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Compare 392 Vacation Homes in Roseburg with updated reviews, rates, and availability.

Serene Riverfront Escape w/ Hot Tub & Views!

9.8 out of 10, Exceptional, (44)
"We are a group of old college friend in our mid 70's. Two couples were celebration their 54th anniversaries. We have gotten together all be two of those years to celebrate in some way. The house was perfect for us since the setting was beautiful and we spend most of our time visiting and catching up. We like to prepare most of our meals together and the kitchen was well equipped for that purpose."
Serene Riverfront Escape w/ Hot Tub & Views!

Downtown Delight: 3BDR Urban Escape

10.0 out of 10, Exceptional, (15)
"We were a family group in town to visit our sister several miles away. This home was lovely, well-equipped, super comfortable. The neighborhood was very quiet with dedicated parking. The upstairs bedrooms were a bit overheated at night and the floors / stairs creaked as mentioned by other reviewers, but nothing out of the norm for an older house. Will definitely try to stay here again!"
Downtown Delight: 3BDR Urban Escape

Family-Friendly Winston Vacation Rental w/ Deck!

9.8 out of 10, Exceptional, (10)
"Rooms are spacious and each have their own controller for heat or air conditioning so you can keep the room temp to your liking. The deck is huge and perfect for hanging outside even in wet weather because it’s totally covered. Nice fully stocked kitchen with a variety of appliances and kitchen utensils. The nice surprise was the garage with the ping pong table and work out equipment. They also provide a stroller high chair and pak n play if you have a baby"
Family-Friendly Winston Vacation Rental w/ Deck!

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (48)
"Great location - close to restaurants and shops! "
Premier Downstairs Flat in Perfect Down Town Location

California Cottage: Downtown!

9.8 out of 10, Exceptional, (22)
"We had a fun weekend even though it rained the whole time! We walked a short block and we're right in the downtown area. Great restaurants and fun shopping. The cottage was very comfortable and clean. "
The price is SAR 427
SAR 861 total
includes taxes & fees
18 Feb - 19 Feb
California Cottage: Downtown!

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

9.8 out of 10, Exceptional, (23)
"Gary was amazing, the house was super clean and well stocked. I was on a work trip so i was only there in the evenings, but it was perfect! Id love to ce back!"
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Pet-Friendly House w/ Deck: Near Crater Lake!

10.0 out of 10, Exceptional, (4)
"This property is a hidden gem. It’s perfect for larger gatherings. The location is close to CraterLake and is surrounded by beautiful woods. We saw deer every morning. It is extremely well stocked with ample bedding, towels, kitchen supplies, games etc. The best part of the stay was the host Cindy. She went above and beyond to accommodate anything we needed. It truly was an incredible stay. "
Pet-Friendly House w/ Deck: Near Crater Lake!

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (80)
"Adorable family-friendly theme with holiday spirit made for a memorable vacation."
ZZ ZANY ZOO II - Townhome, with Carport & Garage

232-Duplex-Private Bathroom-Mountain View

10.0 out of 10, Exceptional, (35)
"This has become our favorite place to stay in Ashland. We go there often to play at Mt. Ashland and to enjoy the Shakespeare Festival. This beautiful condo has everything we need with amazing views and a great coffee shop right across the street. We don't need to drive to enjoy downtown Ashland, everything is walking distance. It really has become a home away from home for us. "
232-Duplex-Private Bathroom-Mountain View

Pet-Friendly Medford Vacation Rental w/ Yard!

9.2 out of 10, Wonderful, (7)
"Great cozy location"
Pet-Friendly Medford Vacation Rental w/ Yard!

Cedar Mountain - Suite C

10.0 out of 10, Exceptional, (48)
"It is this little oasis in downtown Grants Pass!"
The price is SAR 296
SAR 514 total
includes taxes & fees
24 Feb - 25 Feb
Cedar Mountain - Suite C

Spacious Western Home on 2 acres in the Pines close to Crater Lake

10.0 out of 10, Exceptional, (96)
"Love the quietness and the cleanness of the place and Mario Cart "
The price is SAR 563
SAR 1,261 total
includes taxes & fees
18 Feb - 19 Feb
Spacious Western Home on 2 acres in the Pines close to Crater Lake

Peaceful Rogue Riverfront Home on 3 Acres!

9.8 out of 10, Exceptional, (145)
"House was very clean. We will definitely come back."
Peaceful Rogue Riverfront Home on 3 Acres!

Jacksonville Mountain Retreat

9.6 out of 10, Exceptional, (61)
"This is a very nice home. "
Jacksonville Mountain Retreat

Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

9.6 out of 10, Exceptional, (39)
"House was amazing, stayed with family and new grand baby. Everything you could need and the split level was perfect for us! Definitely will rent again next time were in Medford. "
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

A Restful Studio Near a Creek and Forest - Pets

10.0 out of 10, Exceptional, (24)
"Perfect! We needed a place to stay on our way up to Washington. We have a dog over 100 lbs and it’s very hard to find a hotel that will take him. This place was very clean, beautiful renovations and very dog friendly. Wish we could have stayed longer, will definitely stay again! "
The price is SAR 356
SAR 620 total
includes taxes & fees
18 Feb - 19 Feb
A Restful Studio Near a Creek and Forest - Pets

Railroad District, steps to downtown, everything you need to enjoy Ashland!

10.0 out of 10, Exceptional, (136)
"Clean. Tidy. comfortable. Well appointed. But we left a pair of walking polls behind and would like Sugar to keep them for us and we will pick them up when we stay again in the fall of 2025. David Roberts"
Railroad District, steps to downtown, everything you need to enjoy Ashland!

BRAND NEW-777 Hideaway

10.0 out of 10, Exceptional, (20)
"House was just as advertised and more! We found it very clean and comfortable for my family and I. We have 2 under 2 and it was just perfect. We’ll be back!"
The price is SAR 443
SAR 1,011 total
includes taxes & fees
9 Mar - 10 Mar
BRAND NEW-777 Hideaway

Riverside Cabin 3 - (Brand New Construction)

10.0 out of 10, Exceptional, (47)
"It was very clean and quiet. Had everything we needed. Would definitely stay here again!"
The price is SAR 326
SAR 547 total
includes taxes & fees
18 Feb - 19 Feb
Riverside Cabin 3 - (Brand New Construction)

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

9.8 out of 10, Exceptional, (71)
"Love this little abode and recommend "
The price is SAR 469
SAR 817 total
includes taxes & fees
19 Feb - 20 Feb
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
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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Other property types in Roseburg

Firewater Lodge Cabin Experience

10.0 out of 10, Exceptional, (47)
"We are repeat renters and thoroughly enjoy our home away from home every year. Thank you!"
Firewater Lodge Cabin Experience

Crater Lake Resort

3.0 star property
8.6 out of 10, Excellent, (397)
"Beautiful property! We had such an amazing trip. The staff were very nice. "
The price is SAR 552
SAR 608 total
includes taxes & fees
18 Feb - 19 Feb
Crater Lake Resort

Rocky Point Resort

2.5 star property
8.2 out of 10, Very Good, (346)
"This was a wonderful property. Clean quiet and sun rises amazing. No dining as stated in check in informaion made difficult. Communication was difficult but we got help from 140 store. Overall this place exceeded expectations. Thx to all who helped."
The price is SAR 409
SAR 464 total
includes taxes & fees
18 Feb - 19 Feb
Rocky Point Resort
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.