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27 Sep - 28 Sep
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28 Sep - 29 Sep
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3 Oct - 5 Oct
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10 Oct - 12 Oct

Top Holiday Rentals in Roseburg

Union Creek Resort
Hiking

Union Creek Resort

3.0 star property
8.0 out of 10, Very good, (874)
"Very cozy and great location to see Crater Lake."
Union Creek Resort
Crater Lake Resort
Property grounds

Crater Lake Resort

3.0 star property
8.4 out of 10, Very good, (493)
"Great place to stay for visiting Crater Lake National Park. Very well maintained and quiet."
Crater Lake Resort
Rocky Point Resort
Sun deck

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (380)
"We really enjoyed our stay at Rocky Point. The room was comfortable and the area is beautiful. "
The price is 2.590.134 ₫
2.939.710 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Rocky Point Resort
Peach Street Inn by WanderLodges
Suite #4, 2 beds, Sleeps 4 | Private kitchen | Fridge, microwave, oven, stovetop

Peach Street Inn by WanderLodges

2.0 star property
9.2 out of 10, Wonderful, (26)
"Very nice property and rooms are spacious and clean. Will definitely return,"
The price is 2.652.630 ₫
4.899.352 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Peach Street Inn by WanderLodges
Paschal Winery
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (11)
"Very nice and hassle free check in "
The price is 3.374.303 ₫
5.933.203 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Paschal Winery
A Cowslip's Belle Inn
Main House | Terrace/patio

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (38)
"Lovely yard courtyard area with koi pond"
The price is 4.624.697 ₫
6.628.505 ₫ total
includes taxes & fees
7 Oct - 8 Oct
A Cowslip's Belle Inn
Enchanting Getaway: Farmhouse and Tiny House Duo
House | 3 bedrooms

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
The price is 2.501.912 ₫
6.267.015 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Enchanting Getaway: Farmhouse and Tiny House Duo
The Rellik House and Winery
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels

The Rellik House and Winery

3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
The price is 4.609.964 ₫
7.187.399 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Rellik House and Winery
Barclay Klum House by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
The price is 4.277.286 ₫
8.206.264 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Barclay Klum House by WanderLodges
Grandview of Ashland
Terrace/patio

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is 7.902.761 ₫
13.670.637 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Grandview of Ashland
Hanna's House by WanderLodges
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
The price is 4.221.444 ₫
6.819.997 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Hanna's House by WanderLodges
Riverfront Resort Cabin ~ 21 Mi to Crater Lake!
Apartment (0 Bedroom) | Interior

Riverfront Resort Cabin ~ 21 Mi to Crater Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location right on the Williamson River. Quiet and recently re-done tiny cabin. A little quirky, but very nice “kitchen”. "
The price is 5.359.809 ₫
8.687.907 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Riverfront Resort Cabin ~ 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

My Place Hotel-Medford OR

My Place Hotel-Medford OR

10/10 Excellent
"The only thing that would be helpful would be an option of transportation to the airport."
Walter 1-night trip
Posted 3 days ago
My Place Hotel-Medford OR

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 31 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.