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Search results; 222 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, 55 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
Top guest favourite
Cabin in Winston
Rustic cabin in the woods
1 bedroom, 3 beds, WC
15–20 Sept
5.0 out of 5 average rating, 59 reviews
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
Guest house in Winston
The Harvest Studio
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
New place to stay
Home in Winston
The Winston House | Near Wildlife Safari
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
New place to stay
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, 46 reviews
Top guest favourite
Home in Roseburg
Country View Retreat-3 BD 2 BA & Outdoor Seating
3 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Green)-Near Roseburg
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 168 reviews
Superhost
Home in Days Creek
The Lookout&CrowsNest Retreat at Pachamama Farm
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
Top guest favourite
Camper van/Motorhome in Roseburg
Chic RV Retreat, Stunning Yard in Roseburg
2 bedrooms, 4 beds, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 145 reviews
Farm stay in Dillard
Nancy’s Dahlia farm
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Sept
4.64 out of 5 average rating, 39 reviews
Top guest favourite
Home in Roseburg
The Dr. J. R. Chapman Home
3 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
4.94 out of 5 average rating, 268 reviews
Guest favourite
Home in Roseburg
Xenia House-Valley View
4 bedrooms, 6 beds, 2.5 bathrooms
26–31 Oct
4.93 out of 5 average rating, 95 reviews
Top guest favourite
Treehouse in Sutherlin
Mountain View Treehouse
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 144 reviews
Superhost
Tiny home in Roseburg
Tiny Twin House, close to Downtown Attractions!
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 75 reviews
Top guest favourite
Guest house in Glide
Steelhead Guest House W/Game Room
1 bedroom, 3 beds, 1 bathroom
28 Oct – 2 Nov
4.97 out of 5 average rating, 139 reviews