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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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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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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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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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Cottage in St. Croix Falls city
The Cottage @ Sunflower Hill
2 bedrooms, 4 beds, 1 bathroom
8–13 Nov
4.96 out of 5 average rating, 57 reviews
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Loft in St. Croix Falls city
The Artist Loft Saint Croix Falls, WI
1 bedroom, 3 beds, No bathroom
24–29 Oct
4.98 out of 5 average rating, 213 reviews
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Home in Shafer
The Cottage charming and cozy- UF, 2 to 6 guests
3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews
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Room in Taylors Falls
A Place Called Evermore
1 queen bed, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 318 reviews
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Room in St. Croix Falls city
Chateau Grand Mere (Calla Lily Suite)
1 queen bed, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 34 reviews
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Cabin in Osceola
Lakefront Osceola Vacation Rental - Dogs Welcome!
3 bedrooms, 5 beds, 1.5 bathrooms
21–26 Sept
4.95 out of 5 average rating, 19 reviews
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Flat in Taylors Falls
Cambrian& Co Chic Downtown Falls Overlook Loft
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 57 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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Campsite in Shafer
"Plum" Perfect Campsite at Stone Creek Farm
WC
20–25 Sept
5.0 out of 5 average rating, 39 reviews
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Guest suite in Taylors Falls
The Valley View Suite - Taylors Falls
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 29 reviews