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Search results; 215 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, 117 reviews
Top guest favourite
Home in Winston
Safari Retreat
4.98 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
4.98 out of 5 average rating, 228 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Cabin in Winston
Rustic cabin in the woods
5.0 out of 5 average rating, 49 reviews, 1 bedroom, 3 beds, WC
23–28 Jul
Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Green)-Near Roseburg
5.0 out of 5 average rating, 159 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Room in Roseburg
Private room in PNW
4.94 out of 5 average rating, 31 reviews, 1 queen bed, 1 bathroom
18–23 Jul
Top guest favourite
Guest house in Roseburg
Roberts Mountain Cottage
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Guest house in Winston
Big Rock Bunk House
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Top guest favourite
Home in Riddle
Cinder Cottage ~ No Cleaning Fee
4.94 out of 5 average rating, 273 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Farm stay in Winston
Humble House on the horse ranch
4.63 out of 5 average rating, 167 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Aug
Guest favourite
Cottage in Roseburg
Dreamy Hilltop View: Roseburg Retreat w/ Hot Tub!
4.97 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug
Guest favourite
Home in Winston
Family-Friendly Winston Vacation Rental w/ Deck!
4.86 out of 5 average rating, 35 reviews, 4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
Guest favourite
Home in Roseburg
Xenia House-Valley View
4.92 out of 5 average rating, 92 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
25–30 Jul
Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Blue)-Near Roseburg
4.99 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Cabin in Days Creek
The Forest Dream House Tree House
4.89 out of 5 average rating, 101 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Roseburg
Chardonnay Chalet at the Vineyard
4.97 out of 5 average rating, 711 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Sept – 5 Oct
Camper van/Motorhome in Oakland
RV Camper w/ Loft on Pond
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Roseburg
Lil Cedar Lodge
4.96 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Roseburg
Super comfy, great location & quiet neighborhood
4.9 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul