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Search results; 213 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, 119 reviews
Top guest favourite
Home in Winston
Safari Retreat
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 232 reviews
Top guest favourite
Cabin in Winston
Rustic cabin in the woods
1 bedroom, 3 beds, WC
25–30 Aug
5.0 out of 5 average rating, 54 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, 41 reviews
Farm stay in Winston
Humble House on the horse ranch
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
4.63 out of 5 average rating, 170 reviews
Guest favourite
Home in Winston
Family-Friendly Winston Vacation Rental w/ Deck!
4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.87 out of 5 average rating, 39 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, 164 reviews
Guest favourite
Barn in Roseburg
Private Studio Retreat Room - the Bunkhouse coyote
1 bedroom, 1 bed, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 29 reviews
Top guest favourite
Home in Roseburg
Country View Retreat-3 BD 2 BA & Outdoor Seating
3 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Roseburg North
Xenia House - North Roseburg
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 59 reviews
Superhost
Farm stay in Roseburg
Romantic Cottage + Private Sauna & Cold Plunge
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.9 out of 5 average rating, 39 reviews
Top guest favourite
Home in Roseburg
Chardonnay Chalet at the Vineyard
1 bedroom, 1 queen bed, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 720 reviews
Top guest favourite
Home in Roseburg
1917 Cabin on working Lavender Farm
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 50 reviews
Guest favourite
Home in Roseburg
Xenia House-Valley View
4 bedrooms, 6 beds, 2.5 bathrooms
12–17 Oct
4.93 out of 5 average rating, 95 reviews
Home in Roseburg
River House at Rising River
3 bedrooms, 3 beds, 1.5 bathrooms
11–16 Sept
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Roseburg
Dreamy Hilltop View: Roseburg Retreat w/ Hot Tub!
1 bedroom, 2 beds, 1 bathroom
23–28 Oct
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Blue)-Near Roseburg
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 99 reviews
Top guest favourite
Cabin in Umpqua
Rustic Riverfront Cabin
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
4.99 out of 5 average rating, 308 reviews