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Search results; Over 1,000 homes in Osceola

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Guest favourite
Home in Osceola
Downtown Cottage.
2 bedrooms, 4 beds, 2 private bathrooms
4–9 Oct
,
4.88 out of 5 average rating, 52 reviews
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Top guest favourite
Cabin in Osceola
Relaxing pond house nestled in nature
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 22 reviews
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Guest favourite
Farm stay in New Virginia
Bison Ranch Cabin
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 72 reviews
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Guest favourite
Farm stay in Murray
Haven Creek Ranch | 40-Acre Farmhouse Retreat
3 bedrooms, 6 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Weldon
Pond-view Suites
3 bedrooms, 5 beds, 1 bathroom
26 Sept – 1 Oct
4.87 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Winterset
Rosehaven
3 bedrooms, 4 beds, 2 bathrooms
24–29 Oct
4.98 out of 5 average rating, 134 reviews
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Guest favourite
Home in Saint Charles
Historic 1909 Farmhouse in Madison County
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Barn in New Virginia
Beautiful rustic barn with lots of outdoor seating
2 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 6 reviews
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Superhost
Home in New Virginia
Spacious farmhouse beautifully decorated
4 bedrooms, 9 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Ellston
Lakeside Escape
5 bedrooms, 7 beds, 4.5 bathrooms
19–24 Sept
4.78 out of 5 average rating, 45 reviews
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Guest favourite
Cabin in Leon
The Hobbit Hut
2 bedrooms, 7 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 83 reviews
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Top guest favourite
Flat in Clearfield
Cozy Studio Loft
1 bedroom, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 33 reviews
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Guest favourite
Home in Leon
Scenic Country Getaway
2 bedrooms, 2 beds, 1 bathroom
2–7 Oct
4.98 out of 5 average rating, 90 reviews
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Home in Indianola
• Lively Cottage 2 King Beds 5 Bed 2 Bath •
4 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.82 out of 5 average rating, 148 reviews
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Top guest favourite
Home in Lorimor
The Hunt House
4 bedrooms, 6 beds, 2 bathrooms
14–19 Jan
5.0 out of 5 average rating, 20 reviews
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Flat in Leon
Cozy and Tidy 2 bedroom Apt. close to Lake.
2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
New place to stay
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Top guest favourite
Home in Mount Ayr
Small Town Vintage Charmer! Bring the family!
5 bedrooms, 8 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Apartment in Winterset
Luxury 2 Bed/2 Bath Condo-1 Block to Downtown
2 bedrooms, 2 queen beds, 2 bathrooms
19–24 Sept
4.98 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Decatur City
The Cozy Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Oct
4.97 out of 5 average rating, 141 reviews