Winnetka holiday homes

We found 84 holiday rentals — enter your dates for availability

Discover a selection of 18 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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)
  • CBS 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)
  • PALISADES PARK (11.6 mi / 18.7 km)
  • Will Rogers State Beach (11.9 mi / 19.2 km)
  • Carbon Beach (12.6 mi / 20.3 km)
  • Santa Monica Mountains National Recreation Area (13.5 mi / 21.7 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 most popular type of holiday home accommodation in Winnetka?
The most popular types of holiday homes in Winnetka are houses. Hoping for something different? Bookabach offers a variety of options to match our guests’ needs, so you’ll see holiday properties in all shapes and sizes, and for all budgets. The ideal fit is waiting for you — discover yours today.
How much does it cost to rent a holiday home in Winnetka?
The average price for a holiday home in Winnetka is based on several factors, such as property type, length of stay and time of year. Whether you’re thinking about a sprawling villa with lots of space or a quaint cottage ideal for just you and the kids, just enter your dates of travel to view stays with terrific value.
How much does it cost to rent a beach house in Winnetka?
The average price for a holiday home close to the beach in Winnetka depends on when you’re visiting the area and the size and style of property you want. You can easily find prices on Bookabach by entering your destination and travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Winnetka?
Pack a tug toy and treats for your pooch because Winnetka has 20 holiday homes that roll out the welcome mat to doggie guests. Let your furriest friend get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your dates then check our “Pets allowed” filter box.
Can I rent a house with a pool in Winnetka?
Add another level of fun to your holiday by staying in one of the 13 houses with a private pool in Winnetka. Use our handy search filter to find the kind of property you want on Bookabach, and then spend your days splishing and splashing in a swimming pool that’s for your exclusive use.
What are popular home amenities in Winnetka?
A barbecue grill, ski-in/ski-out facilities and a firepit head the list of most popular home amenities in Winnetka. Whether you plan to travel solo, with your sweetheart or a group of friends, Bookabach can help you find a holiday home that fits your tastes with a load of extras you’ll love.
Are there large group holiday homes in Winnetka?
You can choose from two holiday homes in Winnetka that can accommodate a group of 10 or more people. Whether you’re planning a holiday with extended family or an event like an anniversary, there’s plenty of space to get your group together under the same roof.
Are there holiday homes in Winnetka that welcome kids?
With 20 family-friendly holiday properties available in Winnetka, now is a superb time to introduce the little ones to the pleasures of travel. Simply check our “Properties good for families” filter to find stays that feature conveniences perfect for families on the move, like full kitchens, patios, hot tubs and entertainment areas.
What are the top attractions for families in Winnetka?
There’s a ton of fabulous things to do and see with the family in Winnetka, such as:

  • Sherman Oaks Castle Park
  • Canoga-Owensmouth Historical Museum
  • Skirball Cultural Centre

Are there one-bedroom holiday homes in Winnetka?
There are five one-bedroom properties in Winnetka to pick from. A one-bedroom holiday home is a great option if it’s only two of you or if you’re holidaying solo. Throw in more convenience, privacy and space than a regular hotel, and you’ll be sure to have an unforgettable break.
Are there holiday homes with WiFi in Winnetka?
Whether you want to keep up with the latest news, check emails or update your social media accounts, there are 10 holiday homes with WiFi in Winnetka. Check the “WiFi” box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Winnetka?
Work out your travel dates and then make use of the filters to search for holiday homes with ac in Winnetka on Bookabach. With 19 air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday home in Winnetka?
Age restrictions can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in Winnetka you’re interested in. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Winnetka for?
The amount of time you can stay in a Winnetka holiday home for is down to the property. Simply enter your travel dates to view options that offer extended stays. They feature all you require to make your extended getaway more enjoyable like kitchens and laundries. Some holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.

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