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Search results; Over 1,000 homes in Westchester

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Guest favourite
Home in Westchester
Jacuzzi, King Beds, Easy Access to DT Chicago!
4 bedrooms, 4 beds, 2.5 private bathrooms
19–25 Oct
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4.96 out of 5 average rating, 136 reviews
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Top guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.95 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Berwyn
Chic Bungalow Near Chicago - Stained Glass Gem
4 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms, 3 double beds, 1 bathroom
13–18 Oct
4.91 out of 5 average rating, 82 reviews
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Superhost
Home in Northbrook
Northbrook Haven - Hot Tub/Poker Table
4 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
New place to stay
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Superhost
Flat in Berwyn
The Woodland Escape
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
New place to stay
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Top guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed, 1 bathroom
17–22 Oct
4.93 out of 5 average rating, 277 reviews
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Superhost
Flat in Lombard
NEW! Lovely 3 BR Apt / Sleeps 8 / Prime Location!
3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Nov
New place to stay
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Top guest favourite
Home in Bensenville
Grand 6BR, 4.5BA Game Rm Near O’Hare, & Down Town
5 bedrooms, 8 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Lombard
Spacious Home in Chicago Suburbs
3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Nov
4.97 out of 5 average rating, 62 reviews
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Top guest favourite
Home in Maywood
Historic Firehouse (Steps from Metra Station!)
2 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 45 reviews
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Home in Wood Dale
Entire 3B/2B Home in Wood Dale-Near O'Hare Airport
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
New place to stay
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Superhost
Home in Berwyn
The Architectural Reserve
6 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
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Guest favourite
Apartment in Bellwood
Modern Oasis – Minutes from O’Hare
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Oct
4.96 out of 5 average rating, 49 reviews
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Guest favourite
Home in La Grange
Elegant Escape in Top Location
5 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.84 out of 5 average rating, 25 reviews
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Guest favourite
Home in Maywood
Fully Remodeled Large Home
5 bedrooms, 6 beds, 2 bathrooms
14–19 Oct
4.94 out of 5 average rating, 79 reviews
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Guest favourite
Home in Itasca
At the center of it all, a secret suburban gem!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.74 out of 5 average rating, 39 reviews
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Home in Maywood
This is a nice single family home great location.
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
New place to stay
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Guest favourite
Apartment in Berwyn
Red Door
4 bedrooms, 5 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 13 reviews