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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Roseburg holiday rentals

Courtyard

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,003 reviews)
"Quiet, relaxed atmosphere. Exactly what we needed to unplug and reset."
United States
SARAH
The price is 4.462.500 ₫
4.555.688 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Union Creek Resort
Deluxe Apartment, City View | Private kitchen

2. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is 7.450.380 ₫
10.170.229 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Bell Sister Flats
Premium House, 3 Bedrooms, Pets allowed | Living area | Flat-screen TV

3. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (2 reviews)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is 3.378.375 ₫
7.314.891 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Starwood Sanctuary
View from property

4. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (461 reviews)
"Great location and beautiful surrounding scenery"
United States
Sofia
The price is 2.575.125 ₫
2.922.675 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Rocky Point Resort
Terrace/patio

5. Basecamp GP Private Unit in Quiet Duplex

Basecamp GP Private Unit in Quiet Duplex
3.5 star property
Grants Pass
10.0 out of 10, Exceptional, (1 review)
The price is 2.695.199 ₫
5.116.307 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Basecamp GP Private Unit in Quiet Duplex
House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

6. 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 3.661.875 ₫
11.117.991 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Paschal Winery
Interior

7. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is 6.015.601 ₫
11.071.595 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Savage Upon Siskiyou
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels

8. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is 5.092.500 ₫
9.698.326 ₫ total
includes taxes & fees
13 Aug - 14 Aug
The Rellik House and Winery
Sun deck

9. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is 5.650.462 ₫
11.041.163 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Grandview of Ashland
House (3 Bedrooms) | Interior

10. Outdoor Adventure: Tranquil Creekside Retreat

Outdoor Adventure: Tranquil Creekside Retreat
3.0 star property
Merlin
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place, the views are breathtaking. I’m happy to say that if my family goes on another trip I’ll definitely be seeing if this will be available ahead of time! "
United States
McKenzie
The price is 4.597.075 ₫
7.927.722 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Outdoor Adventure: Tranquil Creekside Retreat
Luxury House, 2 Bedrooms, Bathtub, Garden Area | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi

11. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (9 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is 5.366.757 ₫
9.352.277 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Barclay Klum House by WanderLodges
Rosebud | Terrace/patio

12. A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
Ashland
9.6 out of 10, Exceptional, (49 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
United States
Daniel
The price is 4.544.537 ₫
6.531.656 ₫ total
includes taxes & fees
17 Aug - 18 Aug
A Cowslip's Belle Inn
Grand House | Living area | 65-inch TV with digital channels, streaming services

13. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is 6.278.291 ₫
10.807.986 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Mountain Ave House by WanderLodges
Interior detail

14. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
United States
David
The price is 5.964.376 ₫
8.671.285 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Hanna's House by WanderLodges
Family Villa, Multiple Bedrooms, Valley View | Outdoor dining

15. Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is 6.496.875 ₫
14.560.810 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Meadowsweet Farm by WanderLodges
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels

16. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is 2.811.375 ₫
4.491.704 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Rosewood Studio by WanderLodges
Toys

17. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is 5.929.875 ₫
13.433.767 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Rosewood Collective- House & Studio
Flat-screen TV, fireplace

18. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is 5.079.375 ₫
11.295.704 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Rosewood Landing- Hot Tub- Sauna
House (1 Bedroom) | Interior

19. Fish & Hike: Peaceful Cabin on Williamson River

Fish & Hike: Peaceful Cabin on Williamson River
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 5.722.500 ₫
8.903.475 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Fish & Hike: Peaceful Cabin on Williamson River
Apartment (0 Bedroom) | Front of property

20. Resort Cabin on the River ~ 21 Mi to Crater Lake!

Resort Cabin on the River ~ 21 Mi to Crater Lake!
3.0 star property
Chiloquin
10.0 out of 10, Exceptional, (1 review)
"Very cute and cozy cabin by the river. Nothing fancy but comfortable and clean and quiet. Joey is on-site manager and very friendly."
United States
Sarah
The price is 3.780.000 ₫
6.776.438 ₫ total
includes taxes & fees
14 Aug - 15 Aug
Resort Cabin on the River ~ 21 Mi to Crater Lake!
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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Top Roseburg Hotel Reviews

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

10/10 Excellent
"The pool is outstanding. Breakfast was amazing. The room was spotless. The happy hour was unbelievable. What a great experience."
Stevan 2-night trip
Posted 7 hours ago
Compass by Margaritaville in Medford

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Frequently asked questions

Can I find holiday rentals in Roseburg?

Yes, there are holiday rentals in Roseburg close to Douglas County Museum of History and Natural History, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Roseburg speak positively about the scenic riverfront and top-notch restaurants in this destination. Make sure you have time to check out the live music while you're in the area.

How many holiday rentals will I find in Roseburg?

With 29 Expedia holiday rentals, you're guaranteed to find just the right place for your Roseburg stay.

What’s there to see and do in Roseburg?

Stewart Park and Winchester Dam are a couple of scenic spots to enjoy the outdoors, whereas Douglas County Museum of History and Natural History is one of the cultural attractions. Other places in town to visit include Melrose Vineyards and South Umpqua River.

What’s a holiday rental in Roseburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roseburg. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.