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Search results; 217 homes in Winston

Top guest favourite
Guest house in Winston
Big Rock Bunk House
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct
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5.0 out of 5 average rating, 46 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
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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
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
Home in Winston
The Winston House | Near Wildlife Safari
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
New place to stay
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
Guest house in Winston
The Harvest Studio
1 bedroom, 1 bed, 1 bathroom
11–16 Sept
New place to stay
Guest favourite
Home in Winston
Twin palms
7 bedrooms, 9 beds, 5 bathrooms
30 Sept – 5 Oct
4.9 out of 5 average rating, 121 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, 267 reviews
Top guest favourite
Home in Roseburg
The Berd Haus | Quiet Mid-Century, Minutes Off I-5
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.96 out of 5 average rating, 165 reviews
Top guest favourite
Home in Roseburg
Cozy downtown retreat with two living quarters
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 47 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
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
Top guest favourite
Guest house in Roseburg
The Bliss/100% privacy/AC/game room/2 blks 2 DT
2 beds, 1 bathroom
2–7 Nov
4.99 out of 5 average rating, 285 reviews
Farm stay in Dillard
Nancy’s Dahlia farm
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.64 out of 5 average rating, 39 reviews
Top guest favourite
Home in Roseburg
Sequoia Cottage
2 bedrooms, 2 beds, 1 bathroom
28 Oct – 2 Nov
4.92 out of 5 average rating, 89 reviews
Top guest favourite
Cottage in Myrtle Creek
Rae of Sunshine Sanctuary
1 bedroom, 5 beds, 1 bathroom
25–30 Sept
4.98 out of 5 average rating, 193 reviews
Top guest favourite
Home in Roseburg
OREGON HILLTOP RETREAT
5 bedrooms, 5 beds, 3.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 140 reviews
Guest favourite
Guest house in Winston
Peaceful Cottage Studio
1 bed, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 6 reviews