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Search Winston Cottage Rentals from CA $216

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Browse Select Winston Cottages

Our top choices for Winston cottages

Cozy Roseburg Home w/ Fire Pit + Gas Grill!
House (1 Bedroom) | Interior

Cozy Roseburg Home w/ Fire Pit + Gas Grill!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Host was very responsive. The space is decorated very well with everything you would need. My husband and I will definitely stay again. "
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Charming, Private Cottage near I-5 and Golf Course.
Property grounds

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

10.0 out of 10, Exceptional, (41)
"Had a really nice stay and love the decor, fireplace, and easy check in/check out. Highly recommend!! "
The price is CA $216
CA $244 total
includes taxes & fees
Sep 1 - Sep 2
Charming, Private Cottage near I-5 and Golf Course.
Family-friendly Winston Vacation Rental w/ Deck!
Terrace/patio

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!
Canyonville Cottage - Charming 2 Bed/2 Bath
Terrace/patio

Canyonville Cottage - Charming 2 Bed/2 Bath

2.0 star property
6.6 out of 10, (4)
" Central to all we wanted to do & see. Hosts were kind & helpful people. Nice place to rest & relax after a busy day"
Canyonville Cottage - Charming 2 Bed/2 Bath
Dreamy Hilltop View: Roseburg Wine Country Retreat
Outdoor dining

Dreamy Hilltop View: Roseburg Wine Country Retreat

10.0 out of 10, Exceptional, (3)
"Comfortable little place, beautifully decorated and the wildlife that visited was a bonus to watch out the window. "
Dreamy Hilltop View: Roseburg Wine Country Retreat
River-front cottage with private beach in lovely Roseburg
Interior

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
Interior

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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Top Winston Hotel Reviews

Sleep Inn & Suites Roseburg North Near Medical Center

Sleep Inn & Suites Roseburg North Near Medical Center

10/10 Excellent
"I’ve stayed here several times. It’s a clean property, staff is friendly, and breakfast is good."
Danny 1-night trip
Posted 1 day ago
Sleep Inn & Suites Roseburg North Near Medical Center