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Search results; 214 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, 47 reviews
Top guest favourite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.98 out of 5 average rating, 229 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 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, 6 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, 160 reviews
Guest favourite
Home in Roseburg
Xenia House-Valley View
4 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.93 out of 5 average rating, 95 reviews
Top guest favourite
Guest house in Winston
Big Rock Bunk House
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 38 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
Home in Roseburg
A Restful Studio Near a Creek and Forest - Pets
2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 249 reviews
Farm stay in Winston
Humble House on the horse ranch
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.64 out of 5 average rating, 168 reviews
Guest favourite
Room in Roseburg
Private room in PNW
1 queen bed, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 32 reviews
Guest favourite
Home in Roseburg
The Dr. J. R. Chapman Home
3 bedrooms, 3 beds, 1.5 bathrooms
17–22 Aug
4.94 out of 5 average rating, 262 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
Home in Roseburg
Chardonnay Chalet at the Vineyard
1 bedroom, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.97 out of 5 average rating, 714 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
Top guest favourite
Bungalow in Roseburg
Sophisticated Bungalow, Walk Downtown, Immaculate
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 286 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
Guest favourite
Home in Roseburg
Farmhouse By the Sea
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 54 reviews