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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Roseburg cottages

Exterior

1. Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
9.8 out of 10, Exceptional, (130 reviews)
"Wonderful stay and will definitely do so again!!!"
United States
Kelly B.
The price is €141
includes taxes & fees
16 Nov - 17 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A residential area with a wooden staircase leading to a gated entrance.

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."
United States
Darla S.
The price is €176
includes taxes & fees
14 Dec - 15 Dec
Charming, Private Cottage near I-5 and Golf Course.
An outdoor patio with a grill, dining table, chairs, and string lights.

3. Paschal Winery

Paschal Winery
4.5 star property
Talent
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 ❤️"
United States
Christine
The price is €384
includes taxes & fees
16 Nov - 17 Nov
Paschal Winery
A cabin with a stone exterior, a porch with a red door, and a sign reading "The Cottage."

4. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath 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!"
United States
Jayne
The price is €203
includes taxes & fees
16 Nov - 17 Nov
Forest Cabin by Crater Lake & Klamath Falls
A house with a yellow front door, a blue door, and a garden with various flowers and plants.

5. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (52 reviews)
"Good location and comfy beds!"
United States
Melissa L.
The price is €167
includes taxes & fees
16 Nov - 17 Nov
Downtown Mint
A house with a wooden deck, a stone wall, and a wooden fence.

6. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (241 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The Ashland Cottage, walk to town
A house with a driveway, a tree in the front yard, and a rainbow in the background.

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"
United States
Greg M.
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
A residential house with a front porch, a small garden with various plants and flowers, and a gravel driveway.

8. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Central Point
10.0 out of 10, Exceptional, (19 reviews)
"Everything was wonderful Will definitely stay again"
United States
Kellie P.
The price is €175
includes taxes & fees
21 Nov - 22 Nov
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A residential house with a garage, a satellite dish, and a driveway.

9. Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
10.0 out of 10, Exceptional, (14 reviews)
"Lovely stay. "
United States
Cyndy K.
The price is €182
includes taxes & fees
18 Nov - 19 Nov
Charming carriage house in Ashland near downtown
A bedroom with a bed, a TV, a ladder, a mirror, a basket, and a door with a 'No Smoking' sign.

10. Rosewood Studio | Private Cottage Near Downtown

Rosewood Studio | Private Cottage Near Downtown
Medford
8.0 out of 10, Very good, (1 review)
"Location was as advertised."
United States
william L.
Rosewood Studio | Private Cottage Near Downtown
A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

11. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (77 reviews)
"Great cottage in an awesome location!"
United States
Andrea R.
Courtside Cottage - WalkScore 93 - Dog Friendly
A cabin with a stone exterior, a porch with a red door, and a sign reading "The Cottage."

12. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
Klamath 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."
United States
Jo
The price is €191
includes taxes & fees
16 Nov - 17 Nov
Forest Cabin by Crater Lake & Klamath Falls
A single-story house with a gabled roof, surrounded by a variety of plants and shrubs.

13. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (52 reviews)
"The home is a lovely older home and is located in a quiet neighborhood."
United States
Kathy L.
The price is €232
includes taxes & fees
1 Dec - 2 Dec
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
A green house with a porch, a small deck, and a view of a lake.

14. 'crater Lake' Williamson River Resort Cabin 6

'crater Lake' Williamson River Resort Cabin 6
3.0 star property
Chiloquin
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."
United States
Brooke
The price is €241
includes taxes & fees
16 Nov - 17 Nov
'crater Lake' Williamson River Resort Cabin 6
A house entrance with a white door, steps leading up to the porch, and a red chair on the left.

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 side
Oakridge
8.6 out of 10, Excellent, (28 reviews)
"Charming, quiet, convenient. Our second time staying here and am sure we'll be back."
United States
Paul P.
Hot Tub, Ski Shack, Willamette Pass's closest house on the Oakridge/Eugene side
A two-story house with a sloped roof, multiple windows, and a well-maintained garden.

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. "
United States
Marc A.
The price is €266
includes taxes & fees
18 Nov - 19 Nov
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.
A blue house with a patio, a small table and chairs, and a hanging flower basket.

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."
United States
Vanessa C.
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
A hot tub with a wooden bench and a table, surrounded by a railing, overlooking a river and hilly landscape.

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!"
United States
Sabrina D.
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!
A door opening to a backyard with a table, chairs, and a red umbrella.

19. Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, Oregon

Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, Oregon
Wolf Creek
Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, Oregon
A two-story house with a front porch, a covered entryway, and a small front yard.

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!"
United States
Dena C.
The price is €259
includes taxes & fees
16 Nov - 17 Nov
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.
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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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.

See all hotels in Roseburg
A mountainous landscape with a large lake and a prominent island in the center.

Frequently Asked Questions

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What is there to do in Roseburg near my cottage?

Whatever you're into, Roseburg has tons to keep you on the move. Melrose Vineyards, Stewart Park and Douglas County Museum of History and Natural History are on most visitors' to-do lists. Don't miss Winchester Dam, HillCrest Winery and Distillery and Tesoaria Vineyard & Winery either. With Expedia's Roseburg hotel deals, you can discover more wonderful attractions like these with the money you save.