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Search results; 181 homes in Winston

Guest favorite
Home in Winston
The Watusi Place - A Modern Umpqua Valley Getaway
4 beds
May 26 – 31
4.96 out of 5 average rating, 111 reviews
Guest favorite
Farm stay in Winston
Wizards of Winston Harry Potter Historic Homestead
5 beds
Apr 22 – 27
4.87 out of 5 average rating, 47 reviews
Guest favorite
Cottage in Tenmile
The Cottages at Porter Hill (Green)-Near Roseburg
1 queen bed
Apr 21 – 26
5.0 out of 5 average rating, 36 reviews
Guest favorite
Home in Winston
Twin palms
9 beds
May 6 – 11
4.9 out of 5 average rating, 93 reviews
Guest favorite
Home in Roseburg
A Mid Century Getaway in Roseburg Hills
4 beds
Apr 21 – 26
4.92 out of 5 average rating, 146 reviews
Guest favorite
Cabin in Roseburg
Firewater Lodge Log Cabin
6 beds
Jul 15 – 20
4.99 out of 5 average rating, 79 reviews
Guest favorite
Home in Riddle
Cinder Cottage ~ No Cleaning Fee
2 beds
Apr 28 – May 3
4.95 out of 5 average rating, 22 reviews
Guest favorite
Guesthouse in Roseburg
Blissful Guesthouse Outdoor living rm/sun loungers
2 beds
Jun 13 – 18
4.99 out of 5 average rating, 204 reviews
Guest favorite
Cottage in Tenmile
The Cottages at Porter Hill (Blue)-Near Roseburg
1 queen bed
Apr 21 – 26
5.0 out of 5 average rating, 13 reviews
Guest favorite
Guest suite in Roseburg
Umpqua Valley Garden Getaway
1 king bed
Jun 24 – 29
4.98 out of 5 average rating, 214 reviews
Guest favorite
Home in Roseburg
Chardonnay Chalet at the Vineyard
2 beds
Aug 28 – Sep 2
4.98 out of 5 average rating, 561 reviews
Home in Winston
Family-Friendly Winston Vacation Rental w/ Deck!
5 beds
May 18 – 23
5.0 out of 5 average rating, 3 reviews
Guest favorite
Guest suite in Roseburg
Riverfront Hideaway - Hot Tub - Private Entrance
1 queen bed
May 27 – Jun 1
5.0 out of 5 average rating, 19 reviews
Guest favorite
Ranch in Roseburg
Bailey Bar-None Ranch-live history, modern comfort
10 beds
Apr 21 – 26
4.99 out of 5 average rating, 100 reviews
Guest favorite
Vacation home in Roseburg
Bar Run Golf House With pool
6 beds
Apr 19 – 24
4.98 out of 5 average rating, 57 reviews
Guest favorite
Home in Roseburg
Charming Vineyard Estate
Apr 19 – 24
5.0 out of 5 average rating, 48 reviews
Guest favorite
Home in Roseburg
River House in Roseburg on the South Umpqua
Apr 22 – 27
4.94 out of 5 average rating, 33 reviews
Guest favorite
Home in Roseburg
OREGON HILLTOP RETREAT
5 beds
Apr 20 – 25
4.94 out of 5 average rating, 97 reviews