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Featured Cottages in Roseburg

Ashland's Mountain View Vacation Rental.
10.0 out of 10, Exceptional, (29)
"This was a great place to stay with wonderful hosts. It was clean and spacious and just a few minutes from downtown Ashland. We would certainly stay here again. "
Ashland's Mountain View Vacation Rental.
Paschal Winery
4.5 star property
9.0 out of 10, Wonderful, (2)
"I loved the isolated RV with a gorgeous view of the pond and the swans were absolutely gorgeous. The rv was in great condition and very comfortable. My only suggestions would be to leave stove directions and label the knobs better. My mother in law struggled turning it on and off. We also had an alarm sound during the night a couple of times and it wasnt related to the gas. Maybe humidity? A towel for the bathroom floor would have been useful and less throw pillows to find homes for. But...
The price is NZ$335
includes taxes & fees
1 Oct - 2 Oct
Paschal Winery
Five Minutes from Crater Lake National Park
9.6 out of 10, Exceptional, (34)
"Very near Crater Lake"
Five Minutes from Crater Lake National Park
Blue Gate Cottage on the Rogue River
9.8 out of 10, Exceptional, (24)
"A family with a new baby attended a birthday party involving the Lodge next door, also a VRBO property. Their baby was celebrating his first birthday, and his great grandmother staying next door was celebrating her 87th birthday. These two venues were perfect for the occasion. The setting was beautiful, there was plenty of room to relax with full kitchen access. You can't go wrong renting these two Rogue River hideaways together!"
Blue Gate Cottage on the Rogue River
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
10.0 out of 10, Exceptional, (80)
"We enjoyed a delightful stay for our Britt Festival concert dates. Our hosts provided everything we needed for a relaxing, pleasant, and comfortable stay. The home was pleasantly cool as temperatures soared to over 100°. The linens, dishes, book collection, gym equipment, and grounds were perfectly accommodating. We especially enjoyed walking to nearby (delicious) restaurants for our meals to avoid cooking in the heat. Fantastic time! We will be back. Highly recommend! "
The price is NZ$259
includes taxes & fees
25 Sept - 26 Sept
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Adorable 2 bedroom 1 bath Craftsman Cottage in Downtown Grants Pass
9.4 out of 10, Exceptional, (76)
"This was a pleasant and convenient place to stay while we were visiting with family in Grants Pass, OR."
Adorable 2 bedroom 1 bath Craftsman Cottage in Downtown Grants Pass
Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (32)
"Three nights. Two seniors and a mini schnauzer. The cottage is exactly as advertised. The location is excellent. The owner is engaging but respectful and not intrusive. Flexible in& out times if needed and available. Will stay here again if in the area. "
The price is NZ$528
includes taxes & fees
24 Sept - 25 Sept
Courtside Cottage - WalkScore 93 - Dog Friendly
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
9.6 out of 10, Exceptional, (11)
"The property was adorable. We enjoyed spending time down at the river."
The price is NZ$311
includes taxes & fees
26 Sept - 27 Sept
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
The Inn on 5th Street!
9.6 out of 10, Exceptional, (71)
"This house was perfect for what we were looking for. It had an old timey charm just like the town of Jacksonville and across the street from a grocery store. Everything was walking distance. Fully equipped kitchen, better than any place I’ve rented. A basket a complimentary snacks and a local wine was included, bonus! The keypad is a little tricky but the host was quick to resolve the issue. Good communication. Beds were comfy and bedrooms were separated enough to have distance from your family...
The Inn on 5th Street!
Charming Private Cottage in Southern Oregon Close to I-5 & NO surprise fees
10.0 out of 10, Exceptional, (31)
"This is such a lovely cottage; it was absolutely perfect for our short stay. Lovely experience all around, I would highly recommend this cottage to anyone (provided they can negotiate stairs)."
The price is NZ$265
includes taxes & fees
24 Sept - 25 Sept
Charming Private Cottage in Southern Oregon Close to I-5 & NO surprise fees
Quiet, secluded cabin among the pines with firepit, great for outdoor adventures
9.6 out of 10, Exceptional, (7)
"Quiet, private and very cozy. We loved staying there and would definitely stay there again if we’re heading that way. "
Quiet, secluded cabin among the pines with firepit, great for outdoor adventures
Grants Pass Hillside Retreat w/View Mins from Everything
9.4 out of 10, Exceptional, (14)
"Our stay was short but the location was beautiful and easy to find. Jen was very responsive, helpful, and super kind!! Very cute room for two, overall would absolutely book again. ❤️"
The price is NZ$177
includes taxes & fees
24 Sept - 25 Sept
Grants Pass Hillside Retreat w/View Mins from Everything
Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!
10.0 out of 10, Exceptional, (5)
"We were very happy with our stay at the Guches Ranch! The property was very well maintained, clean, and comfortable. It was perfect for my family and I."
Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!
Cozy Klamath Falls Home Near Fishing & Parks!
3.0 star property
Cozy Klamath Falls Home Near Fishing & Parks!
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
The price is NZ$375
includes taxes & fees
30 Sept - 1 Oct
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
The Cottage!
2.0 star property
7.0 out of 10, Good, (2)
"Cute cottage for 1 or 2 people. It was 100 degrees outside but the AC worked great to keep it cool inside. The kitchen is fully equipped with everything to cook a nice meal. Nice clean decor and linens. Located just 1/2 block from shops and restaurants, walk everywhere easily including Britt Fest. Friendly town with a nice variety of things to explore including nearby hiking trails."
The Cottage!
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
10.0 out of 10, Exceptional, (3)
"Although a bit hard to find, Casa Amore is perfect for a holiday in Ashland, Oregon. My husband, adult daughter, and family dog spent 3 nights there and we all were very comfortable. It’s the perfect location if you plan on seeing plays at OSF or doing some fly fishing with the Ashland Fly Shoppe. The neighborhood is peaceful and safe with great places to walk your dog. We liked having two bathrooms and a fully functioning kitchen. We would stay again on our next visit. "
The price is NZ$459
includes taxes & fees
1 Oct - 2 Oct
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Riverfront Dorena Home w/ Hot Tub & Game Room!
3.0 star property
6.6 out of 10, (4)
"Really cool property. Love the game room. Bathroom could’ve been a little cleaner. But, overall, a fun place for me and my boys."
Riverfront Dorena Home w/ Hot Tub & Game Room!
Family friendly home overlooking the Rogue River.
9.0 out of 10, Wonderful, (12)
"Enjoy our stay a little disappointed there was dog poop everywhere in the yard someone left behind, the patio and porch we had to clean. and then we went to cook with the grill and it was really dirty so we cleaned that we pulled plates tfrom the cupboard and they were full of water, and my husband got water all over them enjoyed our stay but a little disappointed"
The price is NZ$385
includes taxes & fees
24 Sept - 25 Sept
Family friendly home overlooking the Rogue River.
The Vintage Cottage with riverfront access
9.8 out of 10, Exceptional, (89)
"Love the location and host was great"
The price is NZ$343
includes taxes & fees
1 Oct - 2 Oct
The Vintage Cottage with riverfront access
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Other property types in Roseburg

Heavenly Bungalow, Entire Home!
10.0 out of 10, Exceptional, (30)
"Lives up to its reviews and true to its photos. Relaxing house and very comfortable beds. Be prepared for the sounds of neighborhood life in the morning. Easy access to town. "
Heavenly Bungalow, Entire Home!
Sophisticated Bungalow, Sparkling clean!
10.0 out of 10, Exceptional, (55)
"This lovely vintage house had everything we needed to feel right at home. Our only issue was slow streaming on one app only (MLB TV); the rest worked just fine. Beds are among the comfiest we’ve had in a vacation home."
Sophisticated Bungalow, Sparkling clean!
Firewater Lodge Cabin Experience
10.0 out of 10, Exceptional, (43)
"Beautiful cabin in the woods, well stocked, clean and comfortable. Wished they had a propane fireplace outside to enjoy the outdoor patio, or a hot tub. It was fire season and no campfires were allowed."
Firewater Lodge Cabin Experience
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.

Frequently asked questions

What is there to do in Roseburg near my cottage?
Roseburg has enough experiences and sights to keep you busy for weeks (or months!), starting with Melrose Vineyards. Douglas County Museum of History and Natural History, HillCrest Winery and Distillery and Tesoaria Vineyard & Winery are other awesome attractions. If you’re sticking around a while, Becker Vineyard and Glaser Estate Winery & Distillery are great additions to your itinerary.