Find Vacation Rentals in Winnetka

We have 93 properties to choose from
Winnetka
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Popular Winnetka Vacation Rentals

Find the perfect Winnetka vacation rental

House Winnetka
$495 per night
House ∙ 6 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
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House Winnetka
$199 per night
House ∙ 15 guests ∙ 4 bedrooms
Winnetka, Los Angeles, California, United States
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Vrbo
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Apartment Winnetka
$144 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
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House Winnetka
$357 per night
House ∙ 10 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
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Vrbo
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House Winnetka
$138 per night
House ∙ 6 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Details
Vrbo
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House Winnetka
$416 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
"Excellent" (10 ratings)
Winnetka, Los Angeles, California, United States
Details
Vrbo
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House Winnetka
$133 per night
House ∙ 10 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
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Vrbo
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Condo Winnetka
$107 per night
Condo ∙ 2 guests ∙ 1 bedroom
Winnetka, Los Angeles, California, United States
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Vrbo
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Apartment Winnetka
$48 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (8 ratings)
Winnetka, Los Angeles, California, United States
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Vrbo
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Recommended Rentals With Pools

House Pool Winnetka
$138 per night
House ∙ 6 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Pool
Details
Vrbo
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House Pool Winnetka
$375 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Winnetka, Los Angeles, California, United States
Pool
Details
Vrbo
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Condo Pool Winnetka
$107 per night
Condo ∙ 2 guests ∙ 1 bedroom
Winnetka, Los Angeles, California, United States
Pool
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Vrbo
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Pet-Friendly Homes and Apartments

House Pet-friendly Winnetka
$132 per night
House ∙ 10 guests ∙ 3 bedrooms
Winnetka, Los Angeles, California, United States
Pet-friendly
Details
Vrbo
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Apartment Pet-friendly Winnetka
$157 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Winnetka, Los Angeles, California, United States
Pet-friendly
Details
Vrbo
Details
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House Pet-friendly Winnetka
$417 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (3 ratings)
Winnetka, Los Angeles, California, United States
Pet-friendly
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Vrbo
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Best vacation rentals with a balcony

House Balcony Winnetka
$231 per night
House ∙ 10 guests ∙ 4 bedrooms
3.9
"Good" (12 ratings)
Winnetka, Los Angeles, California, United States
Balcony
Details
Vrbo
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House Balcony Winnetka
$373 per night
House ∙ 10 guests ∙ 3 bedrooms
3.8
"Good" (4 ratings)
Winnetka, Los Angeles, California, United States
Balcony
Details
Vrbo
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Details
Apartment Balcony Winnetka
$145 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Winnetka, Los Angeles, California, United States
Balcony
Details
Vrbo
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Frequently Asked Questions

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

In Winnetka, vacation rentals start at $48 per night.

Is it possible to find vacation rentals in Winnetka?

Tripping.com offers great selection on vacation rentals with 93 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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