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Search results; Over 1,000 homes in Winfield

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Guest favourite
Home in Winfield
Spacious open concept home w/ game room + firepit
4 bedrooms, 7 beds, 3 shared bathrooms
13–18 Sept
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4.91 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Winfield
Cozy, Clean & Well-Stocked Home!
3 bedrooms, 4 beds, 2 bathrooms
3–8 Jan
4.99 out of 5 average rating, 205 reviews
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Home in Wheaton
Little House on the Prairiepath by Wheaton College
3 bedrooms, 8 beds, 2 bathrooms
25–30 Sept
4.92 out of 5 average rating, 96 reviews
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Home in Wheaton
Spacious & Quaint Home | Game Room | LOTS of Beds!
4 bedrooms, 8 beds, 2 bathrooms
7–13 Sept
4.8 out of 5 average rating, 92 reviews
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Rooms in Wheaton
Rest-Relax-Restore in Elegance
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 75 reviews
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Home in West Chicago
Arbor Garden Cove
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.76 out of 5 average rating, 25 reviews
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Home in West Chicago
6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace
6 bedrooms, 12 beds, 3 bathrooms
7–12 Sept
4.93 out of 5 average rating, 90 reviews
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Home in Carol Stream
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.83 out of 5 average rating, 113 reviews
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Home in Warrenville
“The Warrenville Grove”
2 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 25 reviews
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Flat in Warrenville
4BR Home Near Naperville! Parking + Pickleball
4 bedrooms, 5 queen beds, 3 bathrooms
6–11 Sept
4.87 out of 5 average rating, 92 reviews
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Home in Carol Stream
Family Haven Retreat, Sleep 16 Plus guests
6 bedrooms, 8 beds, 2.5 bathrooms
5–10 Sept
4.92 out of 5 average rating, 106 reviews
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Home in West Chicago
The Orchard House/King Bed/Privacy/Walking Trail
3 bedrooms, 7 beds, 1.5 bathrooms
30 Sept – 5 Oct
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
4.83 out of 5 average rating, 35 reviews
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Home in West Chicago
4BR Chicago Oasis | Workspaces, Kids Room, Library
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Room in West Chicago
Charming Quiet Farmhouse | Walk to Train (Mag)
1 double bed, 1 bathroom
6–11 Sept
4.92 out of 5 average rating, 234 reviews
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Hotel in Bloomingdale
Near Wheaton College | Bistro Bar & Pet-friendly
1 bedroom, 2 queen beds, 1 bathroom
2–7 Sept
4.69 out of 5 average rating, 29 reviews
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Superhost
Home in Wheaton
Glamorous: Sauna & Bar
3 bedrooms, 3 king beds, 3 bathrooms
7–12 Sept
4.85 out of 5 average rating, 33 reviews
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Home in Geneva
Outdoor Oasis • Fire Pit • EV Charger • Near Town
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 117 reviews
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Superhost
Home in Geneva
2 Townhomes steps from DTWN Geneva Sleeps 14!
6 bedrooms, 6 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews