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Search results; 217 homes in Winston

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Guest favourite
Home in Winston
Twin palms
7 bedrooms, 9 beds, 5 private bathrooms
2–7 Oct
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4.9 out of 5 average rating, 122 reviews
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Top guest favourite
Home in Winston
Safari Retreat
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
4.98 out of 5 average rating, 60 reviews
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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, 237 reviews
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Home in Winston
The Winston House | Near Wildlife Safari
3 bedrooms, 5 beds, 1 bathroom
4–9 Oct
New place to stay
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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, 42 reviews
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Farm stay in Winston
Humble House on the horse ranch
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.62 out of 5 average rating, 171 reviews
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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, 48 reviews
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Guest house in Winston
The Harvest Studio
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
New place to stay
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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
19–24 Oct
5.0 out of 5 average rating, 171 reviews
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Barn in Roseburg
Private Studio Retreat Room At the Bunkhouse Bear
1 bedroom, 1 bed, 1 bathroom
10–15 Oct
4.81 out of 5 average rating, 27 reviews
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Guest favourite
Home in Roseburg
Xenia House-Valley View
4 bedrooms, 6 beds, 2.5 bathrooms
26–31 Oct
4.92 out of 5 average rating, 97 reviews
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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, 14 reviews
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Flat in Tenmile
Little House
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
New place to stay
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Top guest favourite
Home in Roseburg
Cozy downtown retreat with two living quarters
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Roseburg
1917 Cabin on working Lavender Farm
2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 53 reviews
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Guest favourite
Home in Roseburg
Super comfy, great location & quiet neighborhood
3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.92 out of 5 average rating, 52 reviews
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Home in Roseburg
River House at Rising River
3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
4.81 out of 5 average rating, 16 reviews
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Top guest favourite
Cottage in Tenmile
The Cottages at Porter Hill (Blue)-Near Roseburg
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.99 out of 5 average rating, 104 reviews
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Top guest favourite
Guest suite in Roseburg
Aviation Suites: Flight Deck
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 293 reviews