Winnetka vacation rentals

We found 82 vacation rentals — enter your dates for availability

Discover a selection of 17 homes and other vacation rentals in Winnetka that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Find out more about Winnetka

Why visit Winnetka

  • Family-Friendly Attractions: Winnetka offers various activities for families, from parks to local events.
  • Vibrant Local Scene: Experience the lively culture and friendly atmosphere of the neighborhood.
  • Proximity to Los Angeles: Enjoy easy access to the entertainment and attractions of nearby Los Angeles.
  • Charming Accommodations: Choose from a range of vacation rentals, including cozy homes and modern condos.
  • Outdoor Activities: Explore urban parks and serene spaces perfect for relaxation and recreation.

Popular types of accommodation in Winnetka

If you're exploring vacation rentals in Winnetka, you'll find a variety of options to suit your needs. Our most popular accommodations include charming houses, comfortable apartments, and modern condos. Whether you're looking for spacious house rentals, cozy single-bedroom options, or a selection of houses available for your stay, we've got you covered. Discover the perfect home away from home in Winnetka.

  • Houses: The top choice for visitors, these spacious accommodations provide a home-like atmosphere, ideal for families and groups.
  • Apartments: A popular option for solo travelers and couples, offering comfort and convenience in various locations.
  • Condos: These modern units combine the amenities of home with resort-style living, perfect for short or extended stays.
  • Cottages: Quaint and charming, these cozy retreats are perfect for those seeking a peaceful getaway.
  • Villas: Luxurious and spacious, villas offer upscale living for travelers looking to indulge during their stay.**

Top attractions near Winnetka

Winnetka, California, is perfect for family-friendly and entertainment-themed vacations. With attractions like beaches, streets, and urban parks, visitors can enjoy a variety of activities that cater to culture, outdoor experiences, and family fun. Whether you're exploring the vibrant local scene or relaxing in nature, Winnetka offers something for everyone to enjoy during their stay.

  • Universal Studios Hollywood: Experience the magic of movies at this iconic theme park, featuring thrilling rides, live shows, and immersive attractions based on popular films. Perfect for families, it's a day filled with fun and entertainment just 13 miles away from Winnetka.
  • Candy Cane Lane: This charming holiday exhibit, located 2 miles from Winnetka, transforms the neighborhood into a winter wonderland with stunning light displays and festive decorations, showcasing the local culture and community spirit.
  • Santa Monica Beach: A beautiful stretch of sandy shoreline 14 miles from Winnetka, Santa Monica Beach offers sun, surf, and stunning ocean views, along with a vibrant pier and a lively boardwalk atmosphere.

Things to do recommended for couples

For a romantic getaway in Winnetka, indulge in luxury at Woodland Hills Country Club, unwind at The Spa at Four Seasons, or enjoy live music at Whiskey a Go Go. Each spot offers a unique experience perfect for couples seeking romance and relaxation.

Things to do recommended for families

Your family vacation in Winnetka promises fun with visits to Woodley Park for relaxation, Corbin Recreation Center for wellness activities, and Sherman Oaks Castle Park for exciting arcade adventures. Each location offers unique experiences that cater to families looking to create lasting memories together.

Things to do recommended for groups

Explore the vibrant Westfield Topanga for shopping and entertainment, just 2 miles from Winnetka. Catch a show at the Valley Performing Arts Center, 3 miles away, for a taste of local culture. For adventure seekers, The Met Warner Center, also 3 miles away, offers thrilling activities.

*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 in Winnetka

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Winnetka with a group: Think about how many bedrooms you'll require, as well as any specific amenities like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these features and more on Vrbo.
  • Traveling to Winnetka with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with providing 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 Winnetka: For many, a family vacation wouldn’t be the same without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winnetka: If you're in search of vacation rentals that offer discounts for month-long stays, 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 spacious kitchen, or a private pool in your search criteria as well.

Where to stay in Winnetka

Winnetka, California, offers a delightful blend of family-friendly attractions and serene neighborhoods, making it an ideal vacation spot. Explore the vibrant atmosphere of nearby Los Angeles for entertainment, while enjoying the friendly vibe of Winnetka itself. Discover charming family homes and immerse yourself in the local culture, where business and leisure come together. Whether you’re seeking relaxation or adventure, this area promises a memorable experience for every traveler.

  • Los Angeles: As a sprawling metropolis, Los Angeles is a vibrant hub of culture, entertainment, and family-friendly activities. Located adjacent to Winnetka, this iconic city offers a plethora of attractions that cater to every interest. Visitors can experience the thrill of world-renowned theme parks, iconic landmarks, and famous film studios. The local entertainment scene is alive with arena shows and theatrical performances, providing endless options for fun. With its diverse neighborhoods and cultural offerings, Los Angeles promises an unforgettable travel experience.
  • Reseda: Just 2 miles from Winnetka, Reseda is a charming city that captures the essence of family-oriented fun and urban exploration. This neighborhood is home to various shopping centers, making it a perfect destination for those who enjoy retail therapy. Additionally, Reseda offers educational facilities and proximity to beautiful beaches and theme parks, ensuring that visitors have plenty to do. The welcoming atmosphere and local attractions make it an excellent spot for families and entertainment seekers alike.
  • Warner Center: Located 2 miles away from Winnetka, Warner Center is a bustling neighborhood known for its modern shopping centers and vibrant lifestyle. Families and entertainment enthusiasts will find plenty of activities, including educational venues and a variety of dining options. The area is also close to major theme parks and film studios, providing opportunities for adventure and exploration. With its blend of urban amenities and attractions, Warner Center is an ideal destination for those looking to enjoy a lively city experience.

Best time to go to Winnetka

If you're planning a trip to Winnetka, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January54.1°F (12.3°C)Light RainSunnyAverageSlightly Low
February54.7°F (12.6°C)Light RainSunnyAverageSlightly Low
March57.2°F (14.0°C)Light RainSunnyAverageAverage
April61.7°F (16.5°C)No Rain (Dry)SunnySlightly HighAverage
May65.1°F (18.4°C)No Rain (Dry)SunnyAverageAverage
June70.7°F (21.5°C)No Rain (Dry)SunnySlightly HighAverage
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August77.2°F (25.1°C)No Rain (Dry)SunnyAverageSlightly High
September75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
October68.5°F (20.3°C)No Rain (Dry)SunnySlightly LowSlightly Low
November60.4°F (15.8°C)No Rain (Dry)SunnySlightly LowAverage
December53.6°F (12.0°C)Light RainSunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Planning your next getaway and want to save some money? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, be sure to take advantage of our filters, which allow you to sort by price, location, and type of vacation rental. We're here to help you find the perfect spot for your trip.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform to help you plan new adventures, keep your travel arrangements on track, and manage your bookings effectively. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The friendly area of Winnetka awaits your stay

Enjoy the entertainment and other features of Winnetka. This welcoming city allures visitors with its shopping and restaurants. Universal Studios Hollywood and Six Flags Magic Mountain are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Winnetka

Do you want to find top things to see and do in the area? Venture out of your vacation home and check out everything that Winnetka has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 an outdoor enthusiast or just want to appreciate the scenery, Winnetka is a great spot to appreciate mother nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Santa Monica Beach (13.8 mi / 22.2 km)
  • Venice Beach (16.1 mi / 26 km)
  • Topanga State Beach (11.5 mi / 18.6 km)
  • Carbon Beach (12.6 mi / 20.3 km)
  • Surfrider Beach (13.4 mi / 21.6 km)
  • Palisades Park (13.5 mi / 21.7 km)

Traveling to and around Winnetka

The nearest airport is in Van Nuys, CA (VNY), located 5.1 mi (8.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Hollywood Burbank Airport (BUR), which is 12.6 mi (20.2 km) away.

Frequently asked questions

What is the best area to stay in Winnetka, California, United States of America when booking a vacation rental?
When considering a vacation rental in Winnetka, California, the neighborhood offers a delightful mix of charm and accessibility. A particularly appealing area to stay in is near the local parks, where you can enjoy the natural beauty and recreational opportunities. The nearby parks, such as the expansive and well-maintained community park, provide a great spot for outdoor activities like picnicking, walking, and sports.

Another attractive aspect of staying in this neighborhood is its proximity to local dining options and shopping centers, which feature a variety of cuisines and unique shops. Additionally, the area is conveniently located for easy access to attractions in the broader San Fernando Valley, making it a great base for exploring nearby attractions such as the iconic theme parks and cultural sites.

Though specific property numbers can fluctuate, the area typically has a healthy selection of vacation rentals, from cozy homes to larger accommodations, ensuring that visitors can find something that suits their needs.
How much does it cost to rent a vacation home in Winnetka?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winnetka 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 Winnetka vacation house rentals?
You can find great discounts on house rentals in Winnetka 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.
Where are the best areas for renting a beach house in Winnetka?
For renting a beach house in Winnetka, travelers should explore the picturesque coastal neighborhoods that line the shores of the Pacific Ocean. The area around the beautiful beaches of the North Shore offers a variety of vacation rentals, many of which provide direct beach access and stunning ocean views. Properties in this vicinity typically come with amenities such as spacious outdoor decks, private patios, and fully equipped kitchens, making them great for families or groups looking to enjoy a seaside getaway.

The beaches in Winnetka, particularly near the historic Malibu Lagoon State Beach, allow for sunbathing, swimming, and beachcombing. Rentals here often feature additional conveniences like outdoor grills, fire pits for evening gatherings, and easy access to local dining options and shops.

In addition, the nearby scenic hiking trails of the Santa Monica Mountains provide a wonderful opportunity for outdoor enthusiasts. Many beach houses in the area offer amenities such as surfboards or beach gear for guests, enhancing the overall vacation experience.
What is the most popular type of vacation rental accomodation in Winnetka?
In Winnetka, vacation houses are the most popular type of rental, with approximately 17 available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many properties also include outdoor spaces such as gardens or patios for relaxing in the California sunshine. There are also several apartments in the area, offering a more compact option for travelers seeking a home-like environment.
Are there any family house rentals in Winnetka?
In Winnetka, California, there are several family-friendly house rentals available, making it a great choice for those traveling with children. The neighborhood offers spacious homes that typically include multiple bedrooms and large living areas, great for accommodating families comfortably. Many of these properties come equipped with modern kitchens for preparing meals and outdoor spaces where kids can enjoy some playtime.

Additionally, visitors will appreciate the convenience of nearby parks and recreational facilities. Local attractions include the nearby Valley Village Park, featuring playgrounds and picnic areas, as well as easy access to shopping and dining options.
Can I rent a vacation home with a pool or hot tub in Winnetka?
In Winnetka, California, there are several vacation homes available for rent that feature pools and hot tubs. This suburban area offers a variety of properties, primarily in residential neighborhoods that provide a peaceful atmosphere while still being conveniently located near local amenities. Travelers can expect many of these rentals to include features like private outdoor pools, relaxing hot tubs, spacious backyards, and well-equipped kitchens, creating an ideal environment for families or groups looking to enjoy both relaxation and fun. Additionally, the properties may have outdoor seating areas for barbecues or lounging by the pool, making them great for sunny California days. Find your rental in Winnetka with a pool or a hot tub.
Can I find long-stay vacation rentals in Winnetka?
A long-stay vacation rental in Winnetka 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 pet-friendly house rentals in Winnetka?
In Winnetka, there are several pet-friendly house rentals available, with a total of 13 options for travelers seeking accommodations that welcome pets. Many of these rentals feature spacious backyards, allowing pets to enjoy the outdoors comfortably. Inside, guests can expect amenities such as modern kitchens, cozy living areas, and laundry facilities, making them ideal for longer stays or families traveling with pets.

The neighborhood itself is a quiet suburban area, providing easy access to local parks where pets can be exercised. Nearby, the scenic Chatsworth Park South offers trails and green spaces for walks, making it a great spot for pet owners to enjoy the outdoors with their furry friends.
Are there any remote work vacation rentals in Winnetka?
In Winnetka, California, travelers seeking remote work vacation rentals have several options available, with around 14 properties offering suitable amenities for a productive stay. Many of these rentals are equipped with free Wi-Fi and dedicated workspaces, including desks and comfortable chairs, ensuring that guests can work efficiently while enjoying their time away from home.

The area itself is a quiet suburban neighborhood, providing a peaceful environment conducive to both work and relaxation. Visitors can find nearby parks and local shops to explore during breaks, adding to the overall experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winnetka vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Winnetka 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.
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 travelers who wish to bring their furry companions along. Additionally, service animals are permitted, ensuring accessibility for all guests. Travelers can also expect amenities like coffee and tea makers for a convenient morning routine, as well as onsite parking for easy access to their rental.
When is the best time to visit Winnetka for a vacation rental?
The peak season for visiting Winnetka is from May to July, with July being the most popular month for travelers. This vibrant time of year attracts travelers, drawn to the warm California sunshine and the myriad of outdoor activities available. Expect to enjoy pleasant temperatures, typically ranging from the mid-60s to the low 80s Fahrenheit, superb for exploring local parks, hiking trails, and nearby beaches.

During this peak period, the community comes alive with events and festivals, providing ample opportunities for fun and engagement. Visitors can partake in outdoor concerts, farmers' markets, and other local happenings, making it an ideal time for those who thrive in lively environments.

For travelers looking to save a bit while still experiencing the charm of Winnetka, consider planning your visit in November. This month offers a quieter atmosphere, allowing for a more relaxed exploration of the area's attractions, such as the picturesque parks and unique local dining options. The mild weather and fewer crowds create a comfortable setting for leisurely strolls and sightseeing.

Ultimately, the best time to book a vacation rental in Winnetka will depend on your preferences—whether you want to dive into the bustling summer activities or enjoy a more peaceful experience in the fall.
How early should I book a Winnetka vacation rental?
Book your Winnetka 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 Winnetka, California, United States of America?
In Winnetka, California, visitors can enjoy a variety of attractions that highlight the charm of the San Fernando Valley. One of the main draws is the scenic Winnetka Park, which offers playgrounds, picnic areas, and walking trails, making it a popular spot for families and outdoor enthusiasts. The nearby Westfield Topanga & The Village provides a vibrant shopping and dining experience, with a mix of high-end retailers and casual eateries, great for a day of leisure.

For those interested in nature, the nearby Chatsworth Nature Preserve offers hiking trails and opportunities to explore the area's natural beauty. The historic Old Trapper's Lodge is also a noteworthy site, providing a glimpse into the region's past and a unique dining experience amidst rustic surroundings.
Can I change or cancel my Winnetka home rental booking on Vrbo?
To find Winnetka 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 Winnetka 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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