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Search results; Over 1,000 homes in Westchester

Guest favourite
Home in Westchester
Quiet Suburban Westchester Home
3 bedrooms, 3 beds, 2 private bathrooms
18–23 Oct
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4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Westchester
Jacuzzi, King Beds, Easy Access to DT Chicago!
4 bedrooms, 4 beds
14–20 Sept
4.96 out of 5 average rating, 132 reviews
Guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms, 4 beds
7–12 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Berwyn
Chic Bungalow Near Chicago - Stained Glass Gem
4 bedrooms, 4 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 26 reviews
Superhost
Flat in Westchester
Near Brookfield Zoo - King Bed - Sleeps 6
2 bedrooms, 3 beds
7–12 Sept
4.5 out of 5 average rating, 4 reviews
Top guest favourite
Home in Bensenville
Grand 6BR, 4.5BA Game Rm Near O’Hare, & Down Town
5 bedrooms, 8 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Oak Park
Comfortable & Easy
2 bedrooms, 3 queen beds
7–12 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Chicago
Chicago Home (1st floor) by Midway near Downtown
3 bedrooms, 3 beds
24–29 Oct
4.95 out of 5 average rating, 110 reviews
Luxe
Apartment in Oak Park
Architect-Designed 3BR Oak Park Flat
3 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Room in Elmhurst
Cozy room with private bathroom.
1 queen bed
28 Sept – 3 Oct
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed
7–12 Sept
4.93 out of 5 average rating, 272 reviews
Top guest favourite
Home in Brookfield
Coffee Bar •Game Room •Walk to Train •Garage
4 bedrooms, 6 beds
12–17 Oct
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Bellwood
Near O'Hare huge home for all occasions
4 bedrooms, 6 beds
7–12 Sept
Top guest favourite
Flat in Oak Park
SuperHost and Super Location Central OP
2 bedrooms, 2 beds
20–25 Sept
4.98 out of 5 average rating, 144 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Home in Itasca
RANCH, House-tel: updated full kitchen, comfy beds
3 bedrooms, 3 queen beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Home in Maywood
Stunning 4BR | 2 living rooms & game area
4 bedrooms, 5 queen beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 20 reviews
Guest favourite
Apartment in Berwyn
Red Door
4 bedrooms, 4 queen beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Forest Park
Cozy City Get-away on Marengo
1 double bed
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews