Find Hotels with a Pool in Winnetka, CA

  • 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

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Winnetka hotels with a pool

A swimming pool with a white border, surrounded by a fence, and adjacent to a building with large windows and a flat roof.

1. Best Western Canoga Park Motor Inn

Best Western Canoga Park Motor Inn
2.5 star property
Winnetka
9.0 out of 10, Wonderful, (874 reviews)
  • cleanliness
    Soak up the sun at this SoCal retreat with a refreshing outdoor pool and steamy hot tub.
The price is AED 522
AED 597 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Canoga Park Motor Inn
A modern indoor pool area with red Adirondack chairs, a pool table, and a view of the city through large windows.

2. Home2 Suites By Hilton Woodland Hills

Home2 Suites By Hilton Woodland Hills
3.0 star property
Warner Center
8.8 out of 10, Excellent, (1,024 reviews)
  • cleanliness
    Dive into serenity at this indoor pool sanctuary while staying close to shopping and dining hot spots.
The price is AED 509
AED 653 total
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites By Hilton Woodland Hills
A modern dining area with a pool view, featuring a large rectangular table with chairs, a small pool, and a view of a building across the pool.

3. Holiday Inn Express & Suites Chatsworth by IHG

Holiday Inn Express & Suites Chatsworth by IHG
2.5 star property
Chatsworth
9.2 out of 10, Wonderful, (805 reviews)
  • cleanliness
    Splash into pure vacation vibes at this outdoor pool with a hot tub for ultimate relaxation.
The price is AED 466
AED 586 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Chatsworth by IHG
A pool area with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

4. Sonesta ES Suites Chatsworth

Sonesta ES Suites Chatsworth
3.0 star property
Chatsworth
9.2 out of 10, Wonderful, (1,012 reviews)
  • cleanliness
    Splash into relaxation with a heated pool and hot tub sanctuary in this spacious suite retreat.
The price is AED 485
AED 615 total
includes taxes & fees
12 Nov - 13 Nov
Sonesta ES Suites Chatsworth
A clear swimming pool with lounge chairs and umbrellas, surrounded by a yellow building with emergency contact signs.

5. Best Western Woodland Hills Inn

Best Western Woodland Hills Inn
3.0 star property
Woodland Hills
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Splash into serenity at this Mediterranean retreat with tranquil pool area and bubbling hot tub.
The price is AED 496
AED 576 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Woodland Hills Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a concrete deck.

6. Tarzana Inn

Tarzana Inn
2.5 star property
Tarzana
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Poolside serenity awaits at this clean, peaceful hotel with sun loungers and umbrellas.
The price is AED 455
AED 519 total
includes taxes & fees
8 Nov - 9 Nov
Tarzana Inn
A hotel with a swimming pool, lounge chairs, and an American flag.

7. Hampton Inn & Suites Porter Ranch Los Angeles

Hampton Inn & Suites Porter Ranch Los Angeles
2.5 star property
Porter Ranch
9.4 out of 10, Exceptional, (534 reviews)
  • cleanliness
    Soak up the sun at this L.A. hotel's outdoor pool retreat with loungers and umbrellas.
The price is AED 607
AED 704 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn & Suites Porter Ranch Los Angeles
A pool area with lounge chairs, a palm tree, and a building with large windows.

8. Hilton Garden Inn Calabasas

Hilton Garden Inn Calabasas
3.0 star property
Old Town Calabasas
9.4 out of 10, Exceptional, (1,855 reviews)
  • cleanliness
    Refresh in a sun-soaked sanctuary at this Calabasas hotel, where a pristine outdoor pool beckons with loungers and umbrellas.
The price is AED 422
AED 472 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Calabasas
A poolside area with wooden lounge chairs and a built-in bench, under a pergola with wall-mounted lights.

9. The Anza - A Calabasas Hotel

The Anza - A Calabasas Hotel
3.5 star property
Old Town Calabasas
8.6 out of 10, Excellent, (1,177 reviews)
  • cleanliness
    Splash into poolside luxury at this modern Calabasas retreat with loungers for sun-soaked afternoons.
The price is AED 496
AED 557 total
includes taxes & fees
23 Nov - 24 Nov
The Anza - A Calabasas Hotel
A swimming pool with lounge chairs, surrounded by palm trees and a brick wall.

10. Best Western Plus Carriage Inn

Best Western Plus Carriage Inn
3.5 star property
Van Nuys
8.8 out of 10, Excellent, (2,210 reviews)
  • cleanliness
    Splash into poolside paradise where sunshine and relaxation meet at this urban retreat with hot tub.
The price is AED 465
AED 541 total
includes taxes & fees
22 Nov - 23 Nov
Best Western Plus Carriage Inn
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

Choose what matters most at hotels with a pool in Winnetka

Breakfast included
4 stars

Top Winnetka Hotel Reviews

A pool area with lounge chairs, a palm tree, and a building with large windows.
Hilton Garden Inn Calabasas

Hilton Garden Inn Calabasas

Hilton Garden Inn Calabasas
Old Town Calabasas

10/10 Excellent

We love staying here. The pool is heated and there is plenty of shade. Used the bar for the first time a drinks were perfect. Eric at the front desk exseplefies what being a host is all about. He has great customer service skills.
United States
Marco
Reviewed July 14, 2025
Hilton Garden Inn Calabasas

Frequently Asked Questions

What are some accommodations with pools in Winnetka?

Loews Hollywood Hotel: Hotel, 3-minute walk from Hollywood Walk of Fame. Features 2 restaurants, an outdoor pool, and complimentary wired internet access. Sheraton Universal Hotel: Hotel, 7-minute walk from Universal Studios Hollywood. Offers a snack bar/deli, an outdoor pool, and complimentary wireless internet access. Hotel Burbank: Hotel located near Warner Brothers Studio. Provides a sauna, an outdoor pool, and complimentary bicycles. Hilton Los Angeles/Universal City: Hotel, 7-minute walk from Universal Studios Hollywood. Features a 24-hour fitness center, an outdoor pool, and flat-screen televisions. Los Angeles Marriott Burbank Airport: Offers 3 restaurants, 2 outdoor pools, and a 24-hour fitness center.

What is there to see and do in Winnetka?

While you're in the area, consider exploring places like Universal Studios Hollywood, Santa Monica Beach, and Six Flags Magic Mountain. Make a point to visit attractions like Venice Beach and Woodley Park. You'll also discover lots of options for restaurants in Winnetka.

When is the best time to book a hotel with a pool in Winnetka?

You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Winnetka in the hottest months of August, July, or September when the average temp is 75°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of February, December, or January when the average temp is 55°F.

Explore a world of travel with Expedia