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Search results; Over 1,000 homes in Smithville

Guest favourite
Holiday home in Smithville
Peaceful 2-BR Apartment in the Heart of Smithville
2 bedrooms, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.85 out of 5 average rating, 241 reviews
Guest favourite
Home in Wooster
Magnolia of Wooster Cottage
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Sterling
Sycamore Hill
4 bedrooms, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 112 reviews
Top guest favourite
Home in Orrville
Wayne County getaway
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.9 out of 5 average rating, 51 reviews
Top guest favourite
Loft in Wooster
Beautiful 2BR/2BA Loft Apartment Downtown Wooster
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 229 reviews
Top guest favourite
Home in Wooster
TheLegacyHouse: Entire Historic Home Downtown
4 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Wooster
Orchard Lane Getaway
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 237 reviews
Top guest favourite
Home in Wooster
Classic home next to the College of Wooster!
3 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.96 out of 5 average rating, 46 reviews
Guest favourite
Home in Wooster
Countryside Home in Wooster w/ Patio & Fire Pit
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
4.92 out of 5 average rating, 39 reviews
Guest favourite
Cabin in Sterling
AZ Longhorns Cabin, a romantic getaway!
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 362 reviews
Guest favourite
Home in Wooster
Historic & Luxurious Farmhouse on 19 Acres
4 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
4.87 out of 5 average rating, 15 reviews
Guest favourite
Home in Wooster
Spacious 3bd Wooster
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.78 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in Dalton
Country log cabin on sheep farm
2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 191 reviews
Guest favourite
Flat in Wooster
Lucy’s Loft - Historic Pioneer Home
2 bedrooms, 2 queen beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Dalton
Large Group Retreat w/ Indoor Pickleball
10 bedrooms, 15 beds, 3 bathrooms
4–9 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Wooster
Victorian gem & private gardens
4 bedrooms, 4 beds, 4 bathrooms
23–28 Sept
4.94 out of 5 average rating, 34 reviews
Top guest favourite
Home in Wooster
TheLegacyHouse: Historical Suite Close to Downtown
1 bedroom, 2 beds, 1 bathroom
5–10 Sept
4.97 out of 5 average rating, 108 reviews
Guest favourite
Townhouse in Orrville
Elegant Boho apartment in downtown Orrville
2 bedrooms, 2 beds, 1 bathroom
10–15 Sept
4.93 out of 5 average rating, 205 reviews
Top guest favourite
Guest suite in Wooster
TheLegacyHouse2: Downtown Historic 2nd Floor Suite
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 61 reviews