Photo by Michelle Finseth

Search Cottages in Winston

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare Cottages in Winston with updated reviews, rates, and availability.

Charming Cottage Near I-5 and Golf Course
Miscellaneous

Charming Cottage Near I-5 and Golf Course

10.0 out of 10, Exceptional, (37)
"This cottage is perfect. The owner/host was very nice, she was there for you whenever you needed anything, and gave you full privacy when you didn’t. It’s clean, comfy, and cozy with an amazing view of the mountains and a golf course. Adding to that, it’s pet friendly and there plenty of great places to walk your dog. I I highly recommend this place, just be aware that there’s about 25 stairs that gradually descend downhill to the cottage."
The price is AED 551
AED 629 total
includes taxes & fees
31 Mar - 1 Apr
Charming Cottage Near I-5 and Golf Course
Dreamy Hilltop View: Roseburg Wine Country Retreat
Outdoor dining

Dreamy Hilltop View: Roseburg Wine Country Retreat

Dreamy Hilltop View: Roseburg Wine Country Retreat
Family-friendly Winston Vacation Rental w/ Deck!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Family-friendly Winston Vacation Rental w/ Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house and will stay here again when in the area."
Family-friendly Winston Vacation Rental w/ Deck!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Interior

Cozy Roseburg Home w/ Fire Pit + Gas Grill!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Attractive tiny house, well equipped, peaceful neighborhood, convenient to town. Bedroom is a bit small, but living area and bath (with shower and washer/dryer) are good sized. Helpful owner suggested Brix local restaurant we really liked too. Nearby Upper Umpquah waterfalls, hiking, river rafting made a nice vacation."
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
River-front cottage with private beach in lovely Roseburg
Interior

River-front cottage with private beach in lovely Roseburg

River-front cottage with private beach in lovely Roseburg
Dreamy Hilltop View: Roseburg Wine Country Retreat
Interior

Dreamy Hilltop View: Roseburg Wine Country Retreat

3.0 star property
Dreamy Hilltop View: Roseburg Wine Country Retreat
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.
Don't see what you're looking for?
See all available properties in Winston
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winston

Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (55)
"We had a wonderful stay. With the number of bedrooms and bathrooms, it was perfect for our group size. The host was great and very responsive when needed. The game room provided a fun time for every one of all ages. With the folding tables and chairs located on site, it provided the perfect amount of seating for our group for our Thanksgiving meal. Would definitely recommend this place and hope to rent it again in the future."
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen
The Watusi Place - A Modern Umpqua Valley Getaway
Outdoor dining

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (34)
"We had a great stay and home was just what was advertised. There were so many personal touches and the owner was great to deal with. There was a problem with the A/C before we arrived which was quickly relayed to us by owner and they had it fixed just after our arrival. We will definitely be back next time we are in town. "
The price is AED 488
AED 1,283 total
includes taxes & fees
8 Apr - 9 Apr
The Watusi Place - A Modern Umpqua Valley Getaway
Family-Friendly Winston Vacation Rental w/ Deck!
Fridge, microwave, stovetop, dishwasher

Family-Friendly Winston Vacation Rental w/ Deck!

10.0 out of 10, Exceptional, (11)
"We found out that my Father was dying. We booked this Abnb close to my dad's house. "
Family-Friendly Winston Vacation Rental w/ Deck!
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.

Frequently asked questions

Why book your cottage in Winston with Expedia?
We think that vacays should be simple, so if you’re after cottages in Winston at a competitive price, Expedia has you covered. Save those pennies and pick a low-cost option far from the rush of the city, or book an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Winston?
Expedia can help you track down cheap cottages in Winston. To book your ideal stay in just a few keystrokes, use our convenient filter tool to refine your search by budget, star rating and amenities.