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Search results; 218 homes in Winston

Guest favourite
Home in Winston
Twin palms
7 bedrooms, 9 beds, 5 private bathrooms
30 Sept – 5 Oct
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4.9 out of 5 average rating, 121 reviews
Top guest favourite
Home in Winston
Safari Retreat
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.98 out of 5 average rating, 234 reviews
Guest favourite
Home in Winston
Family-Friendly Winston Vacation Rental w/ Deck!
4 bedrooms, 5 beds, 2 bathrooms
8–13 Nov
4.88 out of 5 average rating, 41 reviews
Home in Winston
The Winston House | Near Wildlife Safari
3 bedrooms, 5 beds, 1 bathroom
14–19 Sept
New place to stay
Farm stay in Winston
Humble House on the horse ranch
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.62 out of 5 average rating, 171 reviews
Top guest favourite
Guest house in Winston
Big Rock Bunk House
1 bedroom, 1 bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Roseburg
Cozy downtown retreat with two living quarters
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
4.94 out of 5 average rating, 47 reviews
Guest favourite
Guest house in Roseburg
Aviation Suites: The Hangar Suite
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.86 out of 5 average rating, 113 reviews
Guest house in Winston
The Harvest Studio
1 bedroom, 1 bed, 1 bathroom
16–21 Sept
New place to stay
Guest favourite
Home in Roseburg
Amazing Mid-Century Modern Home-Incredible Views!
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Sept
4.9 out of 5 average rating, 70 reviews
Barn in Roseburg
Private Studio Retreat Room - the Bunkhouse Deer
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.82 out of 5 average rating, 33 reviews
Guest favourite
Farm stay in Roseburg
Winery stay get-away on secluded small farm
2 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Roseburg
Umpqua Riverfront Retreat |2 King Beds| Patio View
3 bedrooms, 4 beds, 2 bathrooms
23–28 Sept
4.96 out of 5 average rating, 23 reviews
Farm stay in Dillard
Nancy’s Dahlia farm
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
4.55 out of 5 average rating, 40 reviews
Guest favourite
Home in Roseburg North
Xenia House - North Roseburg
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 60 reviews
Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Green)-Near Roseburg
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 170 reviews
Superhost
Farm stay in Roseburg
Ringer Ranch
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.88 out of 5 average rating, 69 reviews
Guest favourite
Guest house in Winston
Peaceful Cottage Studio
1 bed, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 6 reviews