Winnetka Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

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)
"Host was very responsive. Lovely, very clean home. We stayed for a week for Thanksgiving. Convenient to shops and restaurants. Would definitely stay again. "
United States
Lisa F.
$561 nightly
The price is $631
Mar 30 - Mar 31
Total with taxes and fees
Relaxing Getaway w/ Game Room, Pickleball & More
Exterior

Beautiful 1972 Classic Airstream in Santa Monica Mountains

Beautiful 1972 Classic Airstream in Santa Monica Mountains
Thousand Oaks
8.8 out of 10, Excellent, (36 reviews)
"Excellent Santa Monica mountain's location Meggan and her husband provided excellent directions and instructions. Great place to stay, wish I had more time to spend there."
United States
Patrick D.
$203 nightly
The price is $203
Mar 29 - Mar 30
Total with taxes and fees
Beautiful 1972 Classic Airstream in Santa Monica Mountains
Property grounds

Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed

Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed
Westlake Village
10.0 out of 10, Exceptional, (9 reviews)
"Our whole family loved staying here. Despite this being a glamping spot, the inside of the wagon and the bathroom were very clean. "
United States
Olga C.
$294 nightly
The price is $294
Apr 12 - Apr 13
Total with taxes and fees
Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed
Marina

Cozy Romantic Sailboat Experience, Safe Marina + Walk to Bars, Dining and more!

Cozy Romantic Sailboat Experience, Safe Marina + Walk to Bars, Dining and more!
Marina del Rey
8.4 out of 10, Very Good, (61 reviews)
"Great location, peaceful, & safe "
United States
Prinzezz C.
$148 nightly
The price is $155
Mar 31 - Apr 1
Total with taxes and fees
Cozy Romantic Sailboat Experience, Safe Marina + Walk to Bars, Dining and more!
1 bedroom, desk, iron/ironing board, free WiFi

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, (8 reviews)
"The studio was the perfect fit for our stay! We highly recommend it to others if you need a place to stay in Burbank"
United States
Tatum S.
$259 nightly
The price is $259
Mar 29 - Mar 30
Total with taxes and fees
Charming stand alone guest house in Burbank close to universal studios
Living area

Gilmore One

Gilmore One
4.0 star property
Van Nuys
8.4 out of 10, Very Good, (148 reviews)
"The room was comforting and clean. Staff was nice. "
United States
Geo
$139 nightly
The price is $159
Mar 31 - Apr 1
Total with taxes and fees
Gilmore One
Living area

Serene Topanga Mountain Wonderland Cottage with private Creek + Trails

Serene Topanga Mountain Wonderland Cottage with private Creek + Trails
Topanga
$152 nightly
The price is $152
Mar 29 - Mar 30
Total with taxes and fees
Serene Topanga Mountain Wonderland Cottage with private Creek + Trails
Exterior

Modern Studio House - Fully private & 5 min to beach

Modern Studio House - Fully private & 5 min to beach
Culver - West
10.0 out of 10, Exceptional, (16 reviews)
"We had a great experience with this place"
United States
Marissa F.
$249 nightly
The price is $279
Apr 7 - Apr 8
Total with taxes and fees
Modern Studio House - Fully private & 5 min to beach
Fridge, microwave, oven, stovetop

Traveling professionals love it here!

Traveling professionals love it here!
Westlake Village
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay! All kitchen amenities you could need"
United States
Hannelore B.
$322 nightly
The price is $337
Apr 20 - Apr 21
Total with taxes and fees
Traveling professionals love it here!
Fridge, microwave, oven, stovetop

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, (59 reviews)
"Great house in a great neighborhood! This place checks all the boxes! "
United States
Rich D.
$240 nightly
The price is $258
Apr 8 - Apr 9
Total with taxes and fees
Fabulous guest house just minutes away from anything you would need!
Terrace/patio

Charming house with AC, parking & gated yard in pleasant Burbank neighborhood

Charming house with AC, parking & gated yard in pleasant Burbank neighborhood
Burbank
8.6 out of 10, Excellent, (7 reviews)
"Super sweet host.. loved the house .. safe neighborhood..clean home and just as described.. Definitely recommend!!! "
United States
Kelley W.
$349 nightly
The price is $349
Mar 29 - Mar 30
Total with taxes and fees
Charming house with AC, parking & gated yard in pleasant Burbank neighborhood
Fridge, microwave, oven, stovetop

"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
10.0 out of 10, Exceptional, (39 reviews)
"Perfect location and beautiful views. "
United States
Debbie B.
$364 nightly
The price is $364
Apr 6 - Apr 7
Total with taxes and fees
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
Exterior

Large luxury studio with view in of golf course

Large luxury studio with view in of golf course
Sunset Park
9.8 out of 10, Exceptional, (61 reviews)
"Excellent location!"
United States
Tyna J.
$232 nightly
The price is $267
Apr 5 - Apr 6
Total with taxes and fees
Large luxury studio with view in of golf course
Property grounds

Topanga Japanese Tea House + Private Creek + Mountain Trails.

Topanga Japanese Tea House + Private Creek + Mountain Trails.
Topanga
9.0 out of 10, Wonderful, (50 reviews)
"We really enjoyed our stay here at the Japanese Tea House! We would love to have the opportunity to stay here again. "
United States
natalie c.
$185 nightly
The price is $185
Apr 6 - Apr 7
Total with taxes and fees
Topanga Japanese Tea House + Private Creek + Mountain Trails.
Family House, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Casa Sycamore by Oraklus

Casa Sycamore by Oraklus
4.0 star property
Hollywood
10.0 out of 10, Exceptional, (1 review)
$814 nightly
The price is $872
Mar 30 - Mar 31
Total with taxes and fees
Casa Sycamore by Oraklus
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)
"We loved the location, the host, the comfortable bed and the amenities, and the thoughtful touches throughout! Would definitely stay there again!"
United States
Anonymous traveler
$203 nightly
The price is $203
Mar 27 - Mar 28
Total with taxes and fees
Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches
House, 1 Queen Bed, Patio, Mountain View (1733 Los Angeles) | Outdoor dining

Scenic Retreat With Deck & Stunning Views in LA

Scenic Retreat With Deck & Stunning Views in LA
3.5 star property
Atwater Village
$579 nightly
The price is $596
Apr 22 - Apr 23
Total with taxes and fees
Scenic Retreat With Deck & Stunning Views in LA
2 bedrooms, desk, iron/ironing board, free WiFi

Newly built guest house with full kitchen and washer/dryer

Newly built guest house with full kitchen and washer/dryer
Simi Valley
9.8 out of 10, Exceptional, (24 reviews)
"the stay was fabulous, and the property was great "
United States
Richard S.
$268 nightly
The price is $268
Apr 6 - Apr 7
Total with taxes and fees
Newly built guest house with full kitchen and washer/dryer
Exterior

Remodeled Stylish Culver Cottage + Parking

Remodeled Stylish Culver Cottage + Parking
Carlson Park
10.0 out of 10, Exceptional, (89 reviews)
"Very cute cottage with great outdoor spaces."
United States
Leonard B.
$302 nightly
The price is $340
Apr 26 - Apr 27
Total with taxes and fees
Remodeled Stylish Culver Cottage + Parking
Pool

Sky Luxury 2BDRM Suite | Deluxe Living Cali

Sky Luxury 2BDRM Suite | Deluxe Living Cali
Santa Clarita
10.0 out of 10, Exceptional, (13 reviews)
"Really nice, safe property. Close to restaurants, stores and the park. "
United States
Lara S.
$382 nightly
The price is $400
Mar 29 - Mar 30
Total with taxes and fees
Sky Luxury 2BDRM Suite | Deluxe Living Cali
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 Carmel

Hotel Carmel

10/10 Excellent
"Clean rooms and lobby. It’s an old hotel so it has that charm to it. My room did not have AC or a mini fridge but honestly it wasn’t a problem because I was just there for a few days. The staff was friendly and I felt safe."
Emily 3-night trip
Posted 3 hours ago
Hotel Carmel

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 $154 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?

Hollywood Hills/Laurel Canyon - Wonderful Laurel Canyon Home: This vacation home rental outside of Winnetka is located in the mountains and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Winnetka?

Choose from 17 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.