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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
4–9 Oct
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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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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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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, 101 reviews
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Top guest favourite
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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Guest favourite
Home in West Chicago
4BR Chicago Oasis | Workspaces, Kids Room, Library
4 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 20 reviews
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Home in West Chicago
Arbor Garden Cove
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
4.78 out of 5 average rating, 27 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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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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Guest favourite
Flat in Warrenville
4BR Home Near Naperville! Parking + Pickleball
4 bedrooms, 5 queen beds, 3 bathrooms
1–6 Oct
4.87 out of 5 average rating, 101 reviews
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Hotel in Bloomingdale
Close to Medinah Country Club + Breakfast. Kitchen
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.72 out of 5 average rating, 46 reviews
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Guest favourite
Home in Bartlett
Luxury Family Estate Near Chicago Sleeps 20
6 bedrooms, 15 beds, 5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 27 reviews
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Guest favourite
Home in Carol Stream
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Oct
4.83 out of 5 average rating, 115 reviews
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Guest favourite
Home in Carol Stream
Family Haven Retreat, Sleep 16 Plus guests
6 bedrooms, 8 beds, 2.5 bathrooms
9–14 Oct
4.92 out of 5 average rating, 108 reviews
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Guest favourite
Home in Lisle
Magnolia: 4 BR - 2.5 BA Shuffleboard Table!
4 bedrooms, 6 beds, 2.5 bathrooms
3–8 Oct
4.9 out of 5 average rating, 29 reviews
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Top guest favourite
Home in West Chicago
Cozy Family Getaway
2 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.94 out of 5 average rating, 33 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 Oct – 2 Nov
New place to stay
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Top guest favourite
Room in West Chicago
Charming Quiet Farmhouse | Walk to Train (Mag)
1 double bed, 1 bathroom
5–10 Oct
4.92 out of 5 average rating, 239 reviews
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Home in Lombard
Lombard Retreat Modern Lux Hwy & Shops 4Br & 1.5B
4 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
New place to stay