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Search results; 212 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
Cabin in Winston
Rustic cabin in the woods
1 bedroom, 3 beds, WC
17–22 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Winston
Safari Retreat
3 bedrooms, 5 beds, 2 bathrooms
14–19 Aug
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 231 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
9–14 Aug
4.63 out of 5 average rating, 169 reviews
Guest favourite
Room in Roseburg
Private room in PNW
1 queen bed, 1 bathroom
25–30 Aug
4.94 out of 5 average rating, 32 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, 161 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
Guest suite in Sutherlin
Cozy, quiet country cabin.
1 bedroom, 1 queen bed, 1 bathroom
25–30 Sept
4.97 out of 5 average rating, 849 reviews
Superhost
Guest house in Glide
Highway to Diamond Lake/Crater Lake roadtrip stop!
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.89 out of 5 average rating, 266 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, 37 reviews
Guest favourite
Home in Roseburg
Heavenly Bungalow, Immaculate, Guest Favorite
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 219 reviews
Top guest favourite
Camper van/Motorhome in Roseburg
Chic RV Retreat, Stunning Yard in Roseburg
2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 137 reviews
Top guest favourite
Home in Roseburg
Country View Retreat-3 BD 2 BA & Outdoor Seating
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Roseburg
Xenia House-Valley View
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
4.93 out of 5 average rating, 95 reviews
Home in Roseburg
Cozy & Comfortable 2- Bedroom Home
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.4 out of 5 average rating, 5 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, 715 reviews
Top guest favourite
Room in Oakland
Birds/Wildlife/Orchard Cabin/Sunrise Room I5/1.5ml
1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 59 reviews