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

Winnetka Vacation Rentals

Q: 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.

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Winnetka vacation rentals

A room with a wooden floor, two white chairs, and a view of the ocean through open doors.

1. Malibu Beach Paradise Apartments

Eastern Malibu

Joe

$330 nightly

Nov 18 - Nov 19

Total with taxes and fees

A dining area with a round table and wooden chairs, large windows with a view of a cityscape and mountains.

2. Kasa Sunset Los Angeles

Hollywood

Michaela

$159 nightly

Nov 16 - Nov 17

Total with taxes and fees

A room with a brick wall, large windows, a blue leather sofa, and a surfboard.

3. Venice Breeze Suites

Venice

Shannon

$249 nightly

Nov 11 - Nov 12

Total with taxes and fees

An outdoor patio with wooden furniture and large umbrellas, surrounded by buildings and palm trees.

4. Fenix Hotel Hollywood

Hollywood

Maria

$117 nightly

Dec 2 - Dec 3

Total with taxes and fees

A modern balcony with a glass railing overlooking the ocean, a round table with chairs, and a flat-screen TV mounted on the wall.

5. SA Beach by Stay Awhile Villas

Eastern Malibu

Van

$640 nightly

Nov 12 - Nov 13

Total with taxes and fees

A rooftop patio with outdoor seating, a pool table, and a view of the beach.

6. Venice Suites

Venice

Maria

$219 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern interior with a glass staircase, geometric wall patterns, and recessed lighting.

7. Quintessence ApartHotel

Hollywood

Kirk

$280 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern building with a landscaped garden featuring circular water features and a pergola.

8. Santa Monica Executive Suites

West Los Angeles

Lucie

$264 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern kitchen with white cabinetry, a black stovetop, and a built-in oven. There is a white countertop with a sink and a ceiling fan above.

9. The Beverly Grove Hotel

Mid-Wilshire

Tranae

$292 nightly

Nov 11 - Nov 12

Total with taxes and fees

A bedroom with two beds, a small table, and large windows with a view of trees.

10. Chic City Apt Near Americana Glendale

Citrus Grove

Anonymous traveler

$434 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern two-story house with a swimming pool, outdoor seating, and a bar area.

11. Franklin Modern

Hollywood Hills West

$2,771 nightly

Nov 15 - Nov 16

Total with taxes and fees

12. The Urban Suites

Westlake

Michael

$271 nightly

Nov 30 - Dec 1

Total with taxes and fees

A modern kitchen with white cabinetry, a central island, and pendant lighting.

13. Malibu Retreat w/ Balcony & Mountain Views

Malibu

$1,044 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern interior with a wooden staircase, a dining area with a view of greenery, and a wall with geometric art.

14. Casa Bella by Oraklus

Beverly Grove

$976 nightly

Dec 7 - Dec 8

Total with taxes and fees

A modern living room with a large sectional sofa, a coffee table, and a view of the city.

15. Sierra Mar

Hollywood Hills

$3,740 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern house with a large outdoor pool, a patio area, and a well-lit interior.

16. Gardner Modern

Fairfax District

$2,728 nightly

Nov 30 - Dec 1

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Winnetka Hotel Reviews

A patio area with Adirondack chairs, a fire pit, and a pool in the background.

Sonesta ES Suites Chatsworth

Chatsworth

10/10 Excellent

Leo

A modern kitchen with a large island, bar stools, and a wine rack.

Home2 Suites By Hilton Woodland Hills

Warner Center

10/10 Excellent

Ivan

A spacious lobby with a curved grey sofa, multiple seating options, a reception desk, and large windows offering views of the outdoors.

Hilton Woodland Hills / Los Angeles

Warner Center

10/10 Excellent

Kunta

A hotel with a central courtyard, palm trees, and a fountain.

Hilton Garden Inn Calabasas

Old Town Calabasas

10/10 Excellent

Marco

A buffet setup with various food items in metal containers, a patterned wall, and a counter with utensils.

Holiday Inn Express Van Nuys by IHG

North Hills East

10/10 Excellent

Christian

A spacious lobby with modern furniture, a staircase, and a large tree mural.

La Quinta Inn & Suites by Wyndham Santa Clarita - Valencia

Stevenson Ranch

10/10 Excellent

James

A modern kitchen with dark wood cabinets, a granite countertop, and a central island with seating. There are various kitchen appliances and a chalkboard menu on the wall.

Hampton Inn Los Angeles/Santa Clarita

Stevenson Ranch

10/10 Excellent

Heather or Kai

A multi-story building with a central fountain, palm trees, and a well-lit entrance.

Cambria Hotel Calabasas - Malibu

Calabasas

10/10 Excellent

Alberto

A hotel courtyard with a swimming pool, outdoor seating, and a fire feature.

Holiday Inn Express & Suites Valencia - Santa Clarita by IHG

Valencia

10/10 Excellent

Joana

A hotel entrance with a covered driveway, stone pillars, and a sign indicating a clearance of 13 feet.

Hampton Inn & Suites Agoura Hills

Agoura Hills

10/10 Excellent

Anonymous traveler

A modern building with multiple windows and a courtyard with potted plants.

Hotel Mariposa Los Angeles

Valley Village

10/10 Excellent

Yesenia

A modern hotel dining area with a long communal table, wooden chairs, a green booth, and a kitchen counter.

Fairfield Inn Santa Clarita Valencia

Stevenson Ranch

10/10 Excellent

Leslie

A hotel room with a gray sofa, a single bed with white bedding, a small round table, a large window, and a wall-mounted artwork depicting a carnival scene.

Best Western Valencia/Six Flags Inn & Suites

Valencia

10/10 Excellent

Nicole

A hotel room with a large bed, a sofa, a small table, and a desk with a chair. There are three framed pictures on the wall.

Comfort Inn & Suites Near Universal - N. Hollywood - Burbank

North Hollywood

10/10 Excellent

Benjamin

A reception area with a modern design, including a reception desk, a seating area with a sofa and a coffee table, and large windows offering views of the outdoors.

Good Nite Inn - Calabasas

Agoura Hills

10/10 Excellent

Thomas

A hotel room with a large bathtub, a bed with a wooden headboard, and a view of the outdoors through a window with curtains.

Best Western Posada Royale Hotel & Suites

Simi Valley

10/10 Excellent

ELIA

A modern living room with a white sofa, red accents, a flat-screen TV mounted on the wall, and a view of a building with stairs outside.

The Tangerine - A Burbank Hotel

Media District

10/10 Excellent

We really enjoyed our stay! Safe neighborhood only a 10min Uber to universal studios. Very safe neighborhood. Clean property and accommodating. The only thing I notice was the wallpaper is starting to peel, but it’s also obvious they are actively working on updating the property. Breakfast is pastries only, but if you want more there are dozens of options within 2 blocks. Very much would stay there again.

Jennifer

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 $133 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.

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.

Winnetka Vacation Rentals

Check prices for these dates

Our top choices for Winnetka vacation rentals

1. Malibu Beach Paradise Apartments

2. Kasa Sunset Los Angeles

3. Venice Breeze Suites

4. Fenix Hotel Hollywood

5. SA Beach by Stay Awhile Villas

6. Venice Suites

7. Quintessence ApartHotel

8. Santa Monica Executive Suites

9. The Beverly Grove Hotel

10. Chic City Apt Near Americana Glendale

11. Franklin Modern

12. The Urban Suites

13. Malibu Retreat w/ Balcony & Mountain Views

14. Casa Bella by Oraklus

15. Sierra Mar

16. Gardner Modern

Find vacation rentals that suit your style

Top Winnetka Hotel Reviews

Sonesta ES Suites Chatsworth

10/10 Excellent

Find out more about Winnetka

Everything you need to know about Winnetka vacation rentals

Winnetka vacation rentals: An excellent choice for every season

How to find incredible deals on Winnetka rentals

Frequently Asked Questions

Are there vacation rentals in Winnetka?

What are some of the best vacation rentals that Winnetka has to offer?

How many vacation rentals are there in Winnetka?

What’s there to see and do in Winnetka?

What’s a vacation rental in Winnetka like?

Explore a world of travel with Expedia