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Winnetka Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Winnetka holiday 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 HK$2,470
HK$6,101 total
includes taxes & fees
1 Jul - 2 Jul
Relaxing Getaway w/ Game Room, Pickleball & More
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.
The price is HK$1,239
HK$2,083 total
includes taxes & fees
30 Jul - 31 Jul
Fabulous guest house just minutes away from anything you would need!
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)
"Host was welcoming and informative. "
United States
Dan V.
The price is HK$907
HK$2,495 total
includes taxes & fees
1 Jul - 2 Jul
Family friendly in the heart of Westlake Village! King beds, workstation,printer
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 HK$823
HK$1,255 total
includes taxes & fees
20 Jul - 21 Jul
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
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 HK$863
HK$1,349 total
includes taxes & fees
6 Jul - 7 Jul
Mountain Retreat Japanese Tea House + Private Creek and Trails
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 HK$1,023
HK$1,706 total
includes taxes & fees
13 Jul - 14 Jul
Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches
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 HK$1,233
HK$2,443 total
includes taxes & fees
7 Jul - 8 Jul
Large luxury studio with view in of golf course ,
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 HK$1,094
HK$2,213 total
includes taxes & fees
7 Jul - 8 Jul
Modern Studio House - Fully private & 5 min to beach
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, (9 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.
HILL SIDE GETAWAY next to Magic Mountain, and close to all theme parks
Interior

Topanga Creative Suite + Private Trails & Creeks

Topanga Creative Suite + Private Trails & Creeks
Topanga
8.8 out of 10, Excellent, (8 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.
The price is HK$706
HK$1,137 total
includes taxes & fees
5 Jul - 6 Jul
Topanga Creative Suite + Private Trails & Creeks
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 HK$621
HK$1,052 total
includes taxes & fees
6 Jul - 7 Jul
Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
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 HK$953
HK$1,596 total
includes taxes & fees
20 Jul - 21 Jul
Beautiful 1972 Classic Airstream in Santa Monica Mountains
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 HK$941
HK$1,427 total
includes taxes & fees
14 Jul - 15 Jul
Artistic Dragonfly House with deck + private creek and trails to explore!
Dining room

Kasa Sunset Los Angeles

Kasa Sunset Los Angeles
3.0 star property
Hollywood
9.2 out of 10, Wonderful, (338 reviews)
"Highly recommend staying here !"
Canada
Jessica
The price is HK$1,023
HK$1,189 total
includes taxes & fees
5 Jul - 6 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 HK$1,033
HK$2,962 total
includes taxes & fees
1 Jul - 2 Jul
Private Guest House with Full Kitchen, 30 minutes to L.A. & Beach
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
9.8 out of 10, Exceptional, (45 reviews)
"Perfect setting! "
United States
magayr
The price is HK$1,568
HK$2,925 total
includes taxes & fees
5 Jul - 6 Jul
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
Terrace/patio

2BR Retreat / HOT TUB, Fire Pit, BBQ, & Yard Oasis

2BR Retreat / HOT TUB, Fire Pit, BBQ, & Yard Oasis
Simi Valley
10.0 out of 10, Exceptional, (1 review)
"Everything about our stay was perfect. The house is super clean, very spacious and exceptionally well equipped, truly a home away from home. The location is great, situated in a quiet neighborhood with a supermarket just 4 min drive. The backyard is a real highlight, there is a grill and a wonderful relax zone. The photos are 100% accurate. I'd absolutely recommend this place 10/10"
United States
Pavel L.
The price is HK$1,596
HK$3,156 total
includes taxes & fees
31 Jul - 1 Aug
2BR Retreat / HOT TUB, Fire Pit, BBQ, & Yard Oasis
Games room

Luxury Resort Condo by Six Flags Magic Mountain

Luxury Resort Condo by Six Flags Magic Mountain
Santa Clarita
10.0 out of 10, Exceptional, (6 reviews)
"This home was just what we wanted, well appointed kitchen, comfy beds and towels… pool was nice and fairly quiet. Bedrooms on either side of the condo was nice as well.. "
United States
Nikki W.
The price is HK$1,193
HK$2,589 total
includes taxes & fees
8 Jul - 9 Jul
Luxury Resort Condo by Six Flags Magic Mountain
Outdoor dining

Malibu Mountain Retreat: Hike,Bike,Beach Paradise!

Malibu Mountain Retreat: Hike,Bike,Beach Paradise!
Malibu
9.8 out of 10, Exceptional, (15 reviews)
"Clean, comfortable, nicely decorated, wonderful property"
United States
Doug
The price is HK$1,426
HK$2,673 total
includes taxes & fees
1 Jul - 2 Jul
Malibu Mountain Retreat: Hike,Bike,Beach Paradise!
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

The Hollywood Roosevelt

The Hollywood Roosevelt

10/10 Excellent
"It’s a lovely historic hotel surrounded by Hollywood history."
Mary 1-night trip
Posted 1 hour ago
The Hollywood Roosevelt

Find out more about Winnetka

Search for holiday rentals in Winnetka on Expedia! You can easily find your home rentals, villas, holiday apartments in Winnetka using one of the methods below:

  • View our selection of featured holiday rentals in Winnetka
  • Use the map to find apartments and other holiday homes in the Winnetka neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winnetka while they last

Look no further and take a look at our great range of rental properties in Winnetka!

Frequently asked questions

Are there holiday rentals in Winnetka?

Yes, you can find holiday rentals where you'll be only 13.4 mi (21.5 km) from Universal Studios Hollywood, providing a more remote option if you'd like a quiet spot to stay. Our travellers 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 holiday rentals that Winnetka has to offer?

Hollywood Hills/Laurel Canyon - Wonderful Laurel Canyon Home: This holiday 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 games in this rental home to help you unwind.

How many holiday rentals are there in Winnetka?

Choose from 14 Expedia holiday rentals in Winnetka for a memorable holiday.

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 holiday rental in Winnetka like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winnetka. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.