hollywood and Santa Monica Beach are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Winnetka

Are you searching for top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Winnetka a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Universal Studios Hollywood (13.4 mi / 21.5 km)
  • Six Flags Magic Mountain (15.1 mi / 24.4 km)
  • Candy Cane Lane (1.8 mi / 2.9 km)
  • Radford Studio Center (11.2 mi / 18 km)
  • Riviera Country Club (11.5 mi / 18.5 km)
  • The Wizarding World of Harry Potter™ (13.4 mi / 21.6 km)

Exploring the natural features in Winnetka

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Winnetka. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Santa Monica Beach (13.8 mi / 22.2 km)
  • Venice Beach (16.1 mi / 26 km)
  • Woodley Park (5.5 mi / 8.8 km)
  • Topanga State Beach (11.5 mi / 18.6 km)
  • Palisades Recreation Center (11.6 mi / 18.7 km)
  • Will Rogers State Beach (11.9 mi / 19.2 km)

Travelling to and around Winnetka

The nearest airport is in Van Nuys, CA (VNY), located 5.1 mi (8.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Burbank, CA (BUR-Hollywood Burbank), which is 12.6 mi (20.2 km) away.

Frequently asked questions

What is the best area to stay in Winnetka when booking a holiday rental?
When considering the best area to stay in Winnetka, California, you'll find that the neighbourhood offers a pleasant mix of residential charm and accessibility to local attractions. One of the standout areas is near the vibrant community parks, such as the lovely Winnetka Park, which provides ample green space for relaxation and recreation. This area is also conveniently located near various dining options and shops, giving you a taste of local life.Another appealing aspect of staying in this neighbourhood is its proximity to the iconic California State University, Northridge, which not only adds a youthful vibe but also features a beautiful campus that can be enjoyed during your visit. Winnetka is known for its diverse selection of rental properties, suiting families, couples, and solo travellers alike. With a variety of choices available, you can easily find a comfortable and welcoming place to call home during your holiday.
Where are the best areas for renting a beach house in Winnetka?
For renting a beach house in Winnetka, California, the area along the beachfront offers a variety of appealing options. The neighbourhood near the scenic beach parks, such as the one adjacent to the picturesque Malibu Lagoon State Beach, is particularly popular. Many beach houses in this region feature amenities like spacious decks with ocean views, outdoor grilling areas, and well-equipped kitchens, making them great for families or groups looking to enjoy a quintessential Californian beach experience.Additionally, properties in the vicinity of the charming downtown area may provide easy access to local shops and dining, enhancing the overall holiday experience. Many rentals in this area come with comfortable living spaces and modern furnishings, often including amenities like Wi-Fi and laundry facilities for added convenience.For those who enjoy outdoor activities, the nearby beaches also offer opportunities for water sports, sunbathing, and leisurely strolls along the shore.
What is the most popular type of holiday rental accomodation in Winnetka?
In Winnetka, holiday houses are the most popular type of holiday rental, with around 51 available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. Many also come with outdoor spaces, such as gardens or patios, great for enjoying California's pleasant weather.
Are there any family house rentals in Winnetka?
In Winnetka, California, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This suburb boasts spacious properties that often include multiple bedrooms and ample living areas, superb for family gatherings. Many homes come equipped with full kitchens, enabling easy meal preparations, and outdoor spaces where kids can play and families can relax.Visitors will appreciate the nearby parks and recreational facilities, with options for picnicking, sports, and outdoor activities. Local attractions such as the nearby Chatsworth Nature Preserve and the scenic hiking trails offer additional opportunities for family outings.
Can I rent a holiday home with a pool or hot tub in Winnetka?
In Winnetka, California, there are several holiday homes available for rent that come with pools or hot tubs, offering a great way to relax and enjoy the sunny weather. This suburban neighbourhood features a mix of charming residential streets, providing a peaceful setting for families or groups.Travellers can expect amenities such as private swimming pools, hot tubs, spacious backyards for outdoor activities, and fully equipped kitchens, superb for preparing meals. Many properties also offer comfortable living spaces, air conditioning, and sometimes even barbecue facilities, making them ideal for entertaining or unwinding after a day of exploring the local area.
Are there pet-friendly house rentals in Winnetka?
In Winnetka, California, there are several pet-friendly house rentals available, providing a range of options for travellers with pets. Many of these homes offer amenities such as spacious backyards, superb for pets to roam and play, as well as fully equipped kitchens and comfortable living areas for a relaxing stay.The neighbourhood itself is known for its family-friendly atmosphere and proximity to parks. Nearby, the serene Winnetka Park features open green spaces and walking paths, making it an ideal spot for leisurely strolls with pets. Additionally, the local community is welcoming to pets, with various pet-friendly cafes and shops enhancing the overall experience for visitors travelling with their furry companions.
Are there any remote work holiday rentals in Winnetka?
In Winnetka, California, there are numerous remote work-friendly holiday rentals available, with around 42 options for travellers seeking a conducive environment for working remotely. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks, ensuring that guests can maintain productivity during their stay.The area boasts a friendly suburban atmosphere, making it ideal for those who wish to balance work and leisure. Local parks and recreational facilities provide opportunities for relaxation and exercise, while nearby shopping centres offer convenient access to dining and essentials. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Winnetka?
In Winnetka, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals comfortably. Many properties are pet-friendly, accommodating furry companions, and service animals are also welcome. Additionally, rentals often feature coffee and tea makers for those who enjoy a warm beverage at any time. Onsite parking is another convenient amenity that guests can expect, making it easier to explore the surrounding area without the hassle of street parking.
When is the best time to visit Winnetka for a holiday rental?
The best time to visit Winnetka for a holiday rental is during the peak season from May to July, with July being particularly popular among travellers. This vibrant period attracts families and adventure seekers eager to enjoy sunny California weather, great for outdoor activities and local attractions.During these summer months, visitors can bask in warm temperatures, typically ranging from 20 to 30 degrees Celsius, making it ideal for exploring nearby beaches, parks, and hiking trails. The lively option during this time is enhanced by community events and festivals, providing ample opportunities for fun and entertainment.If you're looking for a more budget-friendly option, consider visiting in November. While it's outside the main tourist season, you can still enjoy the pleasant Californian climate and explore the area at a more leisurely pace, allowing for a more intimate experience without the crowds.Ultimately, your choice of when to visit Winnetka will depend on whether you prefer the bustling energy of summer or the serene charm of the quieter shoulder months.
What are the top attractions in Winnetka?
In Winnetka, California, visitors can enjoy a variety of attractions that highlight the area's charm. The neighbourhood is home to the serene Winnetka Park, which features playgrounds, picnic areas, and walking paths, making it a great spot for families and outdoor enthusiasts. Nearby, the Los Angeles River offers scenic walking and biking trails, providing a peaceful escape in nature.For those interested in shopping and dining, the vibrant local shops and eateries along Sherman Way offer a taste of the community's flavour. The nearby Westfield Topanga & The Village in Canoga Park features a range of retail options, dining experiences, and entertainment, all within a short drive.Additionally, the area's proximity to the Santa Monica Mountains allows for easy access to hiking trails and stunning views, great for those seeking outdoor adventures.
Are all fees included in the Winnetka 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 Winnetka holiday homes with parking?
Stayz offers a wide selection of holiday homes in Winnetka 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 Winnetka holiday homes?
You can find great discounts on holiday homes in Winnetka 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 Winnetka holiday home booking on Stayz?
To find Winnetka 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 Winnetka?
A long-stay holiday home in Winnetka 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 Winnetka holiday home?
Book your Winnetka 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 Winnetka?
Prices for holiday homes in Winnetka 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 Winnetka 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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