Airbnb, Cabins, Vacation Rentals in Winston, OR

Compare 42 available, short term vacation home properties, starts from $48

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Airbnb, Vacation rentals and hotel deals in Winston, OR

Baymont by Wyndham Roseburg
Baymont by Wyndham Roseburg
Baymont by Wyndham Roseburg
Baymont by Wyndham Roseburg
6.9 (104 reviews)
Baymont by Wyndham Roseburg
Hotel · 2 Guests · 1 Bedroom
$83 /night
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The Club House at The Double U
The Club House at The Double U
The Club House at The Double U
The Club House at The Double U
The Club House at The Double U
Holiday home · 2 Guests · 1 Bedroom
$145 /night
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Travelodge by Wyndham Canyonville
Travelodge by Wyndham Canyonville
Travelodge by Wyndham Canyonville
Travelodge by Wyndham Canyonville
7.6 (138 reviews)
Travelodge by Wyndham Canyonville
Hotel · 2 Guests · 1 Bedroom
$85 /night
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Sleep Inn & Suites Roseburg North Near Medical Center
Sleep Inn & Suites Roseburg North Near Medical Center
Sleep Inn & Suites Roseburg North Near Medical Center
Sleep Inn & Suites Roseburg North Near Medical Center
7.9 (278 reviews)
Sleep Inn & Suites Roseburg North Near Medical Center
Hotel · 2 Guests · 1 Bedroom
$112 /night
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Howard Johnson by Wyndham Roseburg
Howard Johnson by Wyndham Roseburg
Howard Johnson by Wyndham Roseburg
Howard Johnson by Wyndham Roseburg
6.1 (232 reviews)
Howard Johnson by Wyndham Roseburg
Hotel · 2 Guests · 1 Bedroom
$72 /night
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Creekside Hotel & Suites
Creekside Hotel & Suites
Creekside Hotel & Suites
Creekside Hotel & Suites
Creekside Hotel & Suites
Hotel · 2 Guests · 1 Bedroom
$145 /night
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Best Western Garden Villa Inn
Best Western Garden Villa Inn
Best Western Garden Villa Inn
Best Western Garden Villa Inn
8.3 (242 reviews)
Best Western Garden Villa Inn
Hotel · 2 Guests · 1 Bedroom
$102 /night
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The Escape at The Double U
The Escape at The Double U
The Escape at The Double U
The Escape at The Double U
10 (7 reviews)
The Escape at The Double U
Apartment · 2 Guests · 1 Bedroom
$135 /night*
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Holiday Inn Express Roseburg, an IHG Hotel
Holiday Inn Express Roseburg, an IHG Hotel
Holiday Inn Express Roseburg, an IHG Hotel
Holiday Inn Express Roseburg, an IHG Hotel
8.6 (369 reviews)
Holiday Inn Express Roseburg, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$176 /night
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Quality Inn Central Roseburg
Quality Inn Central Roseburg
Quality Inn Central Roseburg
Quality Inn Central Roseburg
7.0 (139 reviews)
Quality Inn Central Roseburg
Hotel · 2 Guests · 1 Bedroom
$82 /night
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Motel 6-Sutherlin, OR
Motel 6-Sutherlin, OR
Motel 6-Sutherlin, OR
Motel 6-Sutherlin, OR
6.7 (270 reviews)
Motel 6-Sutherlin, OR
Hotel · 2 Guests · 1 Bedroom
$63 /night
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Motel 6-Roseburg, OR
Motel 6-Roseburg, OR
Motel 6-Roseburg, OR
Motel 6-Roseburg, OR
6.9 (339 reviews)
Motel 6-Roseburg, OR
Hotel · 2 Guests · 1 Bedroom
$60 /night
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Days Inn by Wyndham Roseburg
Days Inn by Wyndham Roseburg
Days Inn by Wyndham Roseburg
Days Inn by Wyndham Roseburg
6.3 (539 reviews)
Days Inn by Wyndham Roseburg
Hotel · 2 Guests · 1 Bedroom
$63 /night
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River Vista, Maple Home
River Vista, Maple Home
River Vista, Maple Home
River Vista, Maple Home
9.0 (11 reviews)
River Vista, Maple Home
Holiday home · 2 Guests · 1 Bedroom
$185 /night*
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Super 8 by Wyndham Roseburg
Super 8 by Wyndham Roseburg
Super 8 by Wyndham Roseburg
Super 8 by Wyndham Roseburg
7.7 (504 reviews)
Super 8 by Wyndham Roseburg
Hotel · 2 Guests · 1 Bedroom
$76 /night
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Summer Stay! ~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Summer Stay! ~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Summer Stay! ~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Summer Stay! ~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
9.4 (26 reviews)
Summer Stay! ~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Holiday home · 2 Guests · 1 Bedroom
$100 /night*
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Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
9.0 (2 reviews)
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cottage · 2 Guests · 1 Bedroom
$113 /night
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Hampton Inn & Suites Roseburg
Hampton Inn & Suites Roseburg
Hampton Inn & Suites Roseburg
Hampton Inn & Suites Roseburg
9.5 (354 reviews)
Hampton Inn & Suites Roseburg
Hotel · 2 Guests · 1 Bedroom
$205 /night
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Travelodge by Wyndham Canyonville
Travelodge by Wyndham Canyonville
Travelodge by Wyndham Canyonville
Travelodge by Wyndham Canyonville
Travelodge by Wyndham Canyonville
Motel · 2 Guests · 1 Bedroom
$90 /night
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Heavenly Bungalow, Entire Home!
Heavenly Bungalow, Entire Home!
Heavenly Bungalow, Entire Home!
Heavenly Bungalow, Entire Home!
9.8 (16 reviews)
Heavenly Bungalow, Entire Home!
Holiday home · 2 Guests · 1 Bedroom
$100 /night*
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Vacation Destinations Near Winston, OR

Airbnb, Log Cabin Rentals with Full Kitchen, and Other Rental Options in Winston, OR

Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Full Kitchen
9.0 (2 reviews)
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Cottage · 2 Guests · 1 Bedroom
$113 /night
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How Does The Amenity Info Looks Like at Winston, OR?
Trending Vacation Rental Amenities in Winston, OR
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There are in total of 14 rental amenities in Winston, shown above with the property numbers. In Winston, 21 rentals offer Internet or Wifi, 20 rentals offer Air Conditioning, 20 rentals offer No Smoking. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Pets Friendly.
How Does The Vacation Home Rental Price Look Like in Winston, OR?
Vacation House & Guest House Rental Price Information in Winston, OR
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The graph shows the percentages of vacation homes in each price bucket. Winston has the largest percentage (19.05%) of homes in $250 - $300 price range.
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What Are The Popular Property Types in Winston, OR?
Top Rental Accommodations in Winston, OR
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There are various types of homes in Winston area. Depending on your group size, you can pick the one using filters accordingly. House is the most popular accommodation type, and the largest homes can accommodate 15 people.The least popular accommodation in Winston is Villa rentals
How Many Accommodations Are Pets Allowed in Winston, OR?
Pets Allowed vs Not Allowed in Winston, OR
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28.57% of vacation homes in Winston are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Where Are The Good Trails in Winston, OR?
Top Trails In Winston, OR
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Here are the trails we recommend in Winston: Roseburg Bicycle and Pedestrian System, Coos Bay Wagon Road, Dunning Ranch Trail, North Bank Habitat Trail System, White Rock Road Trail, Fern Falls Trail, South Umpqua River: Canyonville County Park to Lawson Bar, Wolf Creek Falls Trail, Shadow Falls Trail, Stag Trail.
Any RV Campgrounds in Winston, OR?
Most Visited Campgrounds In Winston, OR
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For campgrounds in Winston, here are our recommendations: Grants Pass KOA, Whistler's Bend County Park and Campground, Tyee Campground (Umpqua River), Eagleview Group Campground, Wolf Creek Group Site Campground, Lone Pine Group Campground, Susan Creek Campground, Bogus Creek Campground, Canton Creek Campground, Ash Flat Campground.

Airbnb, Vacation House with Air Conditioning in Winston, OR

The Club House at The Double U
The Club House at The Double U
The Club House at The Double U
The Club House at The Double U
Air Conditioning
The Club House at The Double U
Holiday home · 2 Guests · 1 Bedroom
$145 /night
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Airbnb, Vacation House with Fireplace, and Other Rental Options in Winston, OR

The Club House at The Double U
The Club House at The Double U
The Club House at The Double U
The Club House at The Double U
Fireplace
The Club House at The Double U
Holiday home · 2 Guests · 1 Bedroom
$145 /night
View deal
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Fireplace
10 (18 reviews)
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Holiday home · 2 Guests · 1 Bedroom
$198 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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