Find Vacation Rentals in Winnetka

We have 479 properties to choose from
Winnetka
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Popular Winnetka Vacation Rentals

Find the perfect Winnetka vacation rental

House Winnetka
$231 per night
House ∙ 6 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
House Winnetka
$229 per night
House ∙ 6 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
House Winnetka
$320 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (10 ratings)
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
House Winnetka
$301 per night
House ∙ 8 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
House Winnetka
$315 per night
House ∙ 10 guests ∙ 4 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
Villa Winnetka
$454 per night
Villa ∙ 16 guests ∙ 6 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
Villa Winnetka
$834 per night
Villa ∙ 20 guests ∙ 6 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
House Winnetka
$482 per night
House ∙ 12 guests ∙ 5 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
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Details
House Winnetka
$371 per night
House ∙ 8 guests ∙ 4 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
Details
Details
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Recommended Rentals With Pools

House  Winnetka
$802 per night
House ∙ 20 guests ∙ 9 bedrooms
Winnetka, Los Angeles, California, United States
Pool
Details
Vrbo
Details
Details
House  Winnetka
$595 per night
House ∙ 8 guests ∙ 4 bedrooms
Winnetka, Los Angeles, California, United States
Pool
Details
Vrbo
Details
Details
House  Winnetka
$239 per night
House ∙ 15 guests ∙ 4 bedrooms
Winnetka, Los Angeles, California, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

Bed and breakfast  Winnetka
$88 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding
Winnetka, Los Angeles, California, United States
Pet-friendly
Details
Agoda
Details
Details
House  Winnetka
$343 per night
House ∙ 8 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Pet-friendly
Details
Vrbo
Details
Details
Villa  Winnetka
$536 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Winnetka, Los Angeles, California, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

House  Winnetka
$1,320 per night
House ∙ 30 guests ∙ 5 bedrooms
Winnetka, Los Angeles, California, United States
Balcony
Details
Vrbo
Details
Details
Apartment  Winnetka
$218 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Winnetka, Los Angeles, California, United States
Balcony
Details
Vrbo
Details
Details
Condo  Winnetka
$206 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Winnetka, Los Angeles, California, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

What is the average price per night for accommodation in Winnetka?

In Winnetka, vacation rentals start at $74 per night.

Is it possible to find vacation rentals in Winnetka?

Tripping.com offers great selection on vacation rentals with 479 offers currently available in Winnetka.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Winnetka

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Winnetka offers 206 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Winnetka start at an average price of $208 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 162 of Winnetka’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 78 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 154 vacation home rentals. Traveling with your dog or cat? Choose from 58 pet-friendly rentals in Winnetka that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 6 vacation rental sites in Winnetka where the top providers in that area are HomeAway, TripAdvisor, and HRS Holidays. There are 61 HomeAway rentals, 53 TripAdvisor short term rentals and 30 HRS Holidays vacation rentals.

Popular Day Trips Near Winnetka

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What are the trendiest neighborhoods Winnetka?

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