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Winnetka Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

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.
$752 nightly
The price is $845
Jul 7 - Jul 8
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, (38 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.
$204 nightly
The price is $204
Jul 9 - Jul 10
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
Jul 12 - Jul 13
Total with taxes and fees
Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed
Property grounds

Mountain Retreat Japanese Tea House + Private Creek and Trails

Mountain Retreat Japanese Tea House + Private Creek and Trails
Topanga
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I had a lovely night in Topanga at this cozy cabin. Everything was smooth, clean, easy! Would definitely stay again. "
United States
Alethea S.
$172 nightly
The price is $172
Jul 6 - Jul 7
Total with taxes and fees
Mountain Retreat Japanese Tea House + Private Creek and Trails
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, (65 reviews)
"The place is so comforting really nice place to stay with the family. It’s clean and it has all the kitchen stuff, no need to worry about brining seasonings. Definitely gonna stay again when we’re in town 10/10 "
United States
Nathan P.
$224 nightly
The price is $240
Jun 30 - Jul 1
Total with taxes and fees
Fabulous guest house just minutes away from anything you would need!
Interior

Mermaid Suite + Private Trails, Cave and Creek!

Mermaid Suite + Private Trails, Cave and Creek!
Topanga
9.0 out of 10, Wonderful, (14 reviews)
"great place"
United States
Harold
$160 nightly
The price is $160
Jul 20 - Jul 21
Total with taxes and fees
Mermaid Suite + Private Trails, Cave and Creek!
TV

HILL SIDE GETAWAY next to Magic Mountain, and close to all theme parks

HILL SIDE GETAWAY next to Magic Mountain, and close to all theme parks
Santa Clarita
10.0 out of 10, Exceptional, (8 reviews)
"Located just where I needed it to be and close to lots of convenience items (Costco and several different grocery stores, as well as a wide variety of cuisines at restaurants nearby) "
United States
Breanna D.
$180 nightly
The price is $180
Jun 29 - Jun 30
Total with taxes and fees
HILL SIDE GETAWAY next to Magic Mountain, and close to all theme parks
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, (18 reviews)
"Nice studio. Beach is nice and close "
United States
Susana
$218 nightly
The price is $244
Jun 28 - Jun 29
Total with taxes and fees
Modern Studio House - Fully private & 5 min to beach
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.
$239 nightly
The price is $239
Jul 11 - Jul 12
Total with taxes and fees
View Park with Private Pool
Interior

Topanga Creative Suite + Private Trails & Creeks

Topanga Creative Suite + Private Trails & Creeks
Topanga
8.8 out of 10, Excellent, (8 reviews)
"The hosts were quick to answer any questions throughout the entire booking. The property was exactly as described. Quiet, secluded area away from the noise of the city, yet close enough to get there quickly if you want. "
United States
Crystal H.
$145 nightly
The price is $145
Jun 28 - Jun 29
Total with taxes and fees
Topanga Creative Suite + Private Trails & Creeks
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
$177 nightly
The price is $177
Jul 13 - Jul 14
Total with taxes and fees
Artistic Dragonfly House with deck + private creek and trails to explore!
Outdoor dining

Remodeled Designer Cottage with Bicycles

Remodeled Designer Cottage with Bicycles
Carlson Park
10.0 out of 10, Exceptional, (98 reviews)
"Great location. All amenities were as described. "
United States
Anonymous traveler
$264 nightly
The price is $296
Jul 19 - Jul 20
Total with taxes and fees
Remodeled Designer Cottage with Bicycles
Interior

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

Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
Newhall
10.0 out of 10, Exceptional, (3 reviews)
"Hosts went above and beyond will definitely stay here again!"
United States
joseph m.
$134 nightly
The price is $134
Jul 6 - Jul 7
Total with taxes and fees
Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
Fridge, microwave, oven, stovetop

Traveling professionals love it here!

Traveling professionals love it here!
Westlake Village
10.0 out of 10, Exceptional, (14 reviews)
"The apartment is nicely furnished and was very comfortable for our stay. "
United States
Robert C.
$315 nightly
The price is $331
Jun 30 - Jul 1
Total with taxes and fees
Traveling professionals love it here!
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, (37 reviews)
"Great Place !"
Australia
Laetitia C.
$215 nightly
The price is $229
Jul 13 - Jul 14
Total with taxes and fees
Studio Mins to Venice Beach, Sony Studios, LAX & Vibrant Downtown Culver City
Interior

Cozy 2-bedroom condo in peaceful studio city with AC

Cozy 2-bedroom condo in peaceful studio city with AC
Burbank
9.0 out of 10, Wonderful, (24 reviews)
"The location of the condo was great. The condo was very clean. "
United States
Kelly
$295 nightly
The price is $295
Jul 6 - Jul 7
Total with taxes and fees
Cozy 2-bedroom condo in peaceful studio city with AC
Smart TV, fireplace, books

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, (67 reviews)
"Excellent location!"
United States
Tyna J.
$271 nightly
The price is $312
Jul 7 - Jul 8
Total with taxes and fees
Large luxury studio with view in of golf course ,
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 13 - Jul 14
Total with taxes and fees
Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches
Deluxe Studio (Self Check-in with Virtual Front Desk) | Dining room

Kasa Sunset Los Angeles

Kasa Sunset Los Angeles
3.0 star property
Hollywood
9.2 out of 10, Wonderful, (335 reviews)
"Highly recommend staying here !"
Canada
Jessica
$145 nightly
The price is $168
Jul 7 - Jul 8
Total with taxes and fees
Kasa Sunset Los Angeles
Fridge, microwave, oven, stovetop

Private Guest House with Full Kitchen, 30 minutes to L.A. & Beach

Private Guest House with Full Kitchen, 30 minutes to L.A. & Beach
Thousand Oaks
10.0 out of 10, Exceptional, (5 reviews)
"Our host was very helpful and the place was clean, warm and inviting. "
United States
Jenny V.
$400 nightly
The price is $400
Jun 29 - Jun 30
Total with taxes and fees
Private Guest House with Full Kitchen, 30 minutes to L.A. & Beach
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

Hyatt Centric Delfina Santa Monica

Hyatt Centric Delfina Santa Monica

10/10 Excellent
"Loved this hotel. Balcony with ocean view, clean room and comfy beds. Staff was SO friendly and accommodating. My ONLY complaint (and this may be a CA Thing) was the bar/restaurant prices. $44 for 2 drinks with an additional 20% tax added to price and regular tax. Also you do have to pay for valet service to even use the EV charger, can’t use it with paid self parking- even though chargers were not being used and it’s only $5 difference. - Sorry no one is driving and parking our Cybertruck thank you very much. That was a bummer. Overall hotel itself, access to the free bikes, distance to beach, cleanliness and service are 5 stars!"
Faune 3-night trip
Posted less than an hour ago
Hyatt Centric Delfina Santa Monica

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 $160 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 15 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.