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Search results; Over 1,000 homes in Osceola

Top guest favourite
Guest suite in Osceola
Cozy Mother-In-Law Apartment—No Cleaning Fee!
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.95 out of 5 average rating, 287 reviews
Top guest favourite
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, 206 reviews
Guest favourite
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, 203 reviews
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
Top guest favourite
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
Superhost
Home in Osceola
Historic Riverside Inn for Groups & Gatherings
8 bedrooms, 8 beds, 9 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
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, 43 reviews
Guest favourite
Guest suite in Forest Lake
Romantic Lakeside Loft.
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 228 reviews
Guest favourite
Cabin in Centuria
PoCo Cabin
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 126 reviews
Top guest favourite
Loft in St. Croix Falls city
The Artist Loft Saint Croix Falls, WI
1 bedroom, 3 beds, No bathroom
13–18 Sept
4.98 out of 5 average rating, 212 reviews
Home in Shafer
The Cottage charming and cozy- UF, 2 to 6 guests
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Amery
Serendipity Escape - Relax and enjoy nature!
1 queen bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 258 reviews
Top guest favourite
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, 26 reviews
Top guest favourite
Cabin in Scandia
River Haus Where Good Times&Great Memories Happen!
6 bedrooms, 10 beds, 3 bathrooms
12–17 Sept
4.99 out of 5 average rating, 105 reviews
Top guest favourite
Room in Taylors Falls
Sweet River Suite
2 single beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 175 reviews
Top guest favourite
Home in Osceola
Lake Osceola Retreat | 100-Acre Private Lake Home
6 bedrooms, 8 beds, 3.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Flat in Taylors Falls
Cambrian & Co. Loft Cozy, Charming Downtown Ease
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 47 reviews
Guest favourite
Tiny home in Forest Lake
The Boat House - Lakefront - 1910s Restored Cabin
1 bedroom, 1 king bed, 1 bathroom
3–8 Oct
4.88 out of 5 average rating, 92 reviews
Top guest favourite
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