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Compare 6 Cottages in Winston with updated reviews, rates, and availability.

Charming, Private Cottage near I-5 and Golf Course.

10.0 out of 10, Exceptional, (39)
"Had a really nice stay and love the decor, fireplace, and easy check in/check out. Highly recommend!! "
The price is SAR 557
SAR 633 total
includes taxes & fees
29 Apr - 30 Apr
Charming, Private Cottage near I-5 and Golf Course.

Dreamy Hilltop View: Roseburg Wine Country Retreat

Dreamy Hilltop View: Roseburg Wine Country Retreat

Family-friendly Winston Vacation Rental w/ Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house and will stay here again when in the area."
Family-friendly Winston Vacation Rental w/ Deck!

Cozy Roseburg Home w/ Fire Pit + Gas Grill!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Attractive tiny house, well equipped, peaceful neighborhood, convenient to town. Bedroom is a bit small, but living area and bath (with shower and washer/dryer) are good sized. Helpful owner suggested Brix local restaurant we really liked too. Nearby Upper Umpquah waterfalls, hiking, river rafting made a nice vacation."
Cozy Roseburg Home w/ Fire Pit + Gas Grill!

River-front cottage with private beach in lovely Roseburg

River-front cottage with private beach in lovely Roseburg

Dreamy Hilltop View: Roseburg Wine Country Retreat

3.0 star property
Dreamy Hilltop View: Roseburg Wine Country Retreat
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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Other property types in Winston

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (36)
"We stayed here for a night since we had a nearby disc golf tournament. Leah was a great host and the house was super clean and comfy. Quiet neighborhood, cool back porch to hang out. Highly recommend! Thank you Leah!"
The price is SAR 443
SAR 1,241 total
includes taxes & fees
30 Apr - 1 May
The Watusi Place - A Modern Umpqua Valley Getaway

Family-Friendly Winston Vacation Rental w/ Deck!

10.0 out of 10, Exceptional, (13)
"From individual air conditioning units to a plethora of kids toys this stay was perfectly set up for our family to enjoy the wild animal safari. 10/10 would stay again! "
Family-Friendly Winston Vacation Rental w/ Deck!

Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen

9.6 out of 10, Exceptional, (56)
"This was amazing stay. Great location, close to every place we wanted to go. It was very nice and clean. We will definitely be staying again. "
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen
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.