An aerial view of a residential area with houses, roads, and trees.

Winnetka Vacation Rentals

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Check prices for these dates

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

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.
The price is SAR 1,380
SAR 3,171 total
includes taxes & fees
9 Jul - 10 Jul
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.
The price is SAR 463
SAR 771 total
includes taxes & fees
25 Jun - 26 Jun
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.
The price is SAR 751
SAR 1,104 total
includes taxes & fees
28 Jun - 29 Jun
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.
The price is SAR 413
SAR 646 total
includes taxes & fees
6 Jul - 7 Jul
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.
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
The price is SAR 398
SAR 604 total
includes taxes & fees
14 Jul - 15 Jul
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, (7 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.
The price is SAR 368
SAR 676 total
includes taxes & fees
1 Jul - 2 Jul
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
The price is SAR 422
SAR 918 total
includes taxes & fees
28 Jun - 29 Jun
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.
The price is SAR 507
SAR 897 total
includes taxes & fees
11 Jul - 12 Jul
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.
The price is SAR 338
SAR 544 total
includes taxes & fees
28 Jun - 29 Jun
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
The price is SAR 432
SAR 664 total
includes taxes & fees
13 Jul - 14 Jul
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
The price is SAR 556
SAR 1,168 total
includes taxes & fees
19 Jul - 20 Jul
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.
The price is SAR 297
SAR 504 total
includes taxes & fees
6 Jul - 7 Jul
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.
The price is SAR 434
SAR 1,203 total
includes taxes & fees
25 Jun - 26 Jun
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.
The price is SAR 398
SAR 874 total
includes taxes & fees
13 Jul - 14 Jul
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
The price is SAR 503
SAR 1,108 total
includes taxes & fees
6 Jul - 7 Jul
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.
The price is SAR 590
SAR 1,162 total
includes taxes & fees
7 Jul - 8 Jul
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.
The price is SAR 544
SAR 867 total
includes taxes & fees
30 Jun - 1 Jul
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, (333 reviews)
"Highly recommend staying here !"
Canada
Jessica
The price is SAR 490
SAR 569 total
includes taxes & fees
6 Jul - 7 Jul
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.
The price is SAR 679
SAR 1,614 total
includes taxes & fees
28 Jun - 29 Jun
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

Hollywood Hotel

Hollywood Hotel

10/10 Excellent
"Michael the front desk gentleman was so helpful, friendly and simply awesome!!"
Stefanie 2-night trip
Posted 1 hour ago
Hollywood Hotel

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.