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Search results; 212 homes in Winston

Guest favourite
Home in Winston
Twin palms
7 bedrooms, 9 beds, 5 private bathrooms
20–25 Aug
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4.91 out of 5 average rating, 118 reviews
Top guest favourite
Home in Winston
Safari Retreat
3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Winston
Rustic cabin in the woods
1 bedroom, 3 beds, WC
8–13 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 229 reviews
Top guest favourite
Guest house in Winston
Big Rock Bunk House
1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 40 reviews
Farm stay in Winston
Humble House on the horse ranch
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.63 out of 5 average rating, 169 reviews
Home in Winston
Family-Friendly Winston Vacation Rental w/ Deck!
4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.86 out of 5 average rating, 36 reviews
Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Green)-Near Roseburg
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 161 reviews
Top guest favourite
Home in Roseburg
Country View Retreat-3 BD 2 BA & Outdoor Seating
3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Roseburg
Hilltop View Apartment~ 2Bdrm, 1Bth, Full Kitchen
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 260 reviews
Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Blue)-Near Roseburg
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 98 reviews
Home in Roseburg
River House at Rising River
3 bedrooms, 3 beds, 1.5 bathrooms
11–16 Sept
4.89 out of 5 average rating, 9 reviews
Superhost
Flat in Roseburg
Nice Private 1 Bedroom lower unit apartment
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
4.84 out of 5 average rating, 105 reviews
Guest favourite
Home in Roseburg
Super comfy, great location & quiet neighborhood
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 45 reviews
Guest favourite
Tiny home in Roseburg
Forest Haven Tiny House
2 bedrooms, 2 beds, 1 bathroom
26–31 Aug
4.9 out of 5 average rating, 93 reviews
Top guest favourite
Home in Roseburg
Mid-Century Retreat: Discover Modern Serenity
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 164 reviews
Superhost
Home in Days Creek
The Lookout&CrowsNest Retreat at Pachamama Farm
2 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
New place to stay
Farm stay in Dillard
Nancy’s Dahlia farm
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Aug
4.66 out of 5 average rating, 35 reviews
Top guest favourite
Home in Roseburg
Cozy downtown retreat with two living quarters
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.93 out of 5 average rating, 44 reviews