Search Winnetka Cottages

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Cottages in Winnetka

Terrace/patio
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, (55)
"this is a really lovely almost cottage like place.. really lovely, clean , and quiet super stay love it thank you"
United States
Sean S.
$236 nightly
The price is $251
Dec 3 - Dec 4
Total with taxes and fees
Fabulous guest house just minutes away from anything you would need!
Exterior
Brand New Charming Guest House in lovely Northwest Glendale CA. Private &Quiet

Brand New Charming Guest House in lovely Northwest Glendale CA. Private &Quiet

Brockmont
10.0 out of 10, Exceptional, (4)
"Home was in great, quiet location Clean and comfortable Host was responsive and super easy to work withWill definitely go back on another LA visit"
United States
James S.
$317 nightly
The price is $317
Nov 18 - Nov 19
Total with taxes and fees
Brand New Charming Guest House in lovely Northwest Glendale CA. Private &Quiet
Terrace/patio
"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

2.5 star property
Thousand Oaks
10.0 out of 10, Exceptional, (30)
"Had a very comfortable stay for three nights. The location was perfect if you’re looking to stay somewhere peaceful outside of LA. Highly recommend it!!"
United States
Lynda L.
$350 nightly
The price is $350
Nov 17 - Nov 18
Total with taxes and fees
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
Terrace/patio
30% OFF! Malibu Serene Cabin • Ocean View • Beach

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

Central Malibu
8.8 out of 10, Excellent, (6)
"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.
$371 nightly
The price is $420
Nov 19 - Nov 20
Total with taxes and fees
30% OFF! Malibu Serene Cabin • Ocean View • Beach
Exterior
Remodeled Stylish Culver Cottage + Parking

Remodeled Stylish Culver Cottage + Parking

Carlson Park
10.0 out of 10, Exceptional, (85)
"We had a quick trip to LA and found this cozy cottage very comfortable, clean and quiet. "
United States
Elizabeth F.
$307 nightly
The price is $345
Nov 18 - Nov 19
Total with taxes and fees
Remodeled Stylish Culver Cottage + Parking
Exterior
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, (10)
"It was lovely and made for excellent stay while working in the area long hours. When not in meeting sitting at kitchen table and see the lovely back yard and having lunch there made traveling so nice."
United States
Kelly M.
$581 nightly
The price is $653
Nov 13 - Nov 14
Total with taxes and fees
Woodland Hills Cottage on beautiful 1/4 acre property
Terrace/patio
Little Topanga house with enormous views of Santa Monica Mountains

Little Topanga house with enormous views of Santa Monica Mountains

Topanga Oaks
9.4 out of 10, Exceptional, (56)
"Excellent place conveniently located to nearby vacation spots. Definitely the place to stay and relax while in California! "
United States
Elaina A.
$265 nightly
The price is $265
Nov 13 - Nov 14
Total with taxes and fees
Little Topanga house with enormous views of Santa Monica Mountains
Exterior
Carriage House @ Olive Hill Ranch w/ pool, hot tub and sports courts

Carriage House @ Olive Hill Ranch w/ pool, hot tub and sports courts

Moorpark
10.0 out of 10, Exceptional, (3)
"The owners were very welcoming & accommodating to our needs and our dog's needs. It is a very cool place and would stay again. The grounds are lovely. The host responded to questions very quickly."
United States
Jim D.
Carriage House @ Olive Hill Ranch w/ pool, hot tub and sports courts
Property grounds
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, (61)
"Can’t recommend this place or the host enough! "
United States
Katie T.
$594 nightly
The price is $668
Nov 17 - Nov 18
Total with taxes and fees
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
Property grounds
30% OFF! Malibu Charming Suite • Ocean View • King Bed

30% OFF! Malibu Charming Suite • Ocean View • King Bed

Central Malibu
9.0 out of 10, Wonderful, (11)
"Neat and cozy Malibu tiny house minutes from the beach!"
United States
Hunter H.
$405 nightly
The price is $459
Nov 16 - Nov 17
Total with taxes and fees
30% OFF! Malibu Charming Suite • Ocean View • King Bed
Outdoor dining
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)
"BEWARE- Do not stay here, we had a terrible experience. The pictures are deceiving, the furniture is extremely cheap and extremely uncomfortable and the unit had no heat. when I originally booked this property it was listed as a 5 bedroom (which was a lie) it was two, one-bedroom apartments. They have since changed it because I complained to VRBO that it was a fraudulent listing. We had multiple issues with this property: 1. No communication on how to check in- we had to reach out to the...
United States
Anonymous traveler
$1,727 nightly
The price is $1,727
Nov 13 - Nov 14
Total with taxes and fees
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

The LINE Hotel

The LINE Hotel

10/10 Excellent
"Very sat"
Sherry 2-night trip
Posted 22 hours ago
The LINE Hotel

Find out more about Winnetka

Winnetka Cottages information

Number of reviews
257
Accommodation
86 Cottages
Lowest Price
$265
Highest Price
$1,727

Frequently asked questions

How much do cottages in Winnetka cost?
Prepare to pay between $265 and $1,727 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 86 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