Winnetka Vacation Rentals

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

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winnetka vacation rentals

Game room
Relaxing Getaway w/ Game Room, Pickleball & More

Relaxing Getaway w/ Game Room, Pickleball & More

Relaxing Getaway w/ Game Room, Pickleball & More
Canoga Park
10.0 out of 10, Exceptional, (3)
"Host was very responsive. Lovely, very clean home. We stayed for a week for Thanksgiving. Convenient to shops and restaurants. Would definitely stay again. "
United States
Lisa F.
$536 nightly
The price is $603
Jan 20 - Jan 21
Total with taxes and fees
Relaxing Getaway w/ Game Room, Pickleball & More
Marina
Cozy good vibes boat experience in Marina Del Rey. Perfect location in safe area

Cozy good vibes boat experience in Marina Del Rey. Perfect location in safe area

Cozy good vibes boat experience in Marina Del Rey. Perfect location in safe area
Marina del Rey
8.8 out of 10, Excellent, (50)
"Had a comfortable stay and would look to stay again when traveling solo."
United States
Ryan M.
$148 nightly
The price is $155
Jan 3 - Jan 4
Total with taxes and fees
Cozy good vibes boat experience in Marina Del Rey. Perfect location in safe area
View from room
Venice Breeze Suites

Venice Breeze Suites

Venice Breeze Suites
3.5 star property
Venice
8.4 out of 10, Very Good, (1723)
"Clean lovely staff great view charming "
United States
portia
$200 nightly
The price is $228
Jan 4 - Jan 5
Total with taxes and fees
Venice Breeze Suites
Exterior
Venice Suites

Venice Suites

Venice Suites
3.0 star property
Venice
8.2 out of 10, Very Good, (1292)
"Great location. "
United States
Dagoberto
$191 nightly
The price is $218
Jan 8 - Jan 9
Total with taxes and fees
Venice Suites
Dining room
Gilmore One

Gilmore One

Gilmore One
4.0 star property
Van Nuys
8.4 out of 10, Very Good, (129)
"Place was really nice and in a good location. Room was very clea and good size. I would give 5 stars if parking wasn't difficult in this area. Otherwise, definitely recommend!"
United States
Alezandria Nicole
$129 nightly
The price is $147
Jan 4 - Jan 5
Total with taxes and fees
Gilmore One
Deluxe Studio (Self Check-in with Virtual Front Desk) | Individually decorated, individually furnished, laptop workspace
Kasa Sunset Los Angeles

Kasa Sunset Los Angeles

Kasa Sunset Los Angeles
3.0 star property
Hollywood
9.2 out of 10, Wonderful, (247)
"Very clean and secure, comfortable bed and well-equipped kitchen, definitely surpassed expectations."
United States
Ellie
$145 nightly
The price is $168
Jan 20 - Jan 21
Total with taxes and fees
Kasa Sunset Los Angeles
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

"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, (33)
"Great place "
United States
Gary S.
$332 nightly
The price is $332
Jan 2 - Jan 3
Total with taxes and fees
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
Executive Townhome, 3 Bedrooms | Room amenity
StaysPro - Hollywood Homes Minutes to Everything

StaysPro - Hollywood Homes Minutes to Everything

StaysPro - Hollywood Homes Minutes to Everything
4.0 star property
Hollywood
8.4 out of 10, Very Good, (170)
"Thank you for making it feel like home."
United States
Luz
$461 nightly
The price is $500
Jan 5 - Jan 6
Total with taxes and fees
StaysPro - Hollywood Homes Minutes to Everything
Rooftop terrace
Fenix Hotel Hollywood

Fenix Hotel Hollywood

Fenix Hotel Hollywood
4.0 star property
Hollywood
8.6 out of 10, Excellent, (269)
"Great stay! The location is perfect! In unit laundry was a great perk. "
Canada
Gerard
$151 nightly
The price is $172
Jan 5 - Jan 6
Total with taxes and fees
Fenix Hotel Hollywood
Outdoor dining
Heavenly Staycation in the heart of Los Angeles

Heavenly Staycation in the heart of Los Angeles

Heavenly Staycation in the heart of Los Angeles
2.0 star property
Lake Balboa
9.8 out of 10, Exceptional, (6)
"Host was very nice place was clean and anything that we needed they took care of it"
United States
Iolanda S.
$545 nightly
The price is $613
Jan 3 - Jan 4
Total with taxes and fees
Heavenly Staycation in the heart of Los Angeles
Front of property
Bp Crest

Bp Crest

Bp Crest
4.5 star property
Koreatown
$270 nightly
The price is $307
Jan 4 - Jan 5
Total with taxes and fees
Bp Crest
Hallway
Quintessence ApartHotel

Quintessence ApartHotel

Quintessence ApartHotel
2.0 star property
Hollywood
8.8 out of 10, Excellent, (75)
"It's in the perfect location for what we were doing. It was very clean and safe. There's a lot to do in walking distance. "
United States
Shondra
$161 nightly
The price is $184
Jan 7 - Jan 8
Total with taxes and fees
Quintessence ApartHotel
Terrace/patio
Charming house with AC, parking & gated yard in pleasant Burbank neighborhood

Charming house with AC, parking & gated yard in pleasant Burbank neighborhood

Charming house with AC, parking & gated yard in pleasant Burbank neighborhood
2.0 star property
Burbank
8.4 out of 10, Very Good, (6)
$468 nightly
The price is $468
Jan 2 - Jan 3
Total with taxes and fees
Charming house with AC, parking & gated yard in pleasant Burbank neighborhood
Exterior detail
*Self check-in. Private Entrance. Netflix.*

*Self check-in. Private Entrance. Netflix.*

*Self check-in. Private Entrance. Netflix.*
West Hills
9.2 out of 10, Wonderful, (17)
"GREAT stay! Quaint, cozy room/bathroom that had everything I needed. Excellent location! Owner very responsive! "
United States
Yvette F.
$188 nightly
The price is $212
Jan 2 - Jan 3
Total with taxes and fees
*Self check-in. Private Entrance. Netflix.*
Fridge, oven, stovetop, dishwasher
Charming 2-bedroom house in Granada Hill- Los Angeles

Charming 2-bedroom house in Granada Hill- Los Angeles

Charming 2-bedroom house in Granada Hill- Los Angeles
2.0 star property
Granada Hills South
9.2 out of 10, Wonderful, (10)
"Clean, comfortable and cozy.Way better than staying at a hotel.You have your privacy and a lot of commodities."
United States
Eddie V.
$307 nightly
The price is $345
Jan 2 - Jan 3
Total with taxes and fees
Charming 2-bedroom house in Granada Hill- Los Angeles
Exterior
Architectural Marvel in Hollywood Hills with Views

Architectural Marvel in Hollywood Hills with Views

Architectural Marvel in Hollywood Hills with Views
2.0 star property
Hollywood Hills
10.0 out of 10, Exceptional, (4)
"Everything you need-plenty of plates, dishes, spices, toiletries (including TP, cotton swabs, tissues), blankets, and hangers. We appreciated there were extras of everything. Also, the couch was extremely comfortable. Beautiful views made it the perfect place to stay. "
United States
Holly A.
$622 nightly
The price is $702
Jan 8 - Jan 9
Total with taxes and fees
Architectural Marvel in Hollywood Hills with Views
Outdoor dining
Studio Mins to Venice Beach, Sony Studios, LAX & Vibrant Downtown Culver City

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, (31)
"Amazing stay after a long day of beach volleyball! Great place to relax for the evening!! Great breakfast spots around for in the morning! Access to TV streaming services too made for such a great stay! "
United States
Alexa S.
$208 nightly
The price is $222
Jan 14 - Jan 15
Total with taxes and fees
Studio Mins to Venice Beach, Sony Studios, LAX & Vibrant Downtown Culver City
Fridge, microwave, oven, stovetop
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!

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, (62)
"Everything was seamless - just like you would see in an interior design magazine! A beautifully arranged and comfortable place to stay for business travelers."
United States
Mina K.
$611 nightly
The price is $686
Jan 20 - Jan 21
Total with taxes and fees
THE Zen Treehouse Retreat- Great Views and Peaceful Decks!
Exterior detail
West Los Angeles - Spanish Gem

West Los Angeles - Spanish Gem

West Los Angeles - Spanish Gem
2.0 star property
McManus
10.0 out of 10, Exceptional, (1)
"House was super clean, and neat! Easy check-in/check-out tootoo!"
United States
Thomas
$297 nightly
The price is $297
Jan 16 - Jan 17
Total with taxes and fees
West Los Angeles - Spanish Gem
Apartment | 1 bedroom
Scenic Retreat With Deck Stunning Views in LA

Scenic Retreat With Deck Stunning Views in LA

Scenic Retreat With Deck Stunning Views in LA
2.0 star property
Atwater Village
10.0 out of 10, Exceptional, (3)
"Good"
United States
Shantinique
$275 nightly
The price is $308
Jan 27 - Jan 28
Total with taxes and fees
Scenic Retreat With Deck Stunning Views in LA
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

Glendale Express Hotel Los Angeles

Glendale Express Hotel Los Angeles

10/10 Excellent
"Easy well maintained "
Martin 1-night trip
Posted 1 day ago
Glendale Express Hotel Los Angeles

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 $147 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?

Casa Penelope by Oraklus: This vacation home rental outside of Winnetka is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Winnetka?

Choose from 10 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. Santa Monica Pier and Six Flags Magic Mountain 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.