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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 9 Cottages in Winchester with updated reviews, rates, and availability.

Charming, Private Cottage near I-5 and Golf Course.
Property grounds

Charming, Private Cottage near I-5 and Golf Course.

10.0 out of 10, Exceptional, (38)
"Had a really nice stay and love the decor, fireplace, and easy check in/check out. Highly recommend!! "
The price is SAR 516
SAR 592 total
includes taxes & fees
19 Apr - 20 Apr
Charming, Private Cottage near I-5 and Golf Course.
Southern Oregon Cabin: Fire Pit & Private Pond!
House (1 Bedroom) | Interior

Southern Oregon Cabin: Fire Pit & Private Pond!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Cute little place! Especially liked the patio and outside areas. Inside needs a few finishing touches like coat hooks on back of doors, but place is very new, clean and worked great for our few days there."
Southern Oregon Cabin: Fire Pit & Private Pond!
Dreamy Hilltop View: Roseburg Wine Country Retreat
Terrace/patio

Dreamy Hilltop View: Roseburg Wine Country Retreat

Dreamy Hilltop View: Roseburg Wine Country Retreat
Family-friendly Winston Vacation Rental w/ Deck!
House (4 Bedrooms) | Interior

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
1 bedroom, WiFi, bed sheets

River-front cottage with private beach in lovely Roseburg

River-front cottage with private beach in lovely Roseburg
Romantic Vineyard Getaway in Oakland: Mtn Views!
Interior

Romantic Vineyard Getaway in Oakland: Mtn Views!

3.0 star property
Romantic Vineyard Getaway in Oakland: Mtn Views!
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
Vineyard Farmhouse in Oakland w/ Hot Tub!
Interior

Vineyard Farmhouse in Oakland w/ Hot Tub!

3.0 star property
Vineyard Farmhouse in Oakland w/ Hot Tub!
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.
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Other property types in Winchester

Singing Waters at N. Umpqua
Fridge, microwave, oven, stovetop

Singing Waters at N. Umpqua

10.0 out of 10, Exceptional, (5)
"Beautifully decorated house! Loved the view of the river in the backyard. So clean and new! No complaints!!"
Singing Waters at N. Umpqua
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
Fridge, microwave, oven, stovetop

Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

The price is SAR 934
SAR 1,820 total
includes taxes & fees
20 Apr - 21 Apr
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
The Watusi Place - A Modern Umpqua Valley Getaway
Terrace/patio

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (36)
"We stayed here for a night since we had a nearby disc golf tournament. Leah was a great host and the house was super clean and comfy. Quiet neighborhood, cool back porch to hang out. Highly recommend! Thank you Leah!"
The price is SAR 454
SAR 1,246 total
includes taxes & fees
20 Apr - 21 Apr
The Watusi Place - A Modern Umpqua Valley Getaway
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.