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Search results; Over 1,000 homes in Wooster

Top guest favourite
Cottage in Wooster
Cabin with pond & Fireplace * Hot Tub * King Bed
1 bedroom, 4 beds, 1 private bathroom
26–31 Jul
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4.95 out of 5 average rating, 310 reviews
Top guest favourite
Loft in Wooster
Stunning 2 BR, 2 BA, w/Elevator, Downtown Wooster
4.99 out of 5 average rating, 205 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Guest favourite
Flat in Wooster
Lucy’s Loft - Historic Pioneer Home
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Jul
Guest favourite
Home in Wooster
Beautiful Country Side Mansion
4.89 out of 5 average rating, 73 reviews, 5 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
Top guest favourite
Tiny home in Wooster
Welcome to The Cabin at CT Farms!
4.96 out of 5 average rating, 127 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Wooster
Downtown Wooster Cottage
4.96 out of 5 average rating, 111 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Flat in Wooster
Historic Victorian Apt in Downtown Wooster Unit 1
4.99 out of 5 average rating, 97 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Wooster
Bonnie Jane House
4.96 out of 5 average rating, 213 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cabin in Wooster
Cozy Log Cabin Getaway - Rustic Retreat Wooster
4.97 out of 5 average rating, 38 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Loft in Wooster
Lovely 2-bedroom loft with indoor fireplace
4.89 out of 5 average rating, 162 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Superhost
Home in Wooster
Spacious 3bd Wooster
4.75 out of 5 average rating, 12 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Home in Wooster
TheLegacyHouse: Historical Suite Close to Downtown
4.97 out of 5 average rating, 107 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Wooster
Clear Creek Getaway
4.97 out of 5 average rating, 36 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Home in Wooster
Boho-Chic Haven | Ideally Located First Floor Gem
New place to stay, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Top guest favourite
Flat in Wooster
Wooster private apartment near Amish Country
4.95 out of 5 average rating, 214 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Home in Massillon
The Giraffe Suite at Barkheimer Barns
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Wooster
Cozy Home near College of Wooster
4.95 out of 5 average rating, 200 reviews, 3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Loft in Wooster
Historic hideaway in downtown studio apartment
4.98 out of 5 average rating, 173 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Guest favourite
Home in Wooster
Victorian gem & private gardens
4.96 out of 5 average rating, 28 reviews, 4 bedrooms, 4 beds, 4 bathrooms
5–10 Aug