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Winnetka Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Winnetka holiday rentals

A dining area with a dark wooden table, woven chairs, and a central plant.

1. Relaxing Getaway w/ Game Room, Pickleball & More

Relaxing Getaway w/ Game Room, Pickleball & More
Canoga Park
10.0 out of 10, Exceptional, (6 reviews)
"Lovely stay. Kids really enjoyed the game room. House was clean and as advertised. Very easy check-in process. Kevin was an excellent communicator. I would highly recommend this place."
United States
Adel
The price is AU$971
includes taxes & fees
22 Sept - 23 Sept
Relaxing Getaway w/ Game Room, Pickleball & More
A dark, ornately carved table with a glass top, surrounded by various decorative items and furniture.

2. Mermaid Suite + Private Trails, Cave and Creek!

Mermaid Suite + Private Trails, Cave and Creek!
Topanga
9.2 out of 10, Wonderful, (17 reviews)
"great place"
United States
Harold
The price is AU$217
includes taxes & fees
14 Sept - 15 Sept
Mermaid Suite + Private Trails, Cave and Creek!
A statue of a seated figure on a windowsill with a view of trees and a hill outside.

3. Topanga Creative Suite + Private Trails & Creeks

Topanga Creative Suite + Private Trails & Creeks
Topanga
8.8 out of 10, Excellent, (16 reviews)
"Very cool place with the best host! Everything is perfectly decorated. Private and the property is beautiful. Very unique and one of a kind experience."
United States
Cara W.
The price is AU$218
includes taxes & fees
14 Sept - 15 Sept
Topanga Creative Suite + Private Trails & Creeks
A wooden deck with a railing, a bench, and a flower pot.

4. Artistic Dragonfly House with deck + private creek and trails to explore!

Artistic Dragonfly House with deck + private creek and trails to explore!
Topanga
10.0 out of 10, Exceptional, (15 reviews)
"Unique place with a great view, we enjoyed it!"
United States
Josh G.
The price is AU$277
includes taxes & fees
28 Sept - 29 Sept
Artistic Dragonfly House with deck + private creek and trails to explore!
A rustic outdoor seating area with logs and cushions, surrounded by natural landscape and trees.

5. Mountain Retreat Japanese Tea House + Private Creek and Trails

Mountain Retreat Japanese Tea House + Private Creek and Trails
Topanga
8.0 out of 10, Very good, (10 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 AU$248
includes taxes & fees
14 Sept - 15 Sept
Mountain Retreat Japanese Tea House + Private Creek and Trails
A living room with a grey sofa, a round wooden coffee table, a wicker sideboard, a large window with blinds, a wall-mounted TV, and a potted plant.

6. Private studio centrally located

Private studio centrally located
Simi Valley
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful place. Very clean would definitely recommend "
United States
Vickey B.
The price is AU$265
includes taxes & fees
22 Sept - 23 Sept
Private studio centrally located
A kitchen with a stainless steel sink, a wooden rack, and a window overlooking a mountainous landscape.

7. Panoramic Loft with Deck, Private Trails and Creek

Panoramic Loft with Deck, Private Trails and Creek
Topanga
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful time! Highly recommend."
United States
Michelle S.
The price is AU$218
includes taxes & fees
14 Sept - 15 Sept
Panoramic Loft with Deck, Private Trails and Creek
A room with a sofa, a table, and a door leading to an outdoor patio with umbrellas.

8. 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)
"Great little place close our kids! "
United States
Cindy J.
The price is AU$251
includes taxes & fees
14 Sept - 15 Sept
HILL SIDE GETAWAY next to Magic Mountain, and close to all theme parks
A dining area with a wooden table, chairs, and a macrame runner.

9. 4 Bedroom Encino Home, Amazing Yard, Near Freeways and Attractions

4 Bedroom Encino Home, Amazing Yard, Near Freeways and Attractions
Encino Village
9.8 out of 10, Exceptional, (75 reviews)
"It was a pleasant stay."
United States
Anonymous traveller
The price is AU$696
includes taxes & fees
14 Sept - 15 Sept
4 Bedroom Encino Home, Amazing Yard, Near Freeways and Attractions
A cozy outdoor seating area with a fire pit, a sofa, and a table.

10. 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 AU$462
includes taxes & fees
14 Sept - 15 Sept
2BR Retreat / HOT TUB, Fire Pit, BBQ, & Yard Oasis
A modern kitchen with white cabinetry, a large island, and stainless steel appliances.

11. THE Zen Treehouse Retreat- Great Views and Peaceful Decks!

THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
Los Angeles
10.0 out of 10, Exceptional, (72 reviews)
"this was one of the best rentals i’ve ever stayed at. everything about the place was thoughtful and relaxing."
United States
Jason T.
The price is AU$926
includes taxes & fees
14 Sept - 15 Sept
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
A modern room with a glass door, two wooden bar stools, a painting of a beach scene, and a small potted plant.

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

Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
Newhall
9.8 out of 10, Exceptional, (6 reviews)
"Hosts went above and beyond will definitely stay here again!"
United States
joseph m.
The price is AU$237
includes taxes & fees
9 Oct - 10 Oct
Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
A modern living room with a white sofa, a coffee table, a fireplace, and a TV mounted on the wall.

13. Spacious Luxury 4 bdr, Pool, Hot Tub, Sauna, Patio

Spacious Luxury 4 bdr, Pool, Hot Tub, Sauna, Patio
Los Angeles
9.8 out of 10, Exceptional, (54 reviews)
"Had a great stay!"
United States
Jessica Y.
The price is AU$1,484
includes taxes & fees
11 Sept - 12 Sept
Spacious Luxury 4 bdr, Pool, Hot Tub, Sauna, Patio
A modern bedroom with a metal bed frame, white bedding, and a patterned rug. There are two bedside tables with lamps, a large mirror, and wall art above the bed.

14. 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, (26 reviews)
"the stay was fabulous, and the property was great "
United States
Richard S.
The price is AU$371
includes taxes & fees
13 Sept - 14 Sept
Newly built guest house with full kitchen and washer/dryer
A modern living room with a sofa, a bed with patterned bedding, a television, and a small table with a lamp.

15. 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, (12 reviews)
"Great space for 2 people, fairly priced, clean top to bottom, we booked this space for a trip to Universal studios it was short trip there, very convenient. Would stay again and recommend to others."
United States
Alfred A.
The price is AU$367
includes taxes & fees
15 Sept - 16 Sept
Charming stand alone guest house in Burbank close to universal studios
A modern kitchen with stainless steel appliances, a black countertop, and dark cabinetry.

16. Traveling professionals love it here!

Traveling professionals love it here!
Westlake Village
10.0 out of 10, Exceptional, (15 reviews)
"The apartment is nicely furnished and was very comfortable for our stay. "
United States
Robert C.
The price is AU$437
includes taxes & fees
22 Sept - 23 Sept
Traveling professionals love it here!
A wooden deck with a table set for two, overlooking a mountainous landscape at sunset.

17. Topanga 3 bdrm/2ba mountain view home with huge deck.

Topanga 3 bdrm/2ba mountain view home with huge deck.
Sylvia Park
9.4 out of 10, Exceptional, (21 reviews)
"Such a remote, beautiful location but close to a lot!! Lots to do in the area! We loved the property! "
United States
Margaret F.
The price is AU$613
includes taxes & fees
14 Sept - 15 Sept
Topanga 3 bdrm/2ba mountain view home with huge deck.
A modern kitchen with dark wood cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

18. 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, (70 reviews)
"Very comfortable guest house. Quiet and private with a well stocked kitchen. Great location for our visit too."
United States
Anonymous traveller
The price is AU$372
includes taxes & fees
11 Sept - 12 Sept
Fabulous guest house just minutes away from anything you would need!
A house with a porch, surrounded by lush greenery and a white picket fence.

19. Woodland Hills Cottage on beautiful 1/4 acre property

Woodland Hills Cottage on beautiful 1/4 acre property
Los Angeles
10.0 out of 10, Exceptional, (18 reviews)
"Amazing getaway place and wonderful host!"
United States
Gary
The price is AU$982
includes taxes & fees
11 Sept - 12 Sept
Woodland Hills Cottage on beautiful 1/4 acre property
A rustic wooden building with large windows and a garden path leading to it.

20. Historic 1914 Stone Cabin + Private Trails & Creek

Historic 1914 Stone Cabin + Private Trails & Creek
Topanga
9.0 out of 10, Wonderful, (26 reviews)
"We had a lovely stay. It was the peaceful getaway from the city that we were looking for."
United States
Angel m.
The price is AU$262
includes taxes & fees
30 Sept - 1 Oct
Historic 1914 Stone Cabin + Private Trails & Creek
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 Burbank

Hotel Burbank

10/10 Excellent
"Helena made check in a breeze and the view from the room was gorgeous"
Joseph 3-night trip
Posted 6 hours ago
Hotel Burbank

Find out more about Winnetka

Everything you need to know about Winnetka holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winnetka holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winnetka holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winnetka holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winnetka holiday rentals we have selected for you start as low as AU$181 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winnetka rentals

At Expedia, we put the best Winnetka holiday 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 holiday.

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. 

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?

Malibu Waterfront Gallery + Private Beach Access: This holiday home rental outside of Winnetka is located on the beach, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Winnetka?

Choose from 17 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.