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Search results; Over 1,000 homes in Osceola

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Home in Osceola
Forestview Schoolhouse
3 bedrooms, 6 beds, 3 private bathrooms
1–6 Jul
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5.0 out of 5 average rating, 56 reviews
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Townhouse in Osceola
Dr Combacker’s Historic 1880s Home
3 bedrooms, 3 queen beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 207 reviews
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Home in Osceola
Historic Home w Modern Updates Near Taylor's Falls
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 204 reviews
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Guest suite in Osceola
Cozy Mother-In-Law Apartment—No Cleaning Fee!
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 287 reviews
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Home in Osceola
Lakefront Home with 6-person Hot Tub
4 bedrooms, 5 beds, 4.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 44 reviews
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Guest favourite
Townhouse in Osceola
Dr. Combacker’s 1880s Home for 2–Main Floor Only
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.91 out of 5 average rating, 11 reviews
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Cabin in Osceola
Stay at this cute and cozy lakeside cabin
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 103 reviews
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Home in Osceola
Lake Osceola Retreat | 100-Acre Private Lake Home
6 bedrooms, 8 beds, 3.5 bathrooms
2–7 Nov
5.0 out of 5 average rating, 19 reviews
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Home in Osceola
Historic Riverside Inn for Groups & Gatherings
8 bedrooms, 8 beds, 9 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Lindstrom
Lakefront-Firepit-snowmobile trails-ice fishing
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 104 reviews
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Home in Taylors Falls
Colby Cottage in Taylors Falls
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 76 reviews
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Home in Dresser
Our Lady's Lodge on Lotus Lake
5 bedrooms, 8 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Home in St. Croix Falls city
Grey Duck Lodge on Deer Lake
4 bedrooms, 5 beds, 4 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 60 reviews
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Home in Taylors Falls
Riverside home near downtown, wineries, hiking
4 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 81 reviews
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Cabin in St. Croix Falls city
Little Red in the Woods
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 92 reviews
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Flat in New Richmond
Rural Somerset Get-A-Way 2 beds, 2 bedrooms
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 43 reviews
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Home in Cushing
Welcome to Pleasant Valley Acres!
3 bedrooms, 3 queen beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Home in Star Prairie
Riverhaus Retreat| Deck, Game/Movie Room & Spa Tub
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Amery
Wapo Sunset Retreat
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
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