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Riddle Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Riddle holiday 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, (103 reviews)
"I loved the mother in law unit with supplied kitchen, microwave, frig., etc, etc. The host is vary gracious and friendly. A quiet stay is why I really like it."
United States
Dixie
The price is NZ$232
includes taxes & fees
10 Nov - 11 Nov
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
A small cabin with a sloped roof, a wooden picnic table, and a string of lights.

2. Elk Meadow Hideaway LLC Minutes away Worlds apart

Elk Meadow Hideaway LLC Minutes away Worlds apart
Myrtle Creek
The price is NZ$228
includes taxes & fees
27 Oct - 28 Oct
Elk Meadow Hideaway LLC Minutes away Worlds apart
A dining area with a round table, white chairs, and a view of greenery through large windows.

3. 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)
"Such a great little cottage prefect for a weekend trip to see family."
United States
Darla S.
The price is NZ$303
includes taxes & fees
27 Oct - 28 Oct
Charming, Private Cottage near I-5 and Golf Course.
A forest setting with two people sitting on chairs, a fire pit, and a cooler.

4. 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 NZ$325
includes taxes & fees
9 Nov - 10 Nov
Madrone Hideout-Artist Bus Retreat at Azalea Grove Getaway
A cabin with a wooden deck, a picnic table, and a bench.

5. 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 NZ$477
includes taxes & fees
27 Oct - 28 Oct
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Enjoy connecting around the porch firepit!

6. 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 NZ$322
includes taxes & fees
9 Nov - 10 Nov
Blissful Solitude Cottage
A wooden deck with a white railing, a potted plant, and a table.

7. 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, (28 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 NZ$428
includes taxes & fees
1 Nov - 2 Nov
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
A small, single-story house with a green door, white trim, and a small porch.

8. 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)
"Everything was great with the property! My daughter and I enjoyed our stay so much. When we have occasion to return to Roseburg we will look for this place first. I only marked “communication” as 3 stars because I didn’t have the need to communicate with the host. Lovely little house and quiet neighborhood."
United States
Norma B.
The price is NZ$396
includes taxes & fees
27 Oct - 28 Oct
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.

9. 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 NZ$346
includes taxes & fees
27 Oct - 28 Oct
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
A small house with a porch and string lights.

10. 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 NZ$290
includes taxes & fees
1 Nov - 2 Nov
Downtown Stay at the Red Tiny Twin!
A wooden deck with a table and chairs, surrounded by a wire fence and string lights.

11. 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 NZ$244
includes taxes & fees
28 Oct - 29 Oct
Camp 505 - Little Cabin in the Woods Sunny Valley Oregon
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 NZ$353
includes taxes & fees
27 Oct - 28 Oct
Orchard House, Orchard House Retreat
A spacious living area with a wooden dining table, black chairs, a ceiling fan, and a television displaying a beach scene.

13. 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 NZ$651
includes taxes & fees
27 Oct - 28 Oct
The Watusi Place - A Modern Umpqua Valley Getaway
A room with a large window, a black and white patterned rug, and a black chair with a plant.

14. 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 NZ$390
includes taxes & fees
27 Oct - 28 Oct
Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
A house with a covered porch, a seating area with a sofa and armchair, and a small table.

15. <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 NZ$365
includes taxes & fees
1 Nov - 2 Nov
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
A rustic lodge with a central entrance, multiple windows, and a stone pathway leading to a seating area.

16. Cozy Historic Cabin Near Hiking

Cozy Historic Cabin Near Hiking
Wolf Creek
9.2 out of 10, Wonderful, (17 reviews)
"Great place, super hosts, wonderful hikes in the area, and quiet and secluded."
United States
Roy R.
The price is NZ$393
includes taxes & fees
27 Oct - 28 Oct
Cozy Historic Cabin Near Hiking
A campfire with white chairs and a wicker chair around it, set in a forested area.

17. Starry Skies Campout

Starry Skies Campout
Douglas County
The price is NZ$148
includes taxes & fees
27 Oct - 28 Oct
Starry Skies Campout
A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

18. 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 NZ$680
includes taxes & fees
30 Oct - 31 Oct
Bell Sister Flats
A door opening to a backyard with a table, chairs, and a red umbrella.

19. Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, Oregon

Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, Oregon
Wolf Creek
The price is NZ$386
includes taxes & fees
27 Oct - 28 Oct
Charming Garden Cottage with 155-Acre Forest Retreat Near Wolf Creek, Oregon
A white tent with a wooden staircase leading up to it, surrounded by a wooden deck and dense forest.

20. Rustic-Chic Bell Tent with Forest Retreat Amenities Near Wolf Creek, Oregon

Rustic-Chic Bell Tent with Forest Retreat Amenities Near Wolf Creek, Oregon
Wolf Creek
The price is NZ$336
includes taxes & fees
27 Oct - 28 Oct
Rustic-Chic Bell Tent with Forest Retreat Amenities Near Wolf Creek, Oregon
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

Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG

10/10 Excellent
"New property. Everything was new and clean."
Randi 1-night trip
Posted 22 hours ago
Holiday Inn Express & Suites Roseburg North by IHG

Find out more about Riddle

Everything you need to know about Riddle holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Riddle holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Riddle holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Riddle holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Riddle. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Riddle holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Riddle holiday rentals we have selected for you start as low as NZ$148 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Riddle rentals

At Expedia, we put the best Riddle holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Riddle rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Riddle holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Riddle. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Riddle?

Yes, there are holiday rentals close to the most popular sights in Riddle, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Riddle has to offer?

The Urban Boho Charmer with Private Backyard, BBQ & Hammock: This holiday home rental outside of Riddle is located on a river, and has a patio, a garden and a BBQ 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 wider area, you’ll find Seven Feathers Casino and Douglas County Museum of History and Natural History.

What’s a holiday rental in Riddle like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Riddle. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips or small group gatherings.