Winston Vacation Rentals

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Vacation Rentals in Winston

4 BEDROOM House across from River in Best Roseburg area!

Roseburg OR

$299 nightly

$327 total

Sep 24 - Sep 25

Total with taxes and fees

Stay at this vacation home in Roseburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Stewart Park and Umpqua Valley Tennis Center are located nearby.

Kitchen

Washer

The Watusi Place - A Modern Umpqua Valley Getaway

Winston OR

$357 nightly

$387 total

Aug 25 - Aug 26

Total with taxes and fees

Located in Winston, this vacation home is in a rural location, within a 15-minute walk of Wildlife Safari and Abacela Winery.

Kitchen

Washer

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

Roseburg OR

$195 nightly

$214 total

Aug 25 - Aug 26

Total with taxes and fees

With a stay at this vacation home in Roseburg, you'll be a 5-minute walk from Umpqua Valley Tennis Center and 6 minutes by foot from Stewart Park.

Kitchen

Washer

Private Umpqua River Retreat w/ 2 King Suites & Patio

Roseburg OR

$496 nightly

$503 total

Aug 25 - Aug 26

Total with taxes and fees

When you stay at this vacation home in Roseburg, you'll be on a river, within a 5-minute drive of South Umpqua River and North Umpqua River.

Kitchen

Washer

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Roseburg OR

With a stay at this vacation home in Roseburg, you'll be a short 4-minute walk from South Umpqua River and within 2 minutes by car from Harvard Medical Park.

Kitchen

Washer

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

Roseburg OR

$208 nightly

$228 total

Aug 27 - Aug 28

Total with taxes and fees

With a stay at this vacation home in Roseburg, you'll be on a river, just a 4-minute walk from South Umpqua River and 11 minutes by foot from Stewart Park.

Kitchen

Washer

Downtown Stay at the Blue Tiny Twin

Roseburg OR

$160 nightly

$175 total

Aug 28 - Aug 29

Total with taxes and fees

Located in Roseburg, this vacation home is within a 15-minute walk of South Umpqua River and Happy Tails Dog Park.

Kitchen

Washer

Downtown Stay at the Red Tiny Twin!

Roseburg OR

$151 nightly

$165 total

Aug 25 - Aug 26

Total with taxes and fees

With a stay at this vacation home in Roseburg, you'll be within a 15-minute walk of South Umpqua River and Happy Tails Dog Park.

Kitchen

Washer

Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher

Myrtle Creek OR

$223 nightly

$226 total

Aug 31 - Sep 1

Total with taxes and fees

With a stay at this vacation home in Myrtle Creek, you'll be 12.7 mi (20.4 km) from Evergreen Park and 12.8 mi (20.7 km) from Stinebaugh Park.

Kitchen

Washer

Orchard House, Orchard House Retreat

Douglas County OR

$214 nightly

$216 total

Aug 25 - Aug 26

Total with taxes and fees

This vacation home is 9.1 mi (14.6 km) from Buckhorn Mountain and 14 mi (22.6 km) from Pioneer Park.

Kitchen

Pet friendly

Tiny House nestled into the Forest on 160 acre Playground.

Roseburg OR

$151 nightly

$153 total

Sep 24 - Sep 25

Total with taxes and fees

Located in Umpqua, this vacation home is within a 15-minute drive of Umpqua River and South Umpqua River.

Kitchen

Free WiFi

Relax & Rejuvenate in 4Br home with Hot Tub & Deck, in heart of Roseburg

Roseburg OR

With a stay at this vacation home, you'll be centrally located in Roseburg, just a 3-minute walk from South Umpqua River and 11 minutes by foot from Umpqua Valley Tennis Center.

Hot Tub

Kitchen

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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.