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Our top choices for Roseburg cottages
1. Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot TubCentral Point
9.8 out of 10, Exceptional, (130 reviews)
"Wonderful stay and will definitely do so again!!!"
Kelly B.
The price is NZ$305
includes taxes & fees
16 Nov - 17 Nov
2. Charming, Private Cottage near I-5 and Golf Course.
Charming, Private Cottage near I-5 and Golf Course.Myrtle Creek
10.0 out of 10, Exceptional, (50 reviews)
"Such a great little cottage prefect for a weekend trip to see family."
Darla S.
The price is NZ$342
includes taxes & fees
16 Nov - 17 Nov
3. Paschal Winery
Paschal WineryTalent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
Christine
The price is NZ$728
includes taxes & fees
16 Nov - 17 Nov
4. Forest Cabin by Crater Lake & Klamath Falls
Forest Cabin by Crater Lake & Klamath FallsKlamath Falls
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, this was a very clean, attractive property with everything needed. Maricio was the host & he was very attentive, kind & quick to respond .
I highly recommend this property, it’s in a nice area & fun places to explore.
Thanks for a great visit!"
Jayne
The price is NZ$406
includes taxes & fees
16 Nov - 17 Nov
5. Downtown Mint
Downtown MintMedford
10.0 out of 10, Exceptional, (52 reviews)
"Good location and comfy beds!"
Melissa L.
6. The Ashland Cottage, walk to town
The Ashland Cottage, walk to townSiskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (241 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
Julie S.
7. Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )Ashland
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
Greg M.
8. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Peaceful Countryside Stay with Scenic Views- 5 minutes to JacksonvilleCentral Point
10.0 out of 10, Exceptional, (19 reviews)
"Everything was wonderful Will definitely stay again"
Kellie P.
The price is NZ$362
includes taxes & fees
16 Dec - 17 Dec
9. Charming carriage house in Ashland near downtown
Charming carriage house in Ashland near downtownSkidmore Academy Historic District
10.0 out of 10, Exceptional, (14 reviews)
"Lovely stay. "
Cyndy K.
10. Rosewood Studio | Private Cottage Near Downtown
Rosewood Studio | Private Cottage Near DowntownMedford
8.0 out of 10, Very good, (1 review)
"Location was as advertised."
william L.
11. Courtside Cottage - WalkScore 93 - Dog Friendly
Courtside Cottage - WalkScore 93 - Dog FriendlyHistoric Railroad District
10.0 out of 10, Exceptional, (77 reviews)
"Great cottage in an awesome location!"
Andrea R.
12. Forest Cabin by Crater Lake & Klamath Falls
Forest Cabin by Crater Lake & Klamath FallsKlamath Falls
9.0 out of 10, Wonderful, (6 reviews)
"The cabin is quiet and the kitchen is great for meals. We slept well and enjoyed the calm."
Jo
The price is NZ$379
includes taxes & fees
16 Nov - 17 Nov
13. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
HOLLY HOUSE ~ Organic, Dog-friendly Garden CottageCity Center Medford
9.6 out of 10, Exceptional, (52 reviews)
"The home is a lovely older home and is located in a quiet neighborhood."
Kathy L.
14. 'crater Lake' Williamson River Resort Cabin 6
'crater Lake' Williamson River Resort Cabin 6Chiloquin
10.0 out of 10, Exceptional, (1 review)
"Very nice cabin. We were able to relax and rest. Sitting on the river watching the birds, SO MANY different kinds of birds. It was nice to not have to haul utensils, pots and pans or bedding and towels. It was all ready there. Our dogs went swimming in the river and loved it. Close to Crater Lake, we took a day trip. Clean, quiet, restful. We'll be back."
Brooke
The price is NZ$480
includes taxes & fees
16 Nov - 17 Nov
15. Hot Tub, Ski Shack, Willamette Pass's closest house on the Oakridge/Eugene side
Hot Tub, Ski Shack, Willamette Pass's closest house on the Oakridge/Eugene sideOakridge
8.6 out of 10, Excellent, (28 reviews)
"Charming, quiet, convenient. Our second time staying here and am sure we'll be back."
Paul P.
The price is NZ$343
includes taxes & fees
16 Nov - 17 Nov
16. Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.Central Point
8.8 out of 10, Excellent, (8 reviews)
"So easy to get in and out. Convenient to everything we did in the valley. Exactly as advertised. Great views and quiet location. Will definitely book again when in town. "
Marc A.
The price is NZ$521
includes taxes & fees
18 Nov - 19 Nov
17. Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.Central Point
9.6 out of 10, Exceptional, (41 reviews)
"Lovely cottage with all the amenities in the countryside with beautiful views down a quiet lane. Perfect for our stay to visit Jacksonville and easy access to Medford airport."
Vanessa C.
18. Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!Gold Hill
9.8 out of 10, Exceptional, (28 reviews)
"Great accommodations, excellent communication. We all had a great time!"
Sabrina D.
The price is NZ$428
includes taxes & fees
16 Nov - 17 Nov
19. Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, Oregon
Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, OregonWolf Creek
The price is NZ$404
includes taxes & fees
16 Nov - 17 Nov
20. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.Jacksonville Historic District
9.8 out of 10, Exceptional, (85 reviews)
"We had an awesome time!"
Dena C.
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.
Roseburg and related destinations
Nestled along the Umpqua River, this timber town offers world-class fly fishing and nearby wildlife safari adventures. Wineries dot the surrounding valleys, while Crater Lake's stunning blue waters wait just a scenic drive away.
