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Search results; Over 1,000 homes in Winfield

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Top guest favourite
Home in Winfield
Cozy, Clean & Well-Stocked Home!
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Nov
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4.99 out of 5 average rating, 206 reviews
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Top guest favourite
Home in Winfield
Spacious open concept home w/ game room + firepit
4 bedrooms, 7 beds
20–25 Sept
4.91 out of 5 average rating, 88 reviews
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Top guest favourite
Home in Wheaton
Little House on the Prairiepath by Wheaton College
3 bedrooms, 8 beds
25–30 Oct
4.92 out of 5 average rating, 99 reviews
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Top guest favourite
Rooms in Wheaton
Rest-Relax-Restore in Elegance
2 bedrooms, 2 beds
25–30 Sept
5.0 out of 5 average rating, 78 reviews
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Home in West Chicago
Arbor Garden Cove
4 bedrooms, 5 beds
20–25 Sept
4.77 out of 5 average rating, 26 reviews
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Home in Carol Stream
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
3 bedrooms, 4 beds
1–6 Oct
4.83 out of 5 average rating, 115 reviews
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Top guest favourite
Home in Bartlett
Luxury Family Estate Near Chicago Sleeps 20
6 bedrooms, 15 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 27 reviews
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Home in West Chicago
6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace
6 bedrooms, 12 beds
4–9 Oct
4.93 out of 5 average rating, 91 reviews
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Guest favourite
Home in West Chicago
4BR Chicago Oasis | Workspaces, Kids Room, Library
4 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 19 reviews
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Flat in Warrenville
4BR Home Near Naperville! Parking + Pickleball
4 bedrooms, 5 queen beds
20–25 Sept
4.88 out of 5 average rating, 99 reviews
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Superhost
Flat in Lombard
NEW! Lovely 3 BR Apt / Sleeps 8 / Prime Location!
3 bedrooms, 4 beds
28 Sept – 3 Oct
New place to stay
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Superhost
Home in Bensenville
Fun and Cozy Family Home Near O’hare Airport
5 bedrooms, 9 beds
1–6 Nov
4.88 out of 5 average rating, 24 reviews
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Flat in Glen Ellyn
Enchanting 2 BR + Office/BR in Heart of Town
3 bedrooms, 3 beds
19–24 Sept
4.74 out of 5 average rating, 46 reviews
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Guest suite in Wheaton
Guest Suite by Wheaton College
2 bedrooms, 2 beds
24–29 Oct
4.87 out of 5 average rating, 140 reviews
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Guest favourite
Home in Wheaton
Comfy 4 BR House & Patios Near DT Wheaton
4 bedrooms, 5 beds
16–21 Dec
5.0 out of 5 average rating, 6 reviews
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Home in Naperville
Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
4 bedrooms, 5 beds
29 Sept – 4 Oct
New place to stay
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Home in West Chicago
Old Charm White House
5 bedrooms, 6 beds
21–26 Sept
4.7 out of 5 average rating, 96 reviews
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Top guest favourite
Room in West Chicago
Charming Quiet Farmhouse | Walk to Train (Mag)
1 double bed
20–25 Sept
4.92 out of 5 average rating, 239 reviews
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Hotel in Bloomingdale
Close to Medinah Country Club + Breakfast. Kitchen
1 bedroom, 2 beds
27 Sept – 2 Oct
4.71 out of 5 average rating, 45 reviews