Winston Vacation Rentals

Name: Monroe River House. Jacuzzi. Private Beach. Prime Location. Family Friendly.
Address: Roseburg

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Vacation Rentals in Winston

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

$302

includes taxes & fees

$276 per night

Jan 5 - Jan 6

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

Kitchen

Washer

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

$222

includes taxes & fees

$203 per night

Jan 9 - Jan 10

Located in Roseburg, this vacation home is within a 5-minute drive of Stewart Park and Harvard Medical Park.

Kitchen

Washer

The Bucket List Retreat

$447

includes taxes & fees

$408 per night

Jan 5 - Jan 6

A stay at this vacation home places you in the heart of Roseburg, within a 15-minute walk of Harvard Medical Park and Stewart Park.

Kitchen

Washer

Indigo Collective - Modern Home

$478

includes taxes & fees

$437 per night

Jan 5 - Jan 6

Located in Roseburg, this vacation home is within a 5-minute drive of Stewart Park and Harvard Medical Park.

Washer

Dryer

Xenia House-Roseburg Retreat with a View!

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

Family-Friendly Winston Vacation Rental w/ Deck!

With a stay at this vacation home in Winston, you'll be within a 5-minute drive of Abacela Winery and Spangler Vineyards.

Kitchen

Washer

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

$229

includes taxes & fees

$209 per night

Jan 8 - Jan 9

Located in Roseburg, this vacation home is on a river, within a 15-minute walk of Stewart Park and Harvard Medical Park.

Kitchen

Washer

Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins

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

The Watusi Place - A Modern Umpqua Valley Getaway

$370

includes taxes & fees

$341 per night

Jan 4 - Jan 5

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

Kitchen

Washer

A Restful Studio Near a Creek and Forest - Pets

$165

includes taxes & fees

$165 per night

Jan 5 - Jan 6

This vacation home is 7.4 mi (11.9 km) from Little River and 10.6 mi (17.1 km) from North Umpqua River.

Tiny House nestled into the Forest on 160 acre Playground.

$172

includes taxes & fees

$169 per night

Jan 4 - Jan 5

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

Monroe River House. Jacuzzi. Private Beach. Prime Location. Family Friendly.

With a stay at this vacation home in Roseburg, you'll be within a 15-minute drive of Glaser Estate Winery & Distillery and North Umpqua River.

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.