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Search results; Over 1,000 homes in Westchester

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Guest favourite
Home in Westchester
Modern 2Bdrm Westchester/Chicago Home.With Hot tub
2 bedrooms, 3 beds, 1 private bathroom
4–9 Oct
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4.87 out of 5 average rating, 103 reviews
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Guest favourite
Home in Westchester
Jacuzzi, King Beds, Easy Access to DT Chicago!
4 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 132 reviews
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Superhost
Flat in Westchester
Near Brookfield Zoo - King Bed - Sleeps 6
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 272 reviews
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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
Townhouse in Oak Park
A Pleasant Stay in Oak Park
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 81 reviews
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Top guest favourite
Room in Elmhurst
Cozy room with private bathroom.
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 157 reviews
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Top guest favourite
Home in La Grange
1 Bedroom Apartment in La Grange
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Room in La Grange
Victorian Charm Private Guest Suite - Monthly disc
1 queen bed, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 159 reviews
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Guest favourite
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Townhouse in Westmont
Westmont 3/2 duplex Fire sunsets, Firepit, lake
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.87 out of 5 average rating, 132 reviews
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Guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 20 reviews
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Top guest favourite
Flat in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 418 reviews
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Top guest favourite
Home in Bensenville
Grand 5BR, 4.5BA Game Rm Near O’Hare, & Down Town
5 bedrooms, 8 beds, 4.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Flat in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms, 4 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 97 reviews
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Room in Oak Park
Antique Filled Home
1 bed, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 448 reviews
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Top guest favourite
Home in La Grange
2 Bedroom Apartment in La Grange
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
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Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms, 1 double bed, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 396 reviews
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Top guest favourite
Home in Maywood
Historic Firehouse (Steps from Metra Station!)
2 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 42 reviews