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

Search Winnetka Cottage Rentals from CA $273

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winnetka cottages

A wooden deck with a railing, a bench, and a flower pot.

1. 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, (14 reviews)
"Unique place with a great view, we enjoyed it!"
United States
Josh G.
The price is CA $180
CA $273 total
includes taxes & fees
Sep 7 - Sep 8
Artistic Dragonfly House with deck + private creek and trails to explore!
A wooden cabin surrounded by trees, with a sign reading 'WONDERLAND.'

2. Cozy Unique Cottage for a Peaceful Escape in Nature in Topanga, California

Cozy Unique Cottage for a Peaceful Escape in Nature in Topanga, California
Topanga
10.0 out of 10, Exceptional, (1 review)
"The Wonderland Cottage in Topanga was awesome! We were looking for an authentic Topanga experience & this was it! Free from the distractions of modern life & close to scenic hiking. Our host was excellent & welcoming! Thanks so much!"
United States
Jennifer B.
The price is CA $251
CA $286 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Unique Cottage for a Peaceful Escape in Nature in Topanga, California
An outdoor deck with a wooden floor, a white sofa with cushions, two wire chairs, a round table with a tray of food and drinks, and a hanging light fixture.

3. 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 CA $308
CA $881 total
includes taxes & fees
Sep 7 - Sep 8
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
A modern kitchen with dark wood cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

4. 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, (69 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 CA $208
CA $355 total
includes taxes & fees
Sep 9 - Sep 10
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.

5. 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 CA $498
CA $983 total
includes taxes & fees
Sep 8 - Sep 9
Woodland Hills Cottage on beautiful 1/4 acre property
A two-story house with a red-tiled roof, surrounded by lush greenery and trees.

6. Italian Style 2 Bedroom Guesthouse and Gardens In Beautiful Topanga

Italian Style 2 Bedroom Guesthouse and Gardens In Beautiful Topanga
Encina
10.0 out of 10, Exceptional, (6 reviews)
"It was so beautiful and I will rent this property again. "
United States
Reta G.
The price is CA $389
CA $598 total
includes taxes & fees
Sep 27 - Sep 28
Italian Style 2 Bedroom Guesthouse and Gardens In Beautiful Topanga
A hot tub with a clear view of mountains in the background.

7. "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, (50 reviews)
"Amazing views and quite space"
United States
Miranda C.
The price is CA $255
CA $497 total
includes taxes & fees
Sep 8 - Sep 9
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
A modern hotel with a prominent glass facade and the name "ONE CULVER" displayed.

8. Remodeled Stylish Culver Cottage + Parking

Remodeled Stylish Culver Cottage + Parking
Carlson Park
10.0 out of 10, Exceptional, (96 reviews)
"Heidi was an amazing host! We really loved our stay. Loved having bikes available, outdoor tubs amazing! Private and quiet."
United States
Anonymous traveller
The price is CA $219
CA $443 total
includes taxes & fees
Sep 29 - Sep 30
Remodeled Stylish Culver Cottage + Parking
A dining area with a round table, orange chairs, and a view of the outdoor patio with wicker furniture and flowers.

9. Zen Guess house

Zen Guess house
South of Wilshire
10.0 out of 10, Exceptional, (1 review)
"Clean room, Host very pleasant, Pet friendly "
United States
Suzanne
The price is CA $274
CA $472 total
includes taxes & fees
Sep 7 - Sep 8
Zen Guess house
A deck with a glass table and blue patterned cushions, overlooking a dry landscape with trees and a distant view of a house.

10. 30% OFF! Malibu Serene Cabin • Ocean View • Beach

30% OFF! Malibu Serene Cabin • Ocean View • Beach
Central Malibu
7.8 out of 10, Good, (7 reviews)
"We were only in Malibu for a short time, but we enjoyed our stay in this lovely little cabin. It has all the basics that you need. "
United States
Nancy S.
The price is CA $199
CA $575 total
includes taxes & fees
Sep 8 - Sep 9
30% OFF! Malibu Serene Cabin • Ocean View • Beach
A wooden deck with a round table, a bottle of wine, and two glasses.

11. 30% OFF! Malibu Charming Suite • Ocean View • Queen Bed

30% OFF! Malibu Charming Suite • Ocean View • Queen Bed
Central Malibu
9.0 out of 10, Wonderful, (14 reviews)
"Such a nice home very welcoming. Host is so nice very helpful the original tiny home I booked wasn’t available she made sure we still had a good place. Was such a big upgrade. Thank you so much will definitely book again."
United States
Mary S.
The price is CA $273
CA $669 total
includes taxes & fees
Sep 7 - Sep 8
30% OFF! Malibu Charming Suite • Ocean View • Queen Bed
A hanging chair with a view of a mountainous landscape.

12. Hilltop Creative artists paradise day art studio (casting-production-recording)

Hilltop Creative artists paradise day art studio (casting-production-recording)
Malibu
6.0 out of 10, (4 reviews)
"I absolutely loved my stay here! Everyone was super attentive and accommodating. The views from the patio are some of the best I’ve ever seen! Super cute, super clean, perfect house for a getaway in Malibu! Highly recommend! Absolutely loved it and will come back soon!"
United States
Briana D.
The price is CA $2,076
CA $2,469 total
includes taxes & fees
Sep 7 - Sep 8
Hilltop Creative artists paradise day art studio (casting-production-recording)
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

Sheraton Universal Hotel

Sheraton Universal Hotel

8/10 Good
"I'm not sure what the designers of the room were going for. The bed and sofa were comfortable, but there were massive gaps of unused space without plug ins. The shower in the bathroom had no water retention, so our showers resulted in water flowing all over the tile floor, making it slippery. In retrospect, this may have been an accessible room, but having a slippery floor seemed counterproductive to the safety of someone who'd need it. In the end, we used this hotel for the proximity to Universal Studios. That seemed to be the only perk we found (in our case)."
Jim 2-night trip
Posted 6 hours ago
Sheraton Universal Hotel

Find out more about Winnetka

Winnetka Cottages information

Number of reviews
334
Accommodation
95 Cottages
Lowest Price
CA $273
Highest Price
CA $2,469

Frequently asked questions

How much do cottages in Winnetka cost?
Prepare to pay between CA $273 and CA $2,469 per night for cottages in Winnetka. No matter your budget, a fantastic stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Winnetka?
You'll find 95 cottages in Winnetka. Whether you're taking a trip with the little ones or organizing a weekend escape with your pals, Expedia can help you find the ideal place to enjoy the surrounding nature.
Why book your cottage in Winnetka with Expedia?
Booking a cottage in Winnetka is as simple as entering your travel dates and selecting your ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost stays and cottages that come with amenities like a kitchenette, Expedia has something for all styles and tastes. As for irresistible deals? We've got them as well!
How can I find cheap cottages in Winnetka?
With Expedia's filter tool, getting your hands on cheap cottages in Winnetka has never been simpler. To view accommodations that are friendly on the wallet, refine your search by star rating, amenities and budget.

Explore a world of travel with Expedia