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Winnetka Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Winnetka vacation rentals

Dining

Relaxing Getaway w/ Game Room, Pickleball & More

Relaxing Getaway w/ Game Room, Pickleball & More
Canoga Park
10.0 out of 10, Exceptional, (5 reviews)
"Nice place, great amenities with the game room. Teens loved it, clean and great home. "
United States
Amberly H.
$637 nightly
The price is $715
Jul 23 - Jul 24
Total with taxes and fees
Relaxing Getaway w/ Game Room, Pickleball & More
Interior

Topanga Creative Suite + Private Trails & Creeks

Topanga Creative Suite + Private Trails & Creeks
Topanga
8.8 out of 10, Excellent, (10 reviews)
"This place was great.The host was friendly, there was even a welcome packet on the front table. It's very quaint comfortable and eclectic, I liked it."
United States
David H.
$145 nightly
The price is $145
Jul 19 - Jul 20
Total with taxes and fees
Topanga Creative Suite + Private Trails & Creeks
Interior

Mermaid Suite + Private Trails, Cave and Creek!

Mermaid Suite + Private Trails, Cave and Creek!
Topanga
9.0 out of 10, Wonderful, (16 reviews)
"great place"
United States
Harold
$160 nightly
The price is $160
Jul 27 - Jul 28
Total with taxes and fees
Mermaid Suite + Private Trails, Cave and Creek!
Property grounds

Mountain Retreat Japanese Tea House + Private Creek and Trails

Mountain Retreat Japanese Tea House + Private Creek and Trails
Topanga
7.2 out of 10, Good, (5 reviews)
"More of a quirky tree house accommodation, with a good enough outhouse, but nice to be near the center of Topanga. Steep, rocky driveway was OK for our small rental car."
United States
Pete
$172 nightly
The price is $172
Jul 20 - Jul 21
Total with taxes and fees
Mountain Retreat Japanese Tea House + Private Creek and Trails
Property grounds

Sky Luxury 2BDRM Suite | Deluxe Living Cali

Sky Luxury 2BDRM Suite | Deluxe Living Cali
Valencia
10.0 out of 10, Exceptional, (14 reviews)
"Great location and clean, comfortable condo. Will definitely return. Excellent communication and easy check-in and check out. Excellent place!!"
United States
Chad H.
$310 nightly
The price is $322
Jul 19 - Jul 20
Total with taxes and fees
Sky Luxury 2BDRM Suite | Deluxe Living Cali
Property grounds

Artistic Dragonfly House with deck + private creek and trails to explore!

Artistic Dragonfly House with deck + private creek and trails to explore!
Topanga
9.8 out of 10, Exceptional, (7 reviews)
"This is a wonderful spot to stay! It’s beautiful and comfortable and the location feels like a haven of nature near the bustle of the beach and big city. "
United States
Jenifer
$194 nightly
The price is $194
Aug 9 - Aug 10
Total with taxes and fees
Artistic Dragonfly House with deck + private creek and trails to explore!
Exterior

Beautiful 1972 Classic Airstream in Santa Monica Mountains

Beautiful 1972 Classic Airstream in Santa Monica Mountains
Thousand Oaks
9.0 out of 10, Wonderful, (39 reviews)
"Beautifully wondrous .. the host were amazing the entire grounds are amazing .. very authentic 1800 ranch .. beautiful evening views sitting out on the porch area there’s a barbecue pit picnic table evening time is just a vibe the ambience was interstellar.. beautiful airstream me and my fur baby had a wonderful time most definitely will rebook"
United States
Gina M.
$198 nightly
The price is $198
Jul 20 - Jul 21
Total with taxes and fees
Beautiful 1972 Classic Airstream in Santa Monica Mountains
Coffee/tea maker, fridge, microwave, oven

Fabulous guest house just minutes away from anything you would need!

Fabulous guest house just minutes away from anything you would need!
Grandview
9.8 out of 10, Exceptional, (68 reviews)
"Lovely place close to our son. Everything we needed. Close to restaurants and shopping. We would stay there again. "
United States
patty d.
$241 nightly
The price is $259
Jul 20 - Jul 21
Total with taxes and fees
Fabulous guest house just minutes away from anything you would need!
Pool

View Park with Private Pool

View Park with Private Pool
View Park-Windsor Hills
9.8 out of 10, Exceptional, (7 reviews)
"Pool was clean, host very helpful!"
United States
Bridget R.
$233 nightly
The price is $233
Jul 19 - Jul 20
Total with taxes and fees
View Park with Private Pool
Exterior

Modern Studio House - Fully private & 5 min to beach

Modern Studio House - Fully private & 5 min to beach
Culver - West
9.6 out of 10, Exceptional, (19 reviews)
"Nice studio. Beach is nice and close "
United States
Susana
$213 nightly
The price is $239
Jul 26 - Jul 27
Total with taxes and fees
Modern Studio House - Fully private & 5 min to beach
Beach

Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches

Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches
Westlake Village
9.4 out of 10, Exceptional, (11 reviews)
"Exceptional hosts, a beautiful space, out of a story book western. The shower/bath is one of the nicest I've been to, and the exansive views are priceless. I extended by a few days, didn't want to go anywhere, just to be and look at the hills and open sky. "
United States
Erez B.
$216 nightly
The price is $216
Jul 20 - Jul 21
Total with taxes and fees
Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches
Outdoor dining

Studio Mins to Venice Beach, Sony Studios, LAX & Vibrant Downtown Culver City

Studio Mins to Venice Beach, Sony Studios, LAX & Vibrant Downtown Culver City
Washington Culver
9.2 out of 10, Wonderful, (39 reviews)
"Great Place !"
Australia
Laetitia C.
$196 nightly
The price is $209
Jul 19 - Jul 20
Total with taxes and fees
Studio Mins to Venice Beach, Sony Studios, LAX & Vibrant Downtown Culver City
1 bedroom, desk, iron/ironing board, WiFi (free)

Charming stand alone guest house in Burbank close to universal studios

Charming stand alone guest house in Burbank close to universal studios
Burbank
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful place and very clean. Safe neighborhood with great parking and close property to a lot of shopping and restaurants. "
United States
JL M.
$247 nightly
The price is $247
Aug 12 - Aug 13
Total with taxes and fees
Charming stand alone guest house in Burbank close to universal studios
Outdoor dining

Remodeled Designer Cottage with Bicycles

Remodeled Designer Cottage with Bicycles
Carlson Park
10.0 out of 10, Exceptional, (100 reviews)
"Great stay for a couple wanting access to LA but wanting to stay somewhere outside of the city. Culver City fits the bill and feels like a small town, but it's still fairly easy to get to all the things in LA (with a car, duh). The place is in a quiet, safe, neighborhood, parking on the street is easy, and being able to walk to restaurants and shops is a plus. The Jackson Market a couple of blocks away is awesome for coffee and sandwiches and the back courtyard is gorgeous."
United States
David
$269 nightly
The price is $302
Jul 19 - Jul 20
Total with taxes and fees
Remodeled Designer Cottage with Bicycles
Smart TV, printers

Family friendly in the heart of Westlake Village! King beds, workstation,printer

Family friendly in the heart of Westlake Village! King beds, workstation,printer
Westlake Village
9.8 out of 10, Exceptional, (30 reviews)
"We enjoyed our stay during a difficult time. Would stay here again in the future. "
United States
Shannon B.
$335 nightly
The price is $349
Jul 27 - Jul 28
Total with taxes and fees
Family friendly in the heart of Westlake Village! King beds, workstation,printer
Outdoor dining

Topanga 3 bdrm/2ba mountain view home with huge deck.

Topanga 3 bdrm/2ba mountain view home with huge deck.
Sylvia Park
9.4 out of 10, Exceptional, (19 reviews)
"Such a remote, beautiful location but close to a lot!! Lots to do in the area! We loved the property! "
United States
Margaret F.
$431 nightly
The price is $431
Aug 12 - Aug 13
Total with taxes and fees
Topanga 3 bdrm/2ba mountain view home with huge deck.
Interior

Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace

Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
Newhall
9.6 out of 10, Exceptional, (5 reviews)
"This was a charming tiny house.Had all amenities,great and safe location.Close to stores resurants.Will definitely stay here again next time we are in town!"
United States
Nancy
$144 nightly
The price is $144
Jul 26 - Jul 27
Total with taxes and fees
Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
Coffee/tea maker, fridge, microwave, oven

"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite

"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
Thousand Oaks
9.8 out of 10, Exceptional, (46 reviews)
"This is our second stay. Perfect location too! "
United States
J R.
$376 nightly
The price is $376
Jul 21 - Jul 22
Total with taxes and fees
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
Interior

Spacious 3-bedroom/ 2 bath apartment in Topanga Hills with AC

Spacious 3-bedroom/ 2 bath apartment in Topanga Hills with AC
Sylvia Park
10.0 out of 10, Exceptional, (11 reviews)
"Amazing views, great amenities, comfortable beds, it was perfect!"
United States
Amanda D.
$426 nightly
The price is $426
Jul 26 - Jul 27
Total with taxes and fees
Spacious 3-bedroom/ 2 bath apartment in Topanga Hills with AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winnetka Hotel Reviews

Hotel Burbank

Hotel Burbank

10/10 Excellent
"My family and I had a great stay once again this Hotel is always a pleasant stay. The staff are great and very helpful will definitely be returning again and again."
Leticia 2-night trip
Posted 1 hour ago
Hotel Burbank

Find out more about Winnetka

Everything you need to know about Winnetka vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winnetka vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winnetka vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winnetka vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winnetka. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winnetka in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $155 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winnetka rentals

At Expedia, we put the best Winnetka vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winnetka rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winnetka vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winnetka. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Winnetka?

Yes, we have vacation rentals where you'll be only 13.4 mi (21.5 km) from Universal Studios Hollywood, offering you a secluded option if you want a quieter place to stay. Our travelers say Winnetka has a good selection of restaurants. Make sure you have time to check out the shopping and entertainment choices during your trip.

What are some of the best vacation rentals that Winnetka has to offer?

Top of the World Magical Paradise in Laurel Canyon, Hollywood Hills: This vacation home rental outside of Winnetka is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in Winnetka?

Choose from 12 Expedia vacation rentals in Winnetka for a memorable vacation.

What’s there to see and do in Winnetka?

While exploring the area, visit family-friendly sights like Universal Studios Hollywood, or get outside and enjoy nature at Santa Monica Beach. Santa Monica Pier and Six Flags Magic Mountain are other popular places to visit in the area.

What’s a vacation rental in Winnetka like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Winnetka. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.