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Search results; 215 homes in Winston

Guest favourite
Home in Winston
Twin palms
7 bedrooms, 9 beds, 5 private bathrooms
15–20 Jul
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4.91 out of 5 average rating, 116 reviews
Top guest favourite
Home in Winston
Safari Retreat
3 bedrooms, 5 beds, 2 bathrooms
28 Jul – 2 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
4.98 out of 5 average rating, 227 reviews
Top guest favourite
Cabin in Winston
Rustic cabin in the woods
1 bedroom, 3 beds, Toilet with sink
23–28 Jul
5.0 out of 5 average rating, 48 reviews
Guest favourite
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, 35 reviews
Farm stay in Winston
Humble House on the horse ranch
2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
4.63 out of 5 average rating, 167 reviews
Top guest favourite
Guest house in Roseburg
Roberts Mountain Cottage
1 bedroom, 1 queen bed, 1 bathroom
28 Jul – 2 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Cottage in Roseburg
Dreamy Hilltop View: Roseburg Retreat w/ Hot Tub!
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Guest house in Winston
Big Rock Bunk House
1 bedroom, 1 bed, 1 bathroom
23–28 Jul
5.0 out of 5 average rating, 35 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, 158 reviews
Guest favourite
Home in Roseburg
Xenia House-Valley View
4 bedrooms, 6 beds, 2.5 bathrooms
25–30 Jul
4.92 out of 5 average rating, 92 reviews
Top guest favourite
Home in Roseburg
A Restful Studio Near a Creek and Forest - Pets
2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 245 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, 709 reviews
Home in Roseburg
Country View Retreat-3 BD 2 BA & Outdoor Seating
3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Riddle
Cinder Cottage ~ No Cleaning Fee
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 272 reviews
Guest favourite
Cabin in Days Creek
The Forest Dream House Tree House
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.89 out of 5 average rating, 99 reviews
Superhost
Home in Umpqua
Valley's End Guesthouse
3 bedrooms, 3 queen beds, 2 bathrooms
27 Jul – 1 Aug
4.94 out of 5 average rating, 50 reviews
Guest favourite
Room in Roseburg
Private room in PNW
1 queen bed, 1 bathroom
17–22 Jul
4.93 out of 5 average rating, 29 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, 47 reviews