Winston Vacation Rentals

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Vacation Rentals in Winston

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

Roseburg OR

$210 nightly

$230 total

Oct 26 - Oct 27

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

Family home

Roseburg OR

With a stay at this vacation home in Roseburg, you'll be within a 5-minute drive of South Umpqua River and Harvard Medical Park.

Kitchen

Washer

Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~

Roseburg OR

$181 nightly

$198 total

Oct 17 - Oct 18

Total with taxes and fees

With a stay at this vacation home in Roseburg, you'll be within a 5-minute drive of South Umpqua River and Happy Tails Dog Park.

Kitchen

Washer

Private Umpqua River Retreat w/ 2 King Suites & Patio

Roseburg OR

$486 nightly

$493 total

Oct 17 - Oct 18

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

Downtown Stay at the Red Tiny Twin!

Roseburg OR

$151 nightly

$165 total

Oct 18 - Oct 19

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

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

Roseburg OR

$193 nightly

$211 total

Oct 19 - Oct 20

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

Myrtle Creek OR

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

The Berd Haus - Quiet Mid-Century Home, Fast Wifi, Full Kitchen, Minutes Off I-5

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

Tiny House nestled into the Forest on 160 acre Playground.

Roseburg OR

$134 nightly

$136 total

Nov 4 - Nov 5

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

The Watusi Place - A Modern Umpqua Valley Getaway

Winston OR

$357 nightly

$387 total

Oct 19 - Oct 20

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

Sophisticated Bungalow, sparkling clean, walk to downtown, quiet neighborhood.

Roseburg OR

A stay at this vacation home places you in the heart of Roseburg, within a 5-minute drive of South Umpqua River and Happy Tails Dog Park.

Kitchen

Washer

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

Winston OR

Located in Winston, this vacation home is in a rural location, within a 10-minute drive of South Umpqua River and Spangler Vineyards.

Kitchen

Washer

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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.