Search Cottages in Winchester

  • 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

Compare 4 Cottages in Winchester with updated reviews, rates, and availability.

Charming Private Cottage in Southern Oregon Close to I-5 & NO surprise fees
Your private cottage awaits you! Relax in a peaceful setting next to Golf Course

Charming Private Cottage in Southern Oregon Close to I-5 & NO surprise fees

10.0 out of 10, Exceptional, (35)
"Perfect, clean little cougar canyon cottage! Very impressed "
The price is SAR 601
SAR 690 total
includes taxes & fees
1 Dec - 2 Dec
Charming Private Cottage in Southern Oregon Close to I-5 & NO surprise fees
Family-friendly Winston Vacation Rental w/ Deck!
Terrace/patio

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!
Private kitchen

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!
Southern Oregon Cabin: Fire Pit & Private Pond!
Outdoor dining

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

3.0 star property
Dreamy Hilltop View: Roseburg Wine Country Retreat
Dreamy Hilltop View: Roseburg Wine Country Retreat
Roseburg Vacation Rental | 1BR | 1BA | 850 Sq Ft | 1 Step Required

Dreamy Hilltop View: Roseburg Wine Country Retreat

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 Winchester
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 Winchester

Singing Waters at N. Umpqua
View of river from back deck

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
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Cozy up with a book or your favorite movie & unwind on our chic and comfy couch.

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

9.8 out of 10, Exceptional, (23)
"Gary was amazing, the house was super clean and well stocked. I was on a work trip so i was only there in the evenings, but it was perfect! Id love to ce back!"
The price is SAR 458
SAR 1,115 total
includes taxes & fees
3 Dec - 4 Dec
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
The Bucket List Retreat
Exterior

The Bucket List Retreat

9.6 out of 10, Exceptional, (24)
"Comfy beds, great location to our activity, accommodating owner who went out of their way to send us something we left behind. Would definitely stay a this property again."
The price is SAR 736
SAR 1,743 total
includes taxes & fees
1 Dec - 2 Dec
The Bucket List 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.