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Vacation rentals in Winston

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Top-rated vacation rentals in Winston

Guests agree: these stays are highly rated for location, cleanliness, and more.

~The Bliss~Charismatic, Inspiring, Rejuvenating!
SUPERHOST
Entire guesthouse · 3 guests · 2 beds · 1 bath
~The Bliss~Charismatic, Inspiring, Rejuvenating!off I-5 The Farmhouse Studio/Guesthouse is perfect for relaxation, & recharging. To just "Breathe" & get away! The Bliss sits right in the heart of all the Great things that Roseburg has to offer! Wildlife Safari, Hiking, bike trails, Waterfalls, fishing, wineries, & more .Or you can stay in, & enjoy all the things we have to do in, & outside the Bliss! (We have a indoor game room, & a cozy private outdoor living room) We Welcome all! There is something for everybody! Come find your something!
The Urban Boho Charmer
SUPERHOST
Entire residential home · 4 guests · 2 beds · 1 bath
The Urban Boho CharmerUrban Boho Style comes to Roseburg! Opening December 1st for long or short term stays, the Charmer arrives as the newest addition to Superhosts, Paul & April. The charmer welcomes you to the comfortable collections of textures & fabrics dotting natural colors. From our persian rugs to our rattan swing, you'll feel like this is your true retreat as you enjoy your stay.
Nicely updated 1 bedroom upstairs apartment.
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1 bath
Nicely updated 1 bedroom upstairs apartment.This upper floor unit has been nicely updated and is furnished with everything you will need for your stay, including washer and dryer. It is centrally located and within walking distance to city center which boasts great little shops and many nice restaurants. The beautiful Oregon coast is only about an hour away. Explore Douglas Counties many hiking trails and water falls or enjoy a day of fishing in the beautiful Umpqua River that runs through Roseburg.

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Other great vacation rentals in Winston

  1. Entire residential home
  2. Roseburg
4 Bedroom House across from River Safe Nice Area!
$179 per night
SUPERHOST
  1. Entire residential home
  2. Roseburg
A Mid Century Getaway in Roseburg Hills
$80 per night
SUPERHOST
  1. Private room
  2. Roseburg
Downtown Roseburg 1921 Craftsman "Desert" Room
$47 per night
SUPERHOST
  1. Entire residential home
  2. Roseburg
Charming 1927 English Cottage
$98 per night
SUPERHOST
  1. Entire residential home
  2. Roseburg
The Dr. J. R. Chapman Home
$118 per night
SUPERHOST
  1. Entire residential home
  2. Roseburg
Peaceful Paradise
$75 per night
SUPERHOST
  1. Entire residential home
  2. Roseburg
THE RIVER HOUSE NEAR WILDLIFE SAFARI
$225 per night
SUPERHOST
  1. Entire bungalow
  2. Roseburg
Sophisticated Bungalow, entire home!
$85 per night
SUPERHOST
  1. Entire residential home
  2. Roseburg
Chardonnay Chalet at the Vineyard
$125 per night
SUPERHOST
  1. Entire residential home
  2. Winston
Twin palms
$325 per night
  1. Entire residential home
  2. Roseburg
Relaxing Riverfront 1875 Farquar Historic Home
$165 per night
  1. Entire rental unit
  2. Roseburg
Historic 1890 Fisher 4-Plex Upper Bike Path Studio
$107 per night