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Our top choices for Winston vacation homes

1. The Watusi Place - A Modern Umpqua Valley Getaway
The Watusi Place - A Modern Umpqua Valley GetawayWinston
10.0 out of 10, Exceptional, (60 reviews)
The price is ¥25,513
¥57,928 total
includes taxes & fees
Nov 8 - Nov 9

2. Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!Roseburg
10.0 out of 10, Exceptional, (28 reviews)
The price is ¥28,821
¥34,319 total
includes taxes & fees
Nov 10 - Nov 11

3. Downtown Stay at the Red Tiny Twin!
Downtown Stay at the Red Tiny Twin!Roseburg
9.8 out of 10, Exceptional, (31 reviews)
The price is ¥12,837
¥24,817 total
includes taxes & fees
Nov 8 - Nov 9

4. The Urban Boho Charmer with Private Backyard, BBQ & Hammock
The Urban Boho Charmer with Private Backyard, BBQ & HammockRoseburg
9.6 out of 10, Exceptional, (45 reviews)
The price is ¥19,810
¥34,709 total
includes taxes & fees
Nov 13 - Nov 14

5. <br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bathRoseburg
9.8 out of 10, Exceptional, (120 reviews)
The price is ¥19,018
¥31,758 total
includes taxes & fees
Nov 8 - Nov 9

6. Downtown Stay at the Blue Tiny Twin
Downtown Stay at the Blue Tiny TwinRoseburg
9.6 out of 10, Exceptional, (22 reviews)
The price is ¥14,174
¥26,213 total
includes taxes & fees
Dec 1 - Dec 2

7. Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~Roseburg
9.6 out of 10, Exceptional, (33 reviews)
The price is ¥17,324
¥29,835 total
includes taxes & fees
Nov 21 - Nov 22

8. Tiny House nestled into the Forest on 160 acre Playground.
Tiny House nestled into the Forest on 160 acre Playground.Roseburg
9.8 out of 10, Exceptional, (21 reviews)
The price is ¥14,741
¥18,478 total
includes taxes & fees
Nov 9 - Nov 10

9. Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresherMyrtle Creek
10.0 out of 10, Exceptional, (3 reviews)
The price is ¥26,773
¥33,570 total
includes taxes & fees
Nov 8 - Nov 9

10. Home Sweet Home
Home Sweet HomeSutherlin
8.8 out of 10, Excellent, (13 reviews)
The price is ¥18,899
¥52,425 total
includes taxes & fees
Nov 17 - Nov 18

11. Blissful Solitude Cottage
Blissful Solitude CottageDouglas County
10.0 out of 10, Exceptional, (8 reviews)
The price is ¥15,544
¥27,305 total
includes taxes & fees
Nov 9 - Nov 10

12. Orchard House, Orchard House Retreat
Orchard House, Orchard House RetreatDouglas County
10.0 out of 10, Exceptional, (3 reviews)
The price is ¥14,717
¥28,041 total
includes taxes & fees
Nov 8 - Nov 9
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winston Hotel Reviews

Holiday Inn Express & Suites Roseburg North by IHG
10/10 Excellent
Find out more about Winston
Winston Vacation Homes information
Number of reviews | 224 |
|---|---|
Accommodation | 32 Vacation Homes |
Lowest Price | ¥18,478 |
Highest Price | ¥57,928 |











































