Vacation Rentals in Winnetka, IL

Warm and Cheerful 3 Bedroom Winnetka Townhouse
10

Excellent

·
Winnetka
·
3 br
·
Sleeps 6
·
Air Conditioning · Dishwasher · Smoking Allowed ·
From
$365/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Dishwasher
Smoking Allowed
Furnished
In Unit Laundry
Wifi
Oven
Garage Parking
Other spaces
Kitchen, Workspace
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Spacious Townhouse in Wilmette near lake and NW

No reviews

·
Wilmette
·
3 br
·
Sleeps 6
·
Outdoor Space · Lake · Waterfront ·
From
$159/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Lake
Waterfront
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen, Workspace
Charming Convenient Wilmette Home

No reviews

·
Wilmette
·
3 br
·
Sleeps 6
·
In Unit Laundry · Air Conditioning · Furnished ·
From
$200/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
In Unit Laundry
Air Conditioning
Furnished
Wifi
Garage Parking
Luxury Chicago 's North Shore Newly Built Victorian Mansion

No reviews

·
Wilmette
·
4 br
·
Sleeps 7
·
Outdoor Space · Fitness Center · Fireplace ·
From
$856/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Fitness Center
Fireplace
Beach
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen, Workspace
Resort-style, 1-bedroom apt in Wilmette

No reviews

·
Wilmette
·
1 br
·
Sleeps 5
·
Balcony · Hot Tub · Air Conditioning ·
From
$194/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Hot Tub
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Fitness Center
Other spaces
Balcony, Kitchen, Workspace
Renaissance Chicago North Shore Hotel
7.9

Very good

·
Northbrook
·
1 br
·
Sleeps 4
·
Outdoor Space · On Site Laundry · Assigned Parking ·
From
$89/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
On Site Laundry
Assigned Parking
Beach
Carpet
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Workspace
DVN Fascinating 1BR Apt in Skokie near Leisure Center

No reviews

·
Skokie
·
1 br
·
Sleeps 2
·
Hardwood Floor · Hot Tub · Furnished ·
From
$143/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Hardwood Floor
Hot Tub
Furnished
In Unit Laundry
Oven
Onsite Management
Business Center
Package Service
Other spaces
Kitchen, Workspace
Cozy and Chic Suburban Escape

No reviews

·
Evanston
·
2 br
·
Sleeps 6
·
Furnished ·
From
$90/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Furnished
Beautifully Styled Apartment in South East Evanston

No reviews

·
Evanston
·
2 br
·
Sleeps 6
·
In Unit Laundry · Air Conditioning · Furnished ·
From
$200/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Air Conditioning
Furnished
Wifi
Garage Parking

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MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
10

Excellent

·
Evanston
·
3 br
·
Sleeps 9
·
Outdoor Space · Assigned Parking · Free Parking ·
From
$100/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Air Conditioning
Dishwasher
Smoking Allowed
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen, Workspace
Heart of Evanston walking distance to campus and beach

No reviews

·
Evanston
·
2 br
·
Sleeps 4
·
Balcony · Air Conditioning · Dishwasher ·
From
$115/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Elevator
Storage
Other spaces
Balcony, Kitchen, Workspace
Cozy Old Chicago - 4 Bedroom

No reviews

·
Evanston
·
4 br
·
On Site Laundry · Balcony · Carpet ·
From
$225/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
On Site Laundry
Carpet
Central Heat
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen, Workspace
Bright Evanston 1BR, 1 mile to Northwestern campus, by Blueground

No reviews

·
Evanston
·
1 br
·
Sleeps 2
·
Air Conditioning · Dishwasher · Furnished ·
From
$105/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Oven
Other spaces
Kitchen
Evanston Garden 1bed, two blocks to shopping/dining/bus line

No reviews

·
Evanston
·
1 br
·
Kitchen · Furnished · Wifi ·
From
$207/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Dishwasher
Other spaces
Kitchen
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

No reviews

·
Evanston
·
1 br
·
Sleeps 2
·
On Site Laundry · Pool · Balcony ·
From
$167/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Oven
Fitness Center
Other spaces
Balcony, Kitchen
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

No reviews

·
Evanston
·
1 br
·
Sleeps 2
·
On Site Laundry · Pool · Balcony ·
From
$142/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Oven
Fitness Center
Other spaces
Balcony, Kitchen
Great Hideaway in plain sight

No reviews

·
Evanston
·
3 br
·
Sleeps 6
·
Furnished · Outdoor Space ·
From
$319/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Furnished
Sunny Evanston 1BR w/ Deck & Gym, walk to Lee Beach, by Blueground

No reviews

·
Evanston
·
1 br
·
On Site Laundry · Air Conditioning · Dishwasher ·
From
$189/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Oven
Elevator
Fitness Center
Other spaces
Kitchen
Unique Apt. in Upscale Evanston with Easy Access to Chicago
9.6

Excellent

·
Evanston
·
1 br
·
Sleeps 3
·
Outdoor Space · Fitness Center · Air Conditioning ·
From
$166/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Business Center
Other spaces
Kitchen
Evanston 2bed+ofc-Walk to sushi, shopping, train & Lake!

No reviews

·
Evanston
·
2 br
·
Sleeps 5
·
Lake · Waterfront · Air Conditioning ·
From
$113/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Lake
Waterfront
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen, Workspace
Cozy and Modern Studio with Parking!

No reviews

·
Skokie
·
1 br
·
Sleeps 2
·
Furnished · Wifi ·
From
$95/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood
10

Excellent

·
Evanston
·
2 br
·
Sleeps 6
·
Beach · Lake · Waterfront ·
From
$166/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Beach
Lake
Waterfront
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Cute Ranch House close to town monthly stay

No reviews

·
Deerfield
·
3 br
·
Sleeps 6
·
Outdoor Space · Fireplace · Air Conditioning ·
From
$140/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Garage Parking
Other spaces
Kitchen
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

No reviews

·
Evanston
·
1 br
·
Sleeps 2
·
On Site Laundry · Pool · Balcony ·
From
$180/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Oven
Fitness Center
Other spaces
Balcony, Kitchen
Home > Illinois Vacation Rentals > Winnetka Vacation Rentals
Updated: March 21, 2023

Learn about vacation rentals in

Winnetka

Explore 1 vacation rentals near Winnetka, Illinois. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Winnetka, you can see photos of Winnetka vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Winnetka vacation rentals in specific areas. Whether you’re looking for a Winnetka staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Winnetka is $365 per night and the highest price is $365 per night.
1 of the vacation rentals near Winnetka are houses. The average bathroom count for a vacation house near Winnetka is 2. The average price for vacation houses near Winnetka is $365 per night. There are 1 vacation homes under this price. The most common amenities for vacation rentals near Winnetka are: garage parking, air conditioning, and dishwasher. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

3 bed rentals

1 available

Getting around Winnetka

Walking

5/10
Some shops and stores are within a few minutes.

Car

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

5/10
Frequent public transit options are within walking distance.

Points of interest in Winnetka

Groceries

5/10
At least one grocery store within a 30-minute walk

Shopping

5/10
Variety of shops within walking distance

Cafes

4/10
Some cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Parks

8/10
Large amount of park space nearby

Nightlife

1/10
Few or no bars within walking distance

Vacation Rentals in Winnetka, IL FAQ

How many vacation rentals in Winnetka are available?

There are currently 1 vacation rentals in Winnetka available. Our vacation rentals in Winnetka include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Winnetka?

No, right now there are no pet friendly vacation rentals in Winnetka. A pet friendly vacation rental in Winnetka means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Winnetka with a pool?

No there are no vacation rentals with a pool available in Winnetka, IL. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Winnetka with internet access?

As of March 21, 2023, there are vacation rentals with internet access available in Winnetka, Illinois. Check out more enjoyable destinations on Vacations by Zumper.

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