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Search results; Over 1,000 homes in Winfield

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Top guest favourite
Home in Winfield
Spacious open concept home w/ game room + firepit
4 bedrooms, 7 beds, 3 shared bathrooms
20–25 Sept
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4.91 out of 5 average rating, 88 reviews
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Top guest favourite
Home in Winfield
Cozy, Clean & Well-Stocked Home!
3 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 206 reviews
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Top guest favourite
Home in Wheaton
Little House on the Prairiepath by Wheaton College
3 bedrooms, 8 beds, 2 bathrooms
25–30 Oct
4.92 out of 5 average rating, 99 reviews
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Superhost
Home in Wheaton
Spacious & Quaint Home | Game Room | LOTS of Beds!
4 bedrooms, 8 beds, 2 bathrooms
4–9 Oct
4.81 out of 5 average rating, 93 reviews
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Rooms in Wheaton
Rest-Relax-Restore in Elegance
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 79 reviews
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Home in West Chicago
Arbor Garden Cove
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.77 out of 5 average rating, 26 reviews
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Guest favourite
Home in West Chicago
4BR Chicago Oasis | Workspaces, Kids Room, Library
4 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 20 reviews
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Flat in Warrenville
4BR Home Near Naperville! Parking + Pickleball
4 bedrooms, 5 queen beds, 3 bathrooms
27 Sept – 2 Oct
4.88 out of 5 average rating, 99 reviews
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Home in West Chicago
The Orchard House/King Bed/Privacy/Walking Trail
3 bedrooms, 7 beds, 1.5 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Carol Stream
Crisp: 4000 sq feet
6 bedrooms, 8 beds, 2.5 bathrooms
18–23 Oct
4.84 out of 5 average rating, 38 reviews
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Home in Bensenville
Fun and Cozy Family Home Near O’hare Airport
5 bedrooms, 9 beds, 4 bathrooms
1–6 Nov
4.88 out of 5 average rating, 24 reviews
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Home in Lombard
Lombard Retreat Modern Lux Hwy & Shops 4Br & 1.5B
4 bedrooms, 5 beds, 1.5 bathrooms
22–27 Sept
New place to stay
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Guest favourite
Home in West Chicago
6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace
6 bedrooms, 12 beds, 3 bathrooms
4–9 Oct
4.93 out of 5 average rating, 91 reviews
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Superhost
Home in Geneva
2 Townhomes steps from DTWN Geneva Sleeps 14!
6 bedrooms, 6 beds, 4.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Bartlett
Luxury Family Estate Near Chicago Sleeps 20
6 bedrooms, 15 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 27 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
28 Sept – 3 Oct
New place to stay
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Home in Wheaton
Glamorous: Sauna & Bar
3 bedrooms, 3 king beds, 3 bathrooms
18–23 Oct
4.86 out of 5 average rating, 35 reviews
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Guest favourite
Home in Streamwood
Cozy Stay with Entertainment
4 bedrooms, 5 beds, 3 bathrooms
18–23 Oct
4.92 out of 5 average rating, 77 reviews
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Top guest favourite
Home in South Elgin
Riverfront rental
3 bedrooms, 12 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 321 reviews