Search Winnetka Cottage Accommodations

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Winnetka

Best Beach Location in Santa Monica! Our Summer Stretches Through Fall!
Stroll onto the charming front porch, perfect for outdoor dining or relaxation, surrounded by lush greenery and a warm atmosphere.

Best Beach Location in Santa Monica! Our Summer Stretches Through Fall!

10.0 out of 10, Exceptional, (309)
"Easy check in/out...perfect location...great stay for our family of 3"
Best Beach Location in Santa Monica! Our Summer Stretches Through Fall!
Remodeled Stylish Culver Cottage + Parking
Experience the charm of the Culver Hotel, set amidst lush palm trees.

Remodeled Stylish Culver Cottage + Parking

10.0 out of 10, Exceptional, (81)
"Perfect for the two of us. Excellent location on a quiet, dead end street. Convenient to downtown Culver. Loved the courtyard and firepit. Cottage had everything we needed and was so cute! This will be our new go to place! Great value too! "
Remodeled Stylish Culver Cottage + Parking
Little Topanga house with enormous views of Santa Monica Mountains
Relax in a shaded seating area surrounded by lush greenery and scenic views.

Little Topanga house with enormous views of Santa Monica Mountains

9.4 out of 10, Exceptional, (53)
"The cabin was comfortable and clean. We had all we needed and additional amenities. Great place!"
The price is AU$421
includes taxes & fees
4 Aug - 5 Aug
Little Topanga house with enormous views of Santa Monica Mountains
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
Relax on the outdoor deck with a comfortable sofa and a small table.

THE Zen Treehouse Retreat- Great Views and Peaceful Decks!

10.0 out of 10, Exceptional, (54)
"This is our second stay at the Zen Treehouse. I actually don't want to write this review, because I want to book this spot for every time I visit L.A.. AJ has thought of literally everything to make the stay easy and relaxing--- including the kitchen being fully stocked. What else can I say... the furniture is plush, the outdoor spots are bathed in sun, with birds chirping, and beautiful views. She was warm and responsive when I called with questions. Relax and enjoy!"
The price is AU$1,217
includes taxes & fees
9 Aug - 10 Aug
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
A-lister by Avantstay Hollywood Hills Luxe Group Escape w/ Pool
House (3 Bedrooms) | Interior

A-lister by Avantstay Hollywood Hills Luxe Group Escape w/ Pool

3.0 star property
A-lister by Avantstay Hollywood Hills Luxe Group Escape w/ Pool
Jacuzzi View Luxury Guest Cottage. Available for Extended Stays at a discount.
Terrace/patio

Jacuzzi View Luxury Guest Cottage. Available for Extended Stays at a discount.

2.5 star property
10.0 out of 10, Exceptional, (22)
"I really loved staying at the house. It is beautifully appointed with a gorgeous back patio. It was a welcome destination after a long day of work. Roland was super helpful and responsive. The Nespresso machine was particularly a life saver. Thanks for sharing your beautiful home!"
The price is AU$522
includes taxes & fees
12 Aug - 13 Aug
Jacuzzi View Luxury Guest Cottage. Available for Extended Stays at a discount.
MTN VIEWS 2022 remodeled BBQ EN Suite Hiking
Relax in a serene outdoor space surrounded by lush greenery and a beautifully maintained lawn.

MTN VIEWS 2022 remodeled BBQ EN Suite Hiking

10.0 out of 10, Exceptional, (14)
"Quaint and quiet location. Beautiful views and easy access to many outdoor activities."
MTN VIEWS 2022 remodeled BBQ EN Suite Hiking
Sunny + Cozy Garden Studio in Trendy Culver City
Exterior

Sunny + Cozy Garden Studio in Trendy Culver City

10.0 out of 10, Exceptional, (47)
"The sweet spot was a great base for us as we went around to see the sights!"
Sunny + Cozy Garden Studio in Trendy Culver City
Pacific View by Avantstay Original Artist's Home
House (4 Bedrooms) | Interior

Pacific View by Avantstay Original Artist's Home

3.0 star property
Pacific View by Avantstay Original Artist's Home
Dos Palos by Avantstay Mod Hollywood Sanctuary
Stroll through lush gardens and ascend to a serene deck via a stone staircase.

Dos Palos by Avantstay Mod Hollywood Sanctuary

3.0 star property
9.6 out of 10, Exceptional, (4)
"Excellent location for family vacation at Universal, just a 5min drive. We got pizza at the nearby pizza restaurant and enjoyed it in the backyard oasis. Loved the “secret” room downstairs, teens were able to go hang and enjoy their time downstairs. "
Dos Palos by Avantstay Mod Hollywood Sanctuary
30% OFF! Malibu Charming Suite • Ocean View • King Bed
Enjoy a tranquil rooftop retreat with a table, chairs, and a potted plant, offering a serene view of the surrounding neighborhood.

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

9.0 out of 10, Wonderful, (11)
"It was so nice to be able to go back to my hometown and enjoy beautiful views in a great location. "
The price is AU$799
includes taxes & fees
18 Aug - 19 Aug
30% OFF! Malibu Charming Suite • Ocean View • King Bed
Edwin by Avantstay Hollywood Hills Luxury + Pool
House (4 Bedrooms) | Interior

Edwin by Avantstay Hollywood Hills Luxury + Pool

3.0 star property
4.0 out of 10, (1)
"This house was filthy & very poorly maintained. Grime on walls, dishes, floors and pool. We paid extra to have pool heated and clean, but when we arrived, it was cold and had days of debris in it. There was food on the deck, around the fire pit and sitting area. The palm tree lighting is hanging at toddler height that could easily become entangled around child’s neck. Zero maintenance on the trees with dead tree palms hanging and falling to the deck. Don’t bring your kids here! No...
Edwin by Avantstay Hollywood Hills Luxury + Pool
West Valley by Avantstay Large Yard w/ Pool!
House (4 Bedrooms) | Interior

West Valley by Avantstay Large Yard w/ Pool!

3.0 star property
West Valley by Avantstay Large Yard w/ Pool!
Treehouse and farm stay in Fillmore
Experience breathtaking views of the surrounding mountains from this serene retreat.

Treehouse and farm stay in Fillmore

Treehouse and farm stay in Fillmore
Forman by Avantstay Pool, Near Hollywood Studios
House (3 Bedrooms) | Interior

Forman by Avantstay Pool, Near Hollywood Studios

3.0 star property
Forman by Avantstay Pool, Near Hollywood Studios
Entire Beverly Hills Guest House
Stroll through a tranquil garden oasis with a shaded pergola, brick border, and soothing water feature.

Entire Beverly Hills Guest House

9.8 out of 10, Exceptional, (12)
"Donna's guest house was perfect for my husband and me for the weekend. It was fun getting a taste of Beverly Hills!"
The price is AU$636
includes taxes & fees
31 Aug - 1 Sept
Entire Beverly Hills Guest House
Sunny 2 Bedroom Garden Cottage with Hot Tub on Topanga State Park
Enjoy a relaxing outdoor space with a barbecue area, comfortable seating, and lush greenery.

Sunny 2 Bedroom Garden Cottage with Hot Tub on Topanga State Park

9.0 out of 10, Wonderful, (4)
"Living area is bright and open. Outside conversation pit and private hot tub."
Sunny 2 Bedroom Garden Cottage with Hot Tub on Topanga State Park
3 Mi to Universal Studios: Chic Home w/ Yard!
House (2 Bedrooms) | Interior

3 Mi to Universal Studios: Chic Home w/ Yard!

3.0 star property
3 Mi to Universal Studios: Chic Home w/ Yard!
30% OFF! Malibu Serene Cabin • Ocean View • Beach
Relax on the deck with a glass-top table and two comfortable chairs, surrounded by lush greenery and a serene hilly view.

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

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. "
The price is AU$737
includes taxes & fees
10 Aug - 11 Aug
30% OFF! Malibu Serene Cabin • Ocean View • Beach
LUXE Culver City Bungalow!
Relax in the serene public square, surrounded by lush greenery and shaded seating areas.

LUXE Culver City Bungalow!

9.6 out of 10, Exceptional, (5)
"Recently updated and done very well, super cute little studio"
LUXE Culver City Bungalow!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

How much do cottages in Winnetka cost?
Rates for cottages in Winnetka range between AU$421 and AU$1,217 per night. Whatever your budget, you'll find an ideal place to immerse yourself in nature. This price was 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?
Make use of your holiday days and pick from 89 cottages in Winnetka. Dreaming of a place where you can relax and connect with nature? Expedia will help you find the ideal stay in just a few clicks.
What is there to do in Winnetka near my cottage?
Winnetka has enough sights to keep you on the hop for weeks (or months!), beginning with Topanga State Park. Valley Performing Arts Centre, Sherman Oaks Castle Park and Santa Susana Pass State Historic Park are other impressive attractions. If you're staying a while longer, Los Encinos State Historic Park and Canoga-Owensmouth Historical Museum are nice finishing touches to your itinerary.