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Vacation rentals in Winnetka, IL and nearby

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All 209 Rentals in the Winnetka Area
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From
$120
Per Night
Winnetka
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
10 photos Details
Reviews (10) Make Enquiry

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

From
$159
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
28 photos Details
Reviews (1) Make Enquiry
From
$152
Per Night
Chicago
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
14 photos Details
Reviews (2) Make Enquiry
Also consider
Stunning. Executive. South Loop. Chicago. Lex.Loft
1 Bedroom, sleeps 4
$274 / night
2 Bed 2 Bath Luxury Condo Optima 18
2 Bedrooms, sleeps 6
$437 / night
Breathtaking Views! LUXURY 42nd FLR, BEST LOCATION
1 Bedroom, sleeps 2
$203 - $438 / night
Walk to Everything - Gold Coast Residence 1Bed 1Ba
1 Bedroom, sleeps 4
$110 - $329 / night
From
$246
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
11 photos Details
Reviews (2) Make Enquiry
From
$329
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
52 photos Details
Reviews (2) Make Enquiry
From
$115
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
9 photos Details
Reviews (1) Make Enquiry
From
$274
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
39 photos Details
Reviews (1) Make Enquiry
From
$329
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
27 photos Details
Reviews (3) Make Enquiry
Get the List
From
$548
Per Night
Chicago
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
26 photos Details
Reviews (14) Make Enquiry
From
$329
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 1
Booking
19 photos Details
Reviews (1) Make Enquiry
From
$219
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
8 photos Details
Reviews (2) Make Enquiry
From
$219
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
19 photos Details
Reviews (2) Make Enquiry
From
$274
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
15 photos Details
Reviews (2) Make Enquiry
From
$329
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
26 photos Details
Reviews (1) Make Enquiry
From
$148
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
28 photos Details
Reviews (2) Make Enquiry
From
$153
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 3
Bookings
19 photos Details
Reviews (1) Make Enquiry
From
$218
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
15 photos Details
Reviews (1) Make Enquiry
From
$164
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 3
Bookings
13 photos Details
Reviews (1) Make Enquiry
From
$163
Per Night
Chicago
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
10 photos Details
Reviews (2) Make Enquiry
From
$383
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
13 photos Details
Reviews (14) Make Enquiry
From
$119
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
20 photos Details
Reviews (2) Make Enquiry
From
$197
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
34 photos Details
Reviews (6) Make Enquiry
From
$88
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 2
Bookings
14 photos Details
Reviews (1) Make Enquiry
From
$329
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
23 photos Details
Reviews (6) Make Enquiry
From
$97
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
7 photos Details
Reviews (1) Make Enquiry
From
$71
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
14 photos Details
Reviews (7) Make Enquiry
From
$219
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
7 photos Details
Reviews (1) Make Enquiry
From
$110
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 1
Bookings
22 photos Details
Reviews (4) Make Enquiry
From
$93
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
15 photos Details
Reviews (3) Make Enquiry
From
$131
Per Night
Chicago
Studio, 1 Bathroom, Sleeps 2
Bookings
26 photos Details
Reviews (4) Make Enquiry
From
$88
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
6 photos Details
Reviews (2) Make Enquiry
From
$334
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (5) Make Enquiry
From
$2,924
Per Month
Chicago
Studio, 1 Bathroom, Sleeps 2
Bookings
40 photos Details
Reviews (5) Make Enquiry
From
$274
Per Night
Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
20 photos Details
Reviews (11) Make Enquiry
From
$164
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
14 photos Details
Reviews (1) Make Enquiry
From
$208
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
48 photos Details
Reviews (13) Make Enquiry
From
$181
Per Night
Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
Reviews (2) Make Enquiry
From
$148
Per Night
Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
37 photos Details
Reviews (4) Make Enquiry
From
$356
Per Night
Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
23 photos Details
Reviews (12) Make Enquiry
From
$93
Per Night
Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
16 photos Details
Reviews (24) Make Enquiry
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Book Online(154)
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Suitability

  • Wheelchair access (64)
  • Elder access (104)
  • Suitable for children (119)
  • Pet friendly (54)
  • Smoking allowed (1)

Amenities

  • Air Conditioning (138)
  • Internet (130)
  • Other outdoor space (101)
  • Washer/Dryer (77)
  • Parking (64)
  • View all amenities
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