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Search results; Over 1,000 homes in Westchester

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
Guest favourite
Home in Westchester
Jacuzzi, King Beds, Easy Access to DT Chicago!
4 bedrooms, 4 beds, 2.5 bathrooms
19–25 Oct
4.96 out of 5 average rating, 134 reviews
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, 273 reviews
Superhost
Home in Bellwood
Near O'Hare huge home for all occasions
4 bedrooms, 6 beds, 3.5 bathrooms
7–12 Sept
Guest favourite
Home in Westchester
Quiet Suburban Westchester Home
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms, 1 double bed, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 400 reviews
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, 9 reviews
Top guest favourite
Townhouse in Oak Park
A Pleasant Stay in Oak Park
2 bedrooms, 2 beds, 1 bathroom
29 Nov – 4 Dec
4.96 out of 5 average rating, 82 reviews
Top guest favourite
Home in Brookfield
Two living rooms• Game Room •Walk to Train •Garage
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 15 reviews
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
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, 419 reviews
Guest favourite
Home in Berwyn
Beautiful 4 bedroom 3 full bath Bungalow
4 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
4.94 out of 5 average rating, 137 reviews
Top guest favourite
Flat in Oak Park
Frank Lloyd Wright District | King Bed + Parking
2 bedrooms, 4 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms, 3 double beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 81 reviews
Top guest favourite
Room in Elmhurst
Beautiful & comfortable room with private bath
1 queen bed, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 240 reviews
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
Top guest favourite
Room in La Grange
Victorian Charm Private Guest Suite - Monthly disc
1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 159 reviews
Top guest favourite
Home in Addison
Private & quiet🌲 O'Hare 8mi✈️ D/T Chicago 22mi 🏙
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 107 reviews