Default HTG hotel image

Riddle Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Riddle holiday rentals

Property grounds

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, (99 reviews)
"Wonderful stay, peaceful and relaxing, exceptional host, highly recommended "
United States
Brad
The price is HK$588
HK$1,035 total
includes taxes & fees
10 Sept - 11 Sept
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
Private kitchen

2. Elk Meadow Hideaway LLC Minutes away Worlds apart

Elk Meadow Hideaway LLC Minutes away Worlds apart
Myrtle Creek
The price is HK$1,137
HK$1,314 total
includes taxes & fees
19 Aug - 20 Aug
Elk Meadow Hideaway LLC Minutes away Worlds apart
Property grounds

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, (47 reviews)
"My visit was very nice and the home owners were very friendly and helpful. I will definitely keep this home in mind for future visits"
United States
Lawrence S.
The price is HK$1,388
HK$1,587 total
includes taxes & fees
27 Aug - 28 Aug
Charming, Private Cottage near I-5 and Golf Course.
Terrace/patio

4. Blissful Solitude Cottage

Blissful Solitude Cottage
Douglas County
10.0 out of 10, Exceptional, (8 reviews)
"Clean, beautiful property "
United States
Loyd H.
The price is HK$848
HK$1,523 total
includes taxes & fees
19 Aug - 20 Aug
Blissful Solitude Cottage
Property grounds

5. 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 HK$733
HK$1,484 total
includes taxes & fees
19 Aug - 20 Aug
Madrone Hideout-Artist Bus Retreat at Azalea Grove Getaway
Outdoor dining

6. Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Azalea
9.4 out of 10, Exceptional, (26 reviews)
"Wonderful and peaceful place to stay! Breakfast accommodations were above and beyond and such a pleasant surprise! Highly recommend this cute place!"
United States
Connie H.
The price is HK$1,561
HK$2,612 total
includes taxes & fees
24 Aug - 25 Aug
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Exterior detail

7. Downtown Stay at the Blue Tiny Twin

Downtown Stay at the Blue Tiny Twin
Roseburg
9.6 out of 10, Exceptional, (21 reviews)
"Just the right size and location for a wine country getaway weekend. Had everything we needed, and more. Will not hesitate to book again next trip, if it's available."
United States
John L.
The price is HK$706
HK$1,374 total
includes taxes & fees
19 Aug - 20 Aug
Downtown Stay at the Blue Tiny Twin
Exterior

8. Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (27 reviews)
"It was a perfect place for us to stay for a short trip to visit family with our two little dogs."
United States
Rochelle S.
The price is HK$635
HK$1,297 total
includes taxes & fees
19 Aug - 20 Aug
Downtown Stay at the Red Tiny Twin!
Property grounds

9. Starry Skies Campout

Starry Skies Campout
Douglas County
The price is HK$494
HK$661 total
includes taxes & fees
19 Aug - 20 Aug
Starry Skies Campout
Outdoor dining

10. 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, (25 reviews)
"Lovely place to stay, clean and welcoming! "
United States
Nicole B.
The price is HK$918
HK$1,091 total
includes taxes & fees
19 Aug - 20 Aug
Camp 505 - Little Cabin in the Woods Sunny Valley Oregon
Dining

11. The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (57 reviews)
"Good hosts & very nice home."
United States
Pamela M.
The price is HK$1,271
HK$3,039 total
includes taxes & fees
30 Aug - 31 Aug
The Watusi Place - A Modern Umpqua Valley Getaway
Terrace/patio

12. Orchard House, Orchard House Retreat

Orchard House, Orchard House Retreat
Douglas County
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic place to spend the holiday very serene very peaceful"
United States
Gin H.
The price is HK$865
HK$1,634 total
includes taxes & fees
19 Aug - 20 Aug
Orchard House, Orchard House Retreat
Interior

13. 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, (2 reviews)
"The ranch is very nice, exceeds expectations."
United States
Jon W.
The price is HK$1,334
HK$1,776 total
includes taxes & fees
1 Sept - 2 Sept
Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
Exterior

14. <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, (112 reviews)
"We really enjoyed our stay at April’s house. It was a comfortable house and we loved being so close to Stewart Park for our daily walks."
United States
Sara W.
The price is HK$941
HK$1,675 total
includes taxes & fees
15 Sept - 16 Sept
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Exterior

15. 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, (42 reviews)
"Nice place, great location."
United States
Gordon
The price is HK$981
HK$1,812 total
includes taxes & fees
19 Aug - 20 Aug
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Exterior

16. 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 HK$1,235
HK$1,780 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Historic Cabin Near Hiking
Exterior detail

17. 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, (30 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 HK$863
HK$1,572 total
includes taxes & fees
23 Aug - 24 Aug
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Terrace/patio

18. 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, (25 reviews)
"Beautiful property and incredible stay. Not only was the room clean, private and super comfortable, the hosts were amazing. They made my comfort a priority every day! Definitely would give it a 5 star rating, I will recommend it to family and friends."
United States
Betty W.
The price is HK$1,744
HK$2,185 total
includes taxes & fees
16 Sept - 17 Sept
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Miscellaneous

19. Serene Bell Tent with Forest Retreat Amenities Near Wolf Creek, Oregon

Serene Bell Tent with Forest Retreat Amenities Near Wolf Creek, Oregon
Wolf Creek
The price is HK$1,294
HK$1,485 total
includes taxes & fees
19 Aug - 20 Aug
Serene Bell Tent with Forest Retreat Amenities Near Wolf Creek, Oregon
Private kitchen

20. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is HK$2,226
HK$3,039 total
includes taxes & fees
21 Aug - 22 Aug
Bell Sister Flats
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Riddle Hotel Reviews

Riverfront Inn Roseburg

Riverfront Inn Roseburg

8/10 Good
"It was our second time to stay there. The first time, a year ago it seemed much nicer. The people that are employed there are very friendly and helpful, but the facility itself is old and worn out. Clean, but worn out! I would still stay there again, because it is cost-efficient for what you get."
Valton 3-night trip
Posted 14 hours ago
Riverfront Inn Roseburg

Find out more about Riddle

Search for holiday rentals in Riddle on Expedia! You can easily find your home rentals, villas, holiday apartments in Riddle using one of the methods below:

  • View our selection of featured holiday rentals in Riddle
  • Use the map to find apartments and other holiday homes in the Riddle neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Riddle while they last

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

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?

4 BEDROOM House across from River in Best Roseburg area!: This holiday home rental outside of Riddle is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Myrtle Creek City Hall.

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.