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Search results; Over 1,000 homes in Winnetka

Top guest favourite
Home in Wilmette
Unique porcelain-enamel paneled "Lustron" home
2 bedrooms, 2 king beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 211 reviews
Top guest favourite
Flat in Wilmette
The Shop - Trendy Studio in the heart of Wilmette
1 bedroom, 1 bed, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 64 reviews
Top guest favourite
Room in Wilmette
(BR#1) Welcoming, warm & comfortable, 3 guests
2 beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 306 reviews
Top guest favourite
Room in Evanston
Peaceful Room with natural light/Shared bath
1 queen bed, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 218 reviews
Room in Skokie
Private Master bedroom – Clean & Comfortable
1 king bed, 1.5 bathrooms
18–23 Sept
New place to stay
Top guest favourite
Home in Northbrook
*King bed *Outdoor Living *Sought-After Area
3 bedrooms, 3 beds, 1.5 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Room in Wilmette
Queen Bed w/ Private Bath 5 minutes from 94 Expwy
1 queen bed, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Room in Wilmette
(BR#3) Welcoming, warm & comfortable, 1 guest
1 single bed, 1 bathroom
28 Sept – 3 Oct
4.92 out of 5 average rating, 116 reviews
Guest favourite
Guest house in Lake Forest
Designer's Dream in the North Shore!
1 bedroom, 2 beds, 1 bathroom
2–7 Sept
4.81 out of 5 average rating, 125 reviews
Guest favourite
Room in Glenview
Northside home near O’hare &Downtown
2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Evanston
Cozy Apartment Near Shops + Train
1 bedroom, 1 queen bed, 1 bathroom
28 Oct – 2 Nov
4.96 out of 5 average rating, 118 reviews
Top guest favourite
Flat in Glenview
Cute little 2BR near ORD.Clean quiet. No clean fee
2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Evanston
Charming, Sunny Apartment with Backyard Garden
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 547 reviews
Top guest favourite
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 109 reviews
Guest favourite
Home in Evanston
Walk to Northwestern+Lake. Historic Evanston Home
4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Townhouse in Evanston
The NICEST place in Evanston for Families 1500Main
2 bedrooms, 4 beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 123 reviews