Winnetka Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Winnetka vacation rentals

Dining

Vacation Home in Canoga Park

Relaxing Getaway w/ Game Room, Pickleball & More
10.0 out of 10, Exceptional, (4 reviews)
"Nice place, great amenities with the game room. Teens loved it, clean and great home. "
United States
Amberly H.
$490 nightly
The price is $551
Jan 29 - Jan 30
Total with taxes and fees
Relaxing Getaway w/ Game Room, Pickleball & More
Property grounds

Mobile Home in Westlake Village

Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed
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.
$252 nightly
The price is $252
Feb 2 - Feb 3
Total with taxes and fees
Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed
Marina

Houseboat in Marina del Rey

Cozy good vibes boat experience in Marina Del Rey. Perfect location in safe area
9.0 out of 10, Wonderful, (52 reviews)
"Great location, great host, fun little get away!"
United States
vickey m.
$148 nightly
The price is $155
Jan 31 - Feb 1
Total with taxes and fees
Cozy good vibes boat experience in Marina Del Rey. Perfect location in safe area
Living area

Aparthotel in Van Nuys

Gilmore One
4.0 star property
8.4 out of 10, Very Good, (138 reviews)
"This was the perfect hotel to catch a game, or any event at crypto Arena. It was literally perfect."
United States
Amanda
$128 nightly
The price is $146
Feb 24 - Feb 25
Total with taxes and fees
Gilmore One
Terrace/patio

Cottage in Encina

Italian Style 2 Bedroom Guesthouse and Gardens In Beautiful Topanga
10.0 out of 10, Exceptional, (2 reviews)
"Miriam’s place is absolutely amazing!!! Very cozy and beautiful surroundings. We would have loved to stay even longer. The hot tub was super relaxing. "
United States
Ayush S.
$265 nightly
The price is $265
Jan 28 - Jan 29
Total with taxes and fees
Italian Style 2 Bedroom Guesthouse and Gardens In Beautiful Topanga
Fridge, microwave, oven, stovetop

Cottage in Grandview

Fabulous guest house just minutes away from anything you would need!
9.8 out of 10, Exceptional, (56 reviews)
"Great house in a great neighborhood! This place checks all the boxes! "
United States
Rich D.
$219 nightly
The price is $235
Jan 28 - Jan 29
Total with taxes and fees
Fabulous guest house just minutes away from anything you would need!
Pool

Apartment in View Park-Windsor Hills

View Park Angeles with Private Pool
9.8 out of 10, Exceptional, (7 reviews)
"Pool was clean, host very helpful!"
United States
Bridget R.
$217 nightly
The price is $217
Feb 2 - Feb 3
Total with taxes and fees
View Park Angeles with Private Pool
1 bedroom, desk, iron/ironing board, free WiFi

Vacation Home in Burbank

Charming stand alone guest house in Burbank close to universal studios
10.0 out of 10, Exceptional, (7 reviews)
"Clean, good location, washer and dryer a bonus!"
United States
Perry S.
$252 nightly
The price is $252
Feb 4 - Feb 5
Total with taxes and fees
Charming stand alone guest house in Burbank close to universal studios
Property grounds

Apartment in Santa Clarita

This apartment is a 2 bedroom(s), 2 bathrooms, located in Santa Clarita, CA.
10.0 out of 10, Exceptional, (12 reviews)
"Really nice, safe property. Close to restaurants, stores and the park. "
United States
Lara S.
$320 nightly
The price is $320
Feb 2 - Feb 3
Total with taxes and fees
This apartment is a 2 bedroom(s), 2 bathrooms, located in Santa Clarita, CA.
Interior

Cottage in Brockmont

Brand New Charming Guest House in lovely Northwest Glendale CA. Private &Quiet
10.0 out of 10, Exceptional, (5 reviews)
"Home was in great, quiet location Clean and comfortable Host was responsive and super easy to work withWill definitely go back on another LA visit"
United States
James S.
$315 nightly
The price is $315
Feb 2 - Feb 3
Total with taxes and fees
Brand New Charming Guest House in lovely Northwest Glendale CA. Private &Quiet
Smart TV, offices, printers

Apartment in Santa Clarita

Modern Suite*VIP*WIFI*Pool*2 King beds*AC
9.0 out of 10, Wonderful, (21 reviews)
"Beautiful location and comfortable, relaxing place to stay. "
United States
Patricia B.
$316 nightly
The price is $316
Feb 1 - Feb 2
Total with taxes and fees
Modern Suite*VIP*WIFI*Pool*2 King beds*AC
Interior

Condo in Burbank

Cozy 2-bedroom condo in peaceful studio city with AC
9.0 out of 10, Wonderful, (12 reviews)
"Perfect for a quick stay and comfy beds "
United States
Abigail S.
$286 nightly
The price is $286
Feb 3 - Feb 4
Total with taxes and fees
Cozy 2-bedroom condo in peaceful studio city with AC
Property grounds

Chalet in Topanga

Topanga Mountain Retreat - The Wonderland Cabin
9.2 out of 10, Wonderful, (28 reviews)
"It's always a wonder staying at Wonderland. Our favorite place!"
United States
Andi S.
$165 nightly
The price is $165
Feb 3 - Feb 4
Total with taxes and fees
Topanga Mountain Retreat - The Wonderland Cabin
House (2 Bedrooms) | Interior

Cottage in Thousand Oaks

The Storybook Cottage: Every Stay Tells a Story!
3.0 star property
$389 nightly
The price is $418
Feb 18 - Feb 19
Total with taxes and fees
The Storybook Cottage: Every Stay Tells a Story!
Terrace/patio

Vacation Home in Lake Balboa

Heavenly Staycation in the heart of Los Angeles
9.8 out of 10, Exceptional, (6 reviews)
"Host was very nice place was clean and anything that we needed they took care of it"
United States
Iolanda S.
$545 nightly
The price is $613
Jan 28 - Jan 29
Total with taxes and fees
Heavenly Staycation in the heart of Los Angeles
Interior

Vacation Home in Topanga

Mermaid Suite + Private Trails, Cave and Creek!
8.6 out of 10, Excellent, (7 reviews)
"Wonder place to stay to get out of the city for a great price… would definitely stay again. "
United States
Douglas W.
$155 nightly
The price is $155
Feb 2 - Feb 3
Total with taxes and fees
Mermaid Suite + Private Trails, Cave and Creek!
Property grounds

Vacation Home in Topanga

Historic 1914 Stone Cabin + Private Trails & Creek
9.4 out of 10, Exceptional, (18 reviews)
"Everything was super perfect it was a short stay however it was amazing "
United States
Kana
$155 nightly
The price is $155
Jan 28 - Jan 29
Total with taxes and fees
Historic 1914 Stone Cabin + Private Trails & Creek
Property grounds

Cabin in Topanga

Topanga Japanese Tea House + Private Creek + Mountain Trails.
9.0 out of 10, Wonderful, (48 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.
$170 nightly
The price is $170
Jan 28 - Jan 29
Total with taxes and fees
Topanga Japanese Tea House + Private Creek + Mountain Trails.
Fridge, microwave, oven, stovetop

Cottage in Thousand Oaks

"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
10.0 out of 10, Exceptional, (35 reviews)
"Great clean and quiet location "
United States
Darby L.
$352 nightly
The price is $352
Jan 29 - Jan 30
Total with taxes and fees
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
TV

Apartment in McManus

West Los Angeles - Spanish Gem
10.0 out of 10, Exceptional, (1 review)
"House was super clean, and neat! Easy check-in/check-out tootoo!"
United States
Thomas
$218 nightly
The price is $218
Jan 30 - Jan 31
Total with taxes and fees
West Los Angeles - Spanish Gem
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 Angeleno

Hotel Angeleno

10/10 Excellent
"Excellent customer service"
Laura 3-night trip
Posted 1 day ago
Hotel Angeleno

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 $146 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?

Casa Penelope by Oraklus: This vacation home rental outside of Winnetka is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Winnetka?

Choose from 14 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. Six Flags Magic Mountain and Santa Monica Pier 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.