Vacation rentals in Winston

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Popular amenities for Winston vacation rentals

Stay near Winston's top sights

Wildlife Safari61 locals recommend
Abacela Winery24 locals recommend
Carlos5 locals recommend

Other great vacation rentals in Winston

Guest favourite
Home in Roseburg
4.97 out of 5 average rating, 628 reviews

Chardonnay Chalet at the Vineyard

AustinRating, 5 stars1 month ago
Fabulous place to stay! Lots of sweet animals around to befriend. A sweet Aussie/corgi may come to visit you and the chickens will certainly make themselves known. It’s a great cozy home in a very peaceful area. Perfect for a quiet getaway. And the wine is wonderful as well. Highly recommend staying here.
Guest favourite
Home in Glide
4.79 out of 5 average rating, 24 reviews

River Vista Vacation Homes- Maple House

KrisRating, 5 stars4 months ago
Randy is a great communicator and the property is absolutely beautiful. Right on the river near hiking trails, as well as gas groceries and deli. Very nice.
Superhost
Townhouse in Myrtle Creek
4.78 out of 5 average rating, 41 reviews

The Sojourners Stop in the heart of Myrtle Creek

KellyRating, 5 stars4 months ago
Thank you Mike for the convenient location and clean space!
Top guest favourite
Home in Shady Cove
5 out of 5 average rating, 10 reviews

Shady Cove Escape

JaidanRating, 5 stars5 months ago
Aaron is a great host! This is our second time in the past month coming to stay at his home! It was just as welcoming as the first time! Highly recommend!
Top guest favourite
Farm stay in Oakland
4.95 out of 5 average rating, 40 reviews

Cozy home on Christmas tree farm off of I-5

ChandraRating, 5 stars1 month ago
Wow! Gorgeous landscaping and views of the valley, river and hills. And rolling fields of baby Christmas trees! Even on a gray, soggy weekend it was lovely. Would be a great spot for a wedding. Guest house is way more spacious than expected and we were greeted by a warm, hand written note and cheery pellet-stove fire. Just enough seasonal decor sprinkled about to make it feel like we were visiting a much-loved home. The bed was super-comfy and access into and throughout the house was easy for mobility-challenged guests. Communication with the hosts was great. Can't wait to come back!
Top guest favourite
Cottage in Tenmile
5 out of 5 average rating, 51 reviews

The Cottages at Porter Hill (Blue)-Near Roseburg

KatieRating, 5 stars3 weeks ago
The place was beautiful! Christina’s attention to detail is lovely. The personalization and comfort I felt just walking in was wonderful. Will definitely try and be back.
Guest favourite
Home in Roseburg
4.82 out of 5 average rating, 22 reviews

Super comfy, great location & quiet neighborhood

MichaelRating, 5 stars3 months ago
We enjoyed our stay here, and would definitely recommend it to others. Everything in the house was as described, there was plenty of room, and the neighborhood was quiet while being just off a main street. Kelly was a responsive host and gave clear instructions about the house.
Guest favourite
Guest suite in Shady Cove
4.81 out of 5 average rating, 37 reviews

Heavenly Rogue River Retreat

ShanacieRating, 5 stars4 months ago
We enjoyed our stay on the Rogue River! My son loves to fish and the location is convenient to many local fishing locations - he even caught a wild steelhead right in the backyard :) The apartment was the perfect size for two adults and one child. William was quick to bring us extra towels when we realized we only had two. The town is very quaint and has most of what you might need. We even made a friend who showed us around! We would absolutely stay here again.

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