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Featured Villas in Winnetka

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

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

Guests staying at this villa enjoy a water park, a hot tub, and an arcade/game room. Transportation is made easy with limo/town car service. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this family-friendly villa include laundry facilities, local meal delivery service, 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 a hot tub, an arcade/game room, and laundry facilities.
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 barbecue grills. This smoke-free villa also has a garden.
Pool
Hot Tub
MONTHLY RENTALS - 2BD, 1 BA, BUNGALOW FOR 9! !

MONTHLY RENTALS - 2BD, 1 BA, BUNGALOW FOR 9! !

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
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
The Modern Serenity Retreat

The Modern Serenity Retreat

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Pool
Kitchen
Hollywood Hills Designer Villa/Duplex with Authentic Charm

Hollywood Hills Designer Villa/Duplex with Authentic Charm

At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Guest Favorite- Very Spacious & Private Hi-Tech Modern Villa W/pool & more

Guest Favorite- Very Spacious & Private Hi-Tech Modern Villa W/pool & more

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Incredible white water ocean view

Incredible white water ocean view

Guests staying at this villa enjoy access to ski-in/ski-out access, an outdoor pool, and a hot tub. Other amenities at this ski villa include laundry facilities, a garden, and 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

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

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192 Villas
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Popular accommodation
Mt Malibu Mansion w/ Amazing Ocean Views, Guest House, 2+ Acres, Hot Tub!, Luxury Resort Style Hollywood Hills Villa, Dume Point by AvantStay | Tennis + Pool in Malibu, MONTHLY RENTALS - 2BD, 1 BA, BUNGALOW FOR 9! !, Your Own Private RESORT!🏝9BR/10BA Gated Compound✰ HUGE Pool, Gym, Yard, Parking, The Modern Serenity Retreat, Hollywood Hills Designer Villa/Duplex with Authentic Charm, Guest Favorite- Very Spacious & Private Hi-Tech Modern Villa W/pool & more, Incredible white water ocean view

Villas in Winnetka

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