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Vacation rentals in Winnetka, IL and nearby

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
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  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 201 Rentals in the Winnetka Area
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From
$120
Per Night
Winnetka
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (10) Make Enquiry

The following rentals are within 30 kilometres of Winnetka, Illinois.

From
$147
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
33 photos Details
Reviews (1) Make Enquiry
From
$381
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
13 photos Details
Reviews (14) Make Enquiry
Also consider
Beautiful Home in East Lake Forest
5 Bedrooms, sleeps 8
$979 / night
Fully Furnished 1-2 BR Spacious Lincoln Park Apt!
2 Bedrooms, sleeps 5
$326 / night
Sunny Urban Outpost in Logan Square
2 Bedrooms, sleeps 4
$130 / night
Brand New Construction/ Downtown Chicago
Sleeps 2
$315 / night
From
$326
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
26 photos Details
Reviews (1) Make Enquiry
From
$245
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 5
11 photos Details
Reviews (1) Make Enquiry
From
$114
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (1) Make Enquiry
From
$326
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (6) Make Enquiry
From
$217
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
19 photos Details
Reviews (1) Make Enquiry
Get the List
From
$326
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (2) Make Enquiry
From
$326
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 4
52 photos Details
Reviews (1) Make Enquiry
From
$326
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 1
19 photos Details
Reviews (1) Make Enquiry
From
$217
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
8 photos Details
Reviews (1) Make Enquiry
From
$381
Per Night
Chicago
3 Bedrooms, 3 Bathrooms, Sleeps 8
26 photos Details
Reviews (14) Make Enquiry
From
$272
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
39 photos Details
Reviews (1) Make Enquiry
From
$92
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (3) Make Enquiry
From
$162
Per Night
Chicago
3 Bedrooms, 1 Bathroom, Sleeps 8
10 photos Details
Reviews (2) Make Enquiry
From
$272
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details
Reviews (2) Make Enquiry
From
$147
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 7
28 photos Details
Reviews (2) Make Enquiry
From
$71
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
14 photos Details
Reviews (6) Make Enquiry
From
$326
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
34 photos Details
Reviews (6) Make Enquiry
From
$271
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 10
39 photos Details
Reviews (2) Make Enquiry
From
$152
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 3
19 photos Details
Reviews (1) Make Enquiry
From
$42
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
From
$130
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 2
26 photos Details
Reviews (3) Make Enquiry
From
$87
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 2
14 photos Details
Reviews (1) Make Enquiry
From
$2,903
Per Month
Chicago
Studio, 1 Bathroom, Sleeps 2
40 photos Details
Reviews (5) Make Enquiry
From
$332
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Enquiry
From
$147
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
37 photos Details
Reviews (4) Make Enquiry
From
$353
Per Night
Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
Reviews (12) Make Enquiry
From
$207
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 6
48 photos Details
Reviews (13) Make Enquiry
From
$217
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (2) Make Enquiry
From
$136
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
$163
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
14 photos Details
Reviews (1) Make Enquiry
From
$326
Per Night
Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (9) Make Enquiry
From
$163
Per Night
Chicago
4 Bedrooms, 1 Bathroom, Sleeps 9
17 photos Details
Reviews (5) Make Enquiry
From
$179
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
From
$163
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 3
13 photos Details
Reviews (1) Make Enquiry
From
$87
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
6 photos Details
Reviews (2) Make Enquiry
From
$97
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
From
$217
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 8
7 photos Details
Reviews (1) Make Enquiry
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Book Online(150)
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Suitability

  • Wheelchair access (65)
  • Elder access (105)
  • Suitable for children (119)
  • Pet friendly (53)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (135)
  • Internet (126)
  • Other outdoor space (101)
  • Washer/Dryer (78)
  • Parking (65)
  • View all amenities
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