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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 241 Villas in Winnetka with updated reviews, rates, and availability.

STUNNING private Designer villa/duplex in the top of Hollywood Hills.
Terrace/patio

STUNNING private Designer villa/duplex in the top of Hollywood Hills.

9.4 out of 10, Exceptional, (71)
"We loved it! "
The price is AED 984
AED 1,990 total
includes taxes & fees
30 May - 31 May
STUNNING private Designer villa/duplex in the top of Hollywood Hills.
Beautifully Remodeled 4BR Home-Outdoor Dining BBQ
Private kitchen

Beautifully Remodeled 4BR Home-Outdoor Dining BBQ

9.6 out of 10, Exceptional, (16)
"House was just as described. Ample room for us all. Only suggestion would be to have bigger pans for this size of our party. The neighborhood was nice and quiet."
Beautifully Remodeled 4BR Home-Outdoor Dining BBQ
Your Own Private RESORT!🏝9BR/10BA Gated Compound✰ HUGE Pool, Gym, Yard, Parking
A heated pool

Your Own Private RESORT!🏝9BR/10BA Gated Compound✰ HUGE Pool, Gym, Yard, Parking

10.0 out of 10, Exceptional, (43)
"By far, one of the top vacation rentals we have had the pleasure to enjoy. Beautiful private oasis with a magical outdoor area. Everyone in our traveling party was beyond pleased. The location is perfect and the communication with the manager/hosts was outstanding! Thank you for everything!! "
Your Own Private RESORT!🏝9BR/10BA Gated Compound✰ HUGE Pool, Gym, Yard, Parking
Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss
Outdoor spa tub

Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss

9.8 out of 10, Exceptional, (6)
"Everything was great , I will return next year for sure"
The price is AED 1,616
AED 3,458 total
includes taxes & fees
11 Jun - 12 Jun
Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss
The Beverly Grand Villa @ Bel Air, Los Angeles
Outdoor pool, a heated pool

The Beverly Grand Villa @ Bel Air, Los Angeles

9.6 out of 10, Exceptional, (24)
"This is a nice home for an extended family gathering. Plenty of space for individual time as well as pulling everybody together. It is also conveniently located very near a small and charming market area with a pharmacy, post office, grocery store and restaurants. "
The Beverly Grand Villa @ Bel Air, Los Angeles
Luxurious Trousdale Estate with Expansive Grounds
Pool

Luxurious Trousdale Estate with Expansive Grounds

10.0 out of 10, Exceptional, (7)
"We loved holding our company retreat at this house. The host was very communicative and helpful. Will definitely stay again."
Luxurious Trousdale Estate with Expansive Grounds
Beautiful Hollywood Hills Villa - Heat Pool, BBQ, Hollywood Sign, Prime Location
Outdoor pool, a heated pool

Beautiful Hollywood Hills Villa - Heat Pool, BBQ, Hollywood Sign, Prime Location

10.0 out of 10, Exceptional, (36)
"Amazing location close to all the big attractions. Home was so beautiful and comfortable. "
Beautiful Hollywood Hills Villa - Heat Pool, BBQ, Hollywood Sign, Prime Location
Villa Outpost in the Hollywood Hills.
Interior

Villa Outpost in the Hollywood Hills.

10.0 out of 10, Exceptional, (1)
"Excellent host, super responsive. The property was true to the ad. Very convenient location to Hollywood and location attractions. For people that aren’t familiar with the area, you will be dealing traffic pretty much throughout the day (not directly at the property but once you get into the business area) But that’s LA for you, but still easy access to everything on the west side of LA. "
Villa Outpost in the Hollywood Hills.
The Jetliner | Private Spa! by Colby & Conrad
4 bedrooms, desk, iron/ironing board, travel crib

The Jetliner | Private Spa! by Colby & Conrad

6.0 out of 10, (2)
"Awesome place thanks for hosting"
The price is AED 2,099
AED 4,554 total
includes taxes & fees
19 May - 20 May
The Jetliner | Private Spa! by Colby & Conrad
Exquisite Hollywood Hills Retreat
3 bedrooms, iron/ironing board, WiFi, bed sheets

Exquisite Hollywood Hills Retreat

10.0 out of 10, Exceptional, (10)
"Wonderfully home with excellent accommodations and well stocked. Will consider next time we visit Los Angeles"
Exquisite Hollywood Hills Retreat
Luxury Resort Style Hollywood Hills Villa
Interior

Luxury Resort Style Hollywood Hills Villa

10.0 out of 10, Exceptional, (21)
"The property was amazing !!! it was overlooking LA and a very clean area . The neighborhood was very friendly"
Luxury Resort Style Hollywood Hills Villa
Staycation Home private pool - close to Malibu Beach
Outdoor pool, a waterfall pool

Staycation Home private pool - close to Malibu Beach

8.8 out of 10, Excellent, (3)
"We enjoyed our stay in Agoura Hills. The house location is ideal, close to the 101, shopping and restaurants. We were impressed by both the cleanliness of the house and the communication with the owner. There was plenty of room for us and enjoyed the backyard which included a pool, hot tub and gas grill. One suggestion would be to have a king size bed in the master bedroom. The room is large enough for it and we would have enjoyed that. Overall, we would stay again when in the Conejo Valley...
Staycation Home private pool - close to Malibu Beach
Mt Malibu Mansion w/ Amazing Ocean Views, Guest House, 2+ Acres, Hot Tub!
Beach nearby, sun loungers, beach towels

Mt Malibu Mansion w/ Amazing Ocean Views, Guest House, 2+ Acres, Hot Tub!

10.0 out of 10, Exceptional, (10)
"Amazing PLACE!! The View is PRICELESS! The Guest House worked perfectly when you have a large group. Plenty of Parking and space to move. "
Mt Malibu Mansion w/ Amazing Ocean Views, Guest House, 2+ Acres, Hot Tub!
Beverly Grove Spanish Oasis 5 BR Villa with Pool, Hot tub, Parking
Onsite parking

Beverly Grove Spanish Oasis 5 BR Villa with Pool, Hot tub, Parking

9.4 out of 10, Exceptional, (6)
"Loved our stay in this clean, spacious property near everything. Convenient parking and lovely amenties. Highly recommend!"
The price is AED 1,649
AED 3,995 total
includes taxes & fees
14 May - 15 May
Beverly Grove Spanish Oasis 5 BR Villa with Pool, Hot tub, Parking
London Dream
Luxury Villa, Multiple Beds, Pool Access, Pool View (London Dream) | 4 bedrooms, individually decorated, individually furnished, desk

London Dream

4.5 star property
London Dream
Zen Villa @ Hollywood Hills, Los Angeles by Universal Studio
Smart TV, fireplace, video games, foosball

Zen Villa @ Hollywood Hills, Los Angeles by Universal Studio

8.6 out of 10, Excellent, (4)
"So many great things to say about this space, but overall such an incredible experience for all the guests in our group. Clean, tidy, spacious, and fun for everyone. "
Zen Villa @ Hollywood Hills, Los Angeles by Universal Studio
Dume Point by AvantStay | Tennis + Pool in Malibu
Fridge, oven, stovetop, dishwasher

Dume Point by AvantStay | Tennis + Pool in Malibu

8.6 out of 10, Excellent, (7)
"We has such a wonderful time in Pt Dume. The property was in the best location, grounds were FAB ! We relaxed, played and explored the area. Classic Cali home w a wonderful kitchen, plenty of room and wonderful amenities ….."
Dume Point by AvantStay | Tennis + Pool in Malibu
Malibu Beach House Sweeping Panoramic Views Walk 2 beach
3 bedrooms, iron/ironing board, travel crib, free WiFi

Malibu Beach House Sweeping Panoramic Views Walk 2 beach

8.0 out of 10, Very Good, (1)
"We loved the view and the generous grounds around the property. Lots to explore. Some of the outdoor furniture could have been set up cleaner but overall loved reading and relaxing outside. The beds were all very comfortable. The kitchen and coffee etc was great - thank you! The plumbing is old and we respect that but it was unusual for us to abide by some of the requirements and the upstairs shower didn't drain. Thankfully there were multiple showers and we made it work. Overall - it was a...
Malibu Beach House Sweeping Panoramic Views Walk 2 beach
Anzio - Contemporary Bel Air Estate with Endless Amenities
A heated pool

Anzio - Contemporary Bel Air Estate with Endless Amenities

8.6 out of 10, Excellent, (4)
"The Anzio house was nice and large enough for our family gathering of 15 persons. The patio and tennis court were very beautiful. However, the house has some items that should be fixed, such as:there is a window in the shower of a bedroom on the left side of the house. The wood trim of this window is severely rotted and very disgusting. It’s clear that this window should have been replaced years ago.The two small bedrooms near the laundry room have double beds though these bedrooms were...
Anzio - Contemporary Bel Air Estate with Endless Amenities
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.
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Other property types in Winnetka

Gilmore One
Exterior

Gilmore One

4.0 star property
8.8 out of 10, Excellent, (20)
"Great location and and good stay"
The price is AED 249
AED 493 total
includes taxes & fees
14 May - 15 May
Gilmore One
Venice Breeze Suites
Oceanfront view, Studio Suite | View from room

Venice Breeze Suites

3.5 star property
8.4 out of 10, Very Good, (1655)
"Had a great stay here.would definitely recommend.."
The price is AED 988
AED 1,128 total
includes taxes & fees
14 May - 15 May
Venice Breeze Suites
Casas On Cordova Street
Deluxe Studio | Desk, laptop workspace, free WiFi, bed sheets

Casas On Cordova Street

2.0 star property
8.2 out of 10, Very Good, (20)
"Good place "
Casas On Cordova Street
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.

Frequently asked questions

How much do villas in Winnetka cost?
Villas in Winnetka range between AED 984 and AED 2,099 per night. These escapes give you the privacy to enjoy your own space at a price that’s gentle to your wallet. 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 villas are there in Winnetka?
Pack your suitcase and choose from 241 villas in Winnetka. For a family vacation, a romantic break and everything in between, Expedia can help you find the perfect space in just a click or two.
Why book your villa in Winnetka with Expedia?
Booking a villa in Winnetka is as easy as deciding on your travel dates and selecting an option suited to your needs. Searching for something affordable or upmarket, or a property that also has a kitchen? Use Expedia’s search filters to narrow your results and find your dream fit.