Compare Winnetka Villas

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Featured Villas in Winnetka

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

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

Guests staying at this villa enjoy access to a water park, a gym, and a hot tub. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and local meal delivery service.
Pool
Hot Tub
Dume Point by AvantStay | Tennis + Pool in Malibu

Dume Point by AvantStay | Tennis + Pool in Malibu

Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Stardust by AvantStay | Views, Hot Tub, Pool Table

Stardust by AvantStay | Views, Hot Tub, Pool Table

Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include laundry facilities, barbecue grills, and a garden.
Hot Tub
Kitchen
Luxury Resort Style Hollywood Hills Villa

Luxury Resort Style Hollywood Hills Villa

At this villa, guests enjoy an outdoor pool, a gym, and a sauna. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Kitchen
STUNNING private Designer villa/duplex in the top of Hollywood Hills.

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

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Kitchen
Washer
Luxurious Trousdale Estate with Expansive Grounds

Luxurious Trousdale Estate with Expansive Grounds

Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. Staff members can help with accommodation requests, and provide concierge services. This family-friendly villa also has barbecue grills.
Pool
Hot Tub
Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss

Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.
Pool
Hot Tub
Skyline Luxury Haven - Modern Contemporary Estate w/ Panoramic Views

Skyline Luxury Haven - Modern Contemporary Estate w/ Panoramic Views

Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services.
Pool
Hot Tub
🌴Spacious & Private 5Bdr Private Retreat-Saltwater Pool/Spa, Outdoor Kitchen🌴

🌴Spacious & Private 5Bdr Private Retreat-Saltwater Pool/Spa, Outdoor Kitchen🌴

Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
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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.

Hotel Options in Winnetka

    Loews Hollywood Hotel

    Loews Hollywood Hotel

    1755 North Highland Avenue, Los Angeles, CA
    $263 nightly
    The price is $306 total per night from Oct 6 to Oct 7
    $306 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9/10 Wonderful! (4,591 reviews)
    Hotel Burbank

    Hotel Burbank

    150 E Angeleno Ave, Burbank, CA
    $153 nightly
    The price is $170 total per night from Oct 12 to Oct 13
    $170 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (5,100 reviews)
    Sheraton Universal Hotel

    Sheraton Universal Hotel

    333 Universal Hollywood Drive, Universal City, CA
    $183 nightly
    The price is $213 total per night from Oct 27 to Oct 28
    $213 total
    Oct 27 - Oct 28
    Total with taxes and fees
    8.6/10 Excellent! (3,931 reviews)

Luxury Villas

Book luxury villas in Winnetka
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Winnetka. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Winnetka, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Winnetka
You won’t have a problem finding your own space in Winnetka. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Winnetka on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Winnetka rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Winnetka Villas essential information

Accommodation
188 Villas
Lowest Price
$170
Highest Price
$306
Popular accommodation
Your Own Private RESORT!🏝9BR/10BA Gated Compound✰ HUGE Pool, Gym, Yard, Parking, Dume Point by AvantStay | Tennis + Pool in Malibu, Stardust by AvantStay | Views, Hot Tub, Pool Table, Luxury Resort Style Hollywood Hills Villa, STUNNING private Designer villa/duplex in the top of Hollywood Hills., Luxurious Trousdale Estate with Expansive Grounds, Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss, Skyline Luxury Haven - Modern Contemporary Estate w/ Panoramic Views, 🌴Spacious & Private 5Bdr Private Retreat-Saltwater Pool/Spa, Outdoor Kitchen🌴