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Search results; 215 homes in Winston

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Top guest favourite
Guest house in Winston
Big Rock Bunk House
1 bedroom, 1 bed, 1 private bathroom
7–12 Sept
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5.0 out of 5 average rating, 43 reviews
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Home in Winston
Safari Retreat
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 54 reviews
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Cabin in Winston
Rustic cabin in the woods
1 bedroom, 3 beds, WC
1–6 Sept
5.0 out of 5 average rating, 58 reviews
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Guest favourite
Home in Winston
Family-Friendly Winston Vacation Rental w/ Deck!
4 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.88 out of 5 average rating, 40 reviews
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Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 232 reviews
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Guest favourite
Home in Winston
Twin palms
7 bedrooms, 9 beds, 5 bathrooms
30 Sept – 5 Oct
4.91 out of 5 average rating, 119 reviews
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Barn in Roseburg
Private Studio Retreat Room - the Bunkhouse Deer
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 33 reviews
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Guest house in Winston
The Harvest Studio
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
New place to stay
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Home in Roseburg North
Bailey River House
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 375 reviews
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Room in Roseburg
Private room in PNW
1 queen bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 34 reviews
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Home in Roseburg
Farmhouse By the Sea
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 57 reviews
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Farm stay in Dillard
Nancy’s Dahlia farm
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
4.63 out of 5 average rating, 38 reviews
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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, 165 reviews
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Guest house in Roseburg
The Bliss/100% privacy/AC/game room/2 blks 2 DT
2 beds, 1 bathroom
30 Oct – 4 Nov
4.99 out of 5 average rating, 285 reviews
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Room in Roseburg
Jack Bedroom with Two Queen Beds
2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Guest house in Roseburg
Aviation Suites: The Hangar Suite
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.86 out of 5 average rating, 112 reviews
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Guest favourite
Home in Roseburg
Cozy downtown retreat with two living quarters
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.93 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Roseburg
Comforts of home in quiet area.
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 44 reviews
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Farm stay in Winston
Humble House on the horse ranch
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.62 out of 5 average rating, 171 reviews