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Riddle Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Riddle vacation rentals

A garden with a wooden deck, a small shed, and a stone pathway.

1. Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly

Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
Riddle
9.8 out of 10, Exceptional, (102 reviews)
"Wonderful stay, peaceful and relaxing, exceptional host, highly recommended "
United States
Brad
The price is ￥11,856
￥20,859 total
includes taxes & fees
Oct 20 - Oct 21
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
A wooden pathway leading to a covered area with a view of a mountainous landscape.

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)
"We only had one night to stay here but it is one we would definitely stay at again. It was clean, bright, stocked with everything needed (no oven or range top but did have a toaster oven). It was very comfortable for us and our 2 dogs and very charming. We really enjoyed our quick visit. The only thing that could be an issue was there was a lot of steps to get down to the house which could be an issue for those with any mobility problems. The steps light up as you use them at night which was...
United States
cynthia
The price is ￥27,964
￥31,655 total
includes taxes & fees
Nov 5 - Nov 6
Charming, Private Cottage near I-5 and Golf Course.
A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

3. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
"Beautiful flat! We loved our time there"
United States
Daniel
The price is ￥44,867
￥61,246 total
includes taxes & fees
Oct 19 - Oct 20
Bell Sister Flats
A cabin with a wooden deck, a picnic table, and a bench.

4. Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Azalea
9.4 out of 10, Exceptional, (29 reviews)
"Cookie sheets for kitchen would be the only thing we needed throughout the stay. If you are looking for a place to disconnect, this is the place to book!"
United States
Katie
The price is ￥28,312
￥48,954 total
includes taxes & fees
Oct 17 - Oct 18
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
A bathroom with a shower curtain, a towel rack, a water heater, and a striped towel.

5. Elk Meadow Hideaway LLC Minutes away Worlds apart

Elk Meadow Hideaway LLC Minutes away Worlds apart
Myrtle Creek
The price is ￥17,073
￥20,538 total
includes taxes & fees
Oct 17 - Oct 18
Elk Meadow Hideaway LLC Minutes away Worlds apart
A spacious living area with a wooden dining table, black chairs, a ceiling fan, and a television displaying a beach scene.

6. The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (60 reviews)
"Great place for us and the kids after a long day at the wildlife safari!"
United States
Jessica M.
The price is ￥25,612
￥61,240 total
includes taxes & fees
Oct 19 - Oct 20
The Watusi Place - A Modern Umpqua Valley Getaway
A small, single-story house with a green door, white trim, and a small porch.

7. The Urban Boho Charmer with Private Backyard, BBQ & Hammock

The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Roseburg
9.6 out of 10, Exceptional, (45 reviews)
"Nice place, great location."
United States
Gordon
The price is ￥19,760
￥36,352 total
includes taxes & fees
Oct 26 - Oct 27
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
A modern house with a stone pathway leading to the entrance, surrounded by various plants and a large planter.

8. Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~

Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Roseburg
9.6 out of 10, Exceptional, (33 reviews)
"Finding the entry to the property was hardest part. Parking was OK. The views and the space was great. Nice central location for many places to visit."
United States
Nicole B.
The price is ￥17,389
￥31,504 total
includes taxes & fees
Oct 20 - Oct 21
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
A small house with a porch and string lights.

9. Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (31 reviews)
"Close to downtown, well appointed, clean and comfortable. Thanks for a lovely stay!"
United States
Sue S.
The price is ￥12,804
￥26,138 total
includes taxes & fees
Oct 21 - Oct 22
Downtown Stay at the Red Tiny Twin!
A wooden deck with a white railing, a potted plant, and a table.

10. Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Roseburg
10.0 out of 10, Exceptional, (26 reviews)
"Our hosts, James and Gail, are so lovely. They really care about their guests experience and I felt they truly cared about our experience. It’s a gorgeous home that they have decorated meticulously, and made so comfortable for guests to enjoy. The bed was super comfy and the room cozy. The bedding and towels were soft and top notch. They didn’t skimp on anything. Gail is a great cook and provided homemade food, snacks, and drinks. Some items came from her garden. James is a master with sound and...
United States
Susan
The price is ￥31,458
￥39,468 total
includes taxes & fees
Nov 1 - Nov 2
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
A house with a covered porch, a seating area with a sofa and armchair, and a small table.

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

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Roseburg
9.8 out of 10, Exceptional, (118 reviews)
"Great stay, very clean. Would stay here again."
United States
Cindan G.
The price is ￥18,970
￥33,409 total
includes taxes & fees
Oct 20 - Oct 21
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
A red deck with two Adirondack chairs and a stone fire pit in a forest setting.

12. Orchard House, Orchard House Retreat

Orchard House, Orchard House Retreat
Douglas County
10.0 out of 10, Exceptional, (3 reviews)
"Great little well needed romantic getaway!"
United States
Shawn M.
The price is ￥18,593
￥33,790 total
includes taxes & fees
Nov 16 - Nov 17
Orchard House, Orchard House Retreat
A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

13. Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
10.0 out of 10, Exceptional, (3 reviews)
"Bell Sister Flats is amazing - so gorgeous, warm and inviting. We loved being on Main Street and walking to coffee, dinner, drinks. So much attention to detail and such comfort provided from the bed to the sheets to the towels and love seat and, oh the shower! Terry and Paul were wonderful hosts, so attentive and generous. Loved that they promoted the local community with goods and services in the flat. Loved our stay!"
United States
Tara T.
The price is ￥34,620
￥57,297 total
includes taxes & fees
Oct 24 - Oct 25
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
A forest campsite with a bus, a blanket, and a bench.

14. Madrone Hideout-Artist Bus Retreat at Azalea Grove Getaway

Madrone Hideout-Artist Bus Retreat at Azalea Grove Getaway
Douglas County
10.0 out of 10, Exceptional, (1 review)
"Absolutely lovely little gem in the woods. Next time I hope to stay more than one night. For light sensitive people, there is a skylight over the bed and an early morning sunrise means seriously bright light."
United States
Pat B.
The price is ￥14,774
￥29,433 total
includes taxes & fees
Oct 18 - Oct 19
Madrone Hideout-Artist Bus Retreat at Azalea Grove Getaway
A wooden deck with a table and chairs, surrounded by a wire fence and string lights.

15. Camp 505 - Little Cabin in the Woods Sunny Valley Oregon

Camp 505 - Little Cabin in the Woods Sunny Valley Oregon
Wolf Creek
10.0 out of 10, Exceptional, (28 reviews)
"Lovely place to stay, clean and welcoming! "
United States
Nicole B.
The price is ￥18,495
￥21,982 total
includes taxes & fees
Oct 20 - Oct 21
Camp 505 - Little Cabin in the Woods Sunny Valley Oregon
Enjoy connecting around the porch firepit!

16. Blissful Solitude Cottage

Blissful Solitude Cottage
Douglas County
10.0 out of 10, Exceptional, (8 reviews)
"It is a nice place to stay"
United States
Matthew O.
The price is ￥17,431
￥30,708 total
includes taxes & fees
Nov 16 - Nov 17
Blissful Solitude Cottage
A room with a large window, a black and white patterned rug, and a black chair with a plant.

17. Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher

Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
Myrtle Creek
10.0 out of 10, Exceptional, (3 reviews)
"The Ranch was everything you could ever want and more it was the most quiet and peaceful night my wife was over the moon with the cows there definitely will be more stays in the future"
United States
Unspecified U.
The price is ￥26,874
￥35,622 total
includes taxes & fees
Oct 27 - Oct 28
Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
A rustic lodge with a central entrance, multiple windows, and a stone pathway leading to a seating area.

18. Cozy Historic Cabin Near Hiking

Cozy Historic Cabin Near Hiking
Wolf Creek
9.2 out of 10, Wonderful, (16 reviews)
"We really enjoyed our stay. The place is comfy and just what we needed for our one night in the area. The host was great and easy to communicate with. The waffles were wonderful."
United States
Heather W.
The price is ￥24,898
￥36,022 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Historic Cabin Near Hiking
A modern living room with a white sofa, a patterned rug, and a flat-screen TV mounted on the wall.

19. Cozy & Comfortable 2-bedroom home

Cozy & Comfortable 2-bedroom home
Roseburg
The price is ￥19,921
￥38,781 total
includes taxes & fees
Oct 17 - Oct 18
Cozy & Comfortable 2-bedroom home
A campfire with white chairs and a wicker chair around it, set in a forested area.

20. Starry Skies Campout

Starry Skies Campout
Douglas County
The price is ￥9,959
￥13,318 total
includes taxes & fees
Oct 18 - Oct 19
Starry Skies Campout
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 Riddle Hotel Reviews

Riverfront Inn Roseburg

Riverfront Inn Roseburg

8/10 Good
"Convenient, affordable place to stay"
Brenda 1-night trip
Posted less than an hour ago
Riverfront Inn Roseburg

Find out more about Riddle

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Look no further and take a look at our great range of rental properties in Riddle!

Frequently asked questions

Are there vacation rentals in Riddle?

Yes, you can find vacation rentals near popular attractions in Riddle, or you can select a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Riddle has to offer?

The Urban Boho Charmer with Private Backyard, BBQ & Hammock: This vacation home rental near Riddle is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Riddle?

Explore the area and family-friendly sights such as Wildlife Safari, or get out into nature at a spot like South Umpqua River. In the larger area, you’ll find Seven Feathers Casino and Douglas County Museum of History and Natural History.

What’s a vacation rental in Riddle like?

A vacation rental is a private property where you can stay for a long or short time in Riddle. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.