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

Winnetka Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winnetka vacation rentals

A recreational room with a pool table, foosball table, and a basketball hoop.

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

Relaxing Getaway w/ Game Room, Pickleball & More
Canoga Park
10.0 out of 10, Exceptional, (7 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
$634 nightly
The price is $722
Oct 22 - Oct 23
Total with taxes and fees
Relaxing Getaway w/ Game Room, Pickleball & More
A wooden cabin surrounded by trees, with a sign reading "Wonderland".

2. Serene Topanga Mountain Wonderland Cottage with private Creek + Trails

Serene Topanga Mountain Wonderland Cottage with private Creek + Trails
Topanga
8.0 out of 10, Very good, (5 reviews)
"Great location, nice for a quick stay. Lots of good amenities. Overall pretty clean, the only issue was the bath tub, it was rather dirty upon arrival with what seemed like pet fur. There was a lot of white hairs all over the floor of the tub but other than that it was a good stay. Host is nice and communicates well."
United States
Keyrdra O.
$155 nightly
The price is $155
Oct 19 - Oct 20
Total with taxes and fees
Serene Topanga Mountain Wonderland Cottage with private Creek + Trails
A kitchen with a stainless steel sink, a wooden rack, and a window overlooking a mountainous landscape.

3. Panoramic Loft with Deck, Private Trails and Creek

Panoramic Loft with Deck, Private Trails and Creek
Topanga
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful time! Highly recommend."
United States
Michelle S.
$155 nightly
The price is $155
Oct 19 - Oct 20
Total with taxes and fees
Panoramic Loft with Deck, Private Trails and Creek
A dark, ornately carved table with a glass top, surrounded by various decorative items and furniture.

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

Mermaid Suite + Private Trails, Cave and Creek!
Topanga
9.2 out of 10, Wonderful, (21 reviews)
"Unique and artsy room, very much in the spirit of "glamping." We originally stayed in Topanga to be close to Malibu at a better rate, but were pleasantly surprised to find Topanga a lot more fun than Malibu, a little gem of a town with great cafes."
United States
Elizabeth
$159 nightly
The price is $159
Oct 19 - Oct 20
Total with taxes and fees
Mermaid Suite + Private Trails, Cave and Creek!
An outdoor patio with wooden furniture and large umbrellas, surrounded by buildings and palm trees.

5. Fenix Hotel Hollywood

Fenix Hotel Hollywood
4.0 star property
Hollywood
8.6 out of 10, Excellent, (504 reviews)
"Great experience! Nice pool, clean room and property, convenient to hollywood and downtown, safe parking, great kitchen in room"
United States
Gary
$116 nightly
The price is $132
Nov 10 - Nov 11
Total with taxes and fees
Fenix Hotel Hollywood
A statue of a seated figure on a windowsill with a view of trees and a hill outside.

6. Topanga Creative Suite + Private Trails & Creeks

Topanga Creative Suite + Private Trails & Creeks
Topanga
8.8 out of 10, Excellent, (17 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.
$155 nightly
The price is $155
Oct 26 - Oct 27
Total with taxes and fees
Topanga Creative Suite + Private Trails & Creeks
A wooden deck with a railing, a bench, and a flower pot.

7. 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, (19 reviews)
"Unique place with a great view, we enjoyed it!"
United States
Josh G.
$199 nightly
The price is $199
Oct 19 - Oct 20
Total with taxes and fees
Artistic Dragonfly House with deck + private creek and trails to explore!
A dining area with a wooden table, chairs, and a macrame runner.

8. 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, (78 reviews)
"Very clean property, host was super helpful and responsive. Would highly recommend and would definitely stay here again!"
United States
Berj K.
$438 nightly
The price is $499
Oct 19 - Oct 20
Total with taxes and fees
4 Bedroom Encino Home, Amazing Yard, Near Freeways and Attractions
A rustic outdoor seating area with logs and cushions, surrounded by natural landscape and trees.

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

Mountain Retreat Japanese Tea House + Private Creek and Trails
Topanga
8.4 out of 10, Very good, (12 reviews)
"Great little get away spot!"
United States
David N.
$176 nightly
The price is $176
Oct 26 - Oct 27
Total with taxes and fees
Mountain Retreat Japanese Tea House + Private Creek and Trails
A room with a sofa, a table, and a door leading to an outdoor patio with umbrellas.

10. 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
9.8 out of 10, Exceptional, (11 reviews)
"Great little place close our kids! "
United States
Cindy J.
$162 nightly
The price is $162
Nov 2 - Nov 3
Total with taxes and fees
HILL SIDE GETAWAY next to Magic Mountain, and close to all theme parks
A modern room with a glass door, two wooden bar stools, a painting of a beach scene, and a small potted plant.

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

Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
Newhall
9.6 out of 10, Exceptional, (9 reviews)
"Hosts went above and beyond will definitely stay here again!"
United States
joseph m.
$148 nightly
The price is $148
Oct 19 - Oct 20
Total with taxes and fees
Modern Tiny House Retreat w/ Sauna, Fire Pit & Workspace
A wooden deck with a table set for two, overlooking a mountainous landscape at sunset.

12. 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, (24 reviews)
"1"
United States
Kelly
$454 nightly
The price is $454
Oct 27 - Oct 28
Total with taxes and fees
Topanga 3 bdrm/2ba mountain view home with huge deck.
A dining area with a round table and wooden chairs, large windows with a view of a cityscape and mountains.

13. Kasa Sunset Los Angeles

Kasa Sunset Los Angeles
3.0 star property
Hollywood
9.2 out of 10, Wonderful, (430 reviews)
"Smooth and easy check-in clean and spacious room. Will be staying here again."
United States
Erik
$175 nightly
The price is $203
Nov 8 - Nov 9
Total with taxes and fees
Kasa Sunset Los Angeles
A backyard with a paved patio, two lounge chairs, a tree, and a hot tub.

14. Escape to a Stylish-Villa in North Hollywood with private garden & jacuzzi

Escape to a Stylish-Villa in North Hollywood with private garden & jacuzzi
Los Angeles
9.8 out of 10, Exceptional, (78 reviews)
"The place was so clean and comfortable. We enjoyed the rooftop deck and hot tub. Special features to have. Would stay again if we end up in the area"
United States
ashley t.
$276 nightly
The price is $315
Oct 26 - Oct 27
Total with taxes and fees
Escape to a Stylish-Villa in North Hollywood with private garden & jacuzzi
Interior

15. Boho-Chic Retreat: Retro Vibes, Full Kitchen

Boho-Chic Retreat: Retro Vibes, Full Kitchen
Burbank
9.8 out of 10, Exceptional, (79 reviews)
"Had a great time, everthing was as listed and provided, only note is that the walls are pretty thin"
United States
Bryan L.
Boho-Chic Retreat: Retro Vibes, Full Kitchen
No more lugging around annoying keys. Keyless lock for your convenience.

16. The Sanctuary - Be Pampered - Full Kitchen

The Sanctuary - Be Pampered - Full Kitchen
Burbank
9.8 out of 10, Exceptional, (161 reviews)
"We can’t say enough about this property! We loved our stay here and are so very grateful to our hosts for their help, recommendations and communication. "
United States
Melissa G.
The Sanctuary - Be Pampered - Full Kitchen
A modern kitchen with white cabinetry, a large island, stainless steel appliances, and a view of the outdoors.

17. 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.
$734 nightly
The price is $794
Oct 24 - Oct 25
Total with taxes and fees
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
A modern living room with a sofa, a bed with patterned bedding, a television, and a small table with a lamp.

18. 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, (13 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.
$230 nightly
The price is $230
Oct 19 - Oct 20
Total with taxes and fees
Charming stand alone guest house in Burbank close to universal studios
An outdoor cafe area with tables and umbrellas, surrounded by greenery and a building with a glass facade.

19. 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, (42 reviews)
"Great stay, solid location, as described, wonderful host!!!"
United States
Erica C.
$207 nightly
The price is $221
Nov 3 - Nov 4
Total with taxes and fees
Studio Mins to Venice Beach, Sony Studios, LAX & Vibrant Downtown Culver City
A modern living room with a white sofa, a coffee table, a fireplace, and a TV mounted on the wall.

20. 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, (55 reviews)
"Had a great stay!"
United States
Jessica Y.
$831 nightly
The price is $898
Nov 1 - Nov 2
Total with taxes and fees
Spacious Luxury 4 bdr, Pool, Hot Tub, Sauna, Patio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winnetka Hotel Reviews

Loews Hollywood Hotel

Loews Hollywood Hotel

10/10 Excellent
"We enjoyed our stay very much. Hotel is convenient to everything."
NaTonya 2-night trip
Posted 4 hours ago
Loews Hollywood Hotel

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 $132 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?

Cute house a block to beach w/ two bikes pet friendly!: This vacation home rental outside of Winnetka is located on the beach and has a barbecue grill, a selection of books, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Winnetka?

Choose from 18 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 Venice Beach 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.