Title: Riddle Vacation Home Rentals from CA $244: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Riddle](https://expedia.ca/Riddle-Hotels.d553248634983104421.Travel-Guide-Hotels)[Vacation Rentals in Riddle](https://expedia.ca/Riddle-Vacation-Rentals.d553248634983104421.Travel-Guide-VacationRentals)[Riddle Car Rentals](https://expedia.ca/Car-Rentals-In-Riddle.d553248634983104421.Car-Rental-Guide)[Riddle Vacation Packages](https://expedia.ca/Riddle.d553248634983104421.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Riddle Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248634983104421&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634983104421&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634983104421&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634983104421&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Riddle Vacation Homes ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42980000/42977900/42977823/e6deffb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42980000/42977900/42977823/67840d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42980000/42977900/42977823/2239cd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42980000/42977900/42977823/b0dce006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury, Full Service Bed and Breakfast - you are the only guest in our home! Roseburg 10/10 Exceptional (23) "My parents stayed here for our son's graduation. They were very impressed with the hosts and warm welcome they received" CA $199 CA $248 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Roseburg-Hotels-Vrbo-Property.h42977823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72550000/72546100/72546035/2bb7141b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72550000/72546100/72546035/135b3d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72550000/72546100/72546035/45a3e716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/73000000/72550000/72546100/72546035/b886b53c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Urban Boho Charmer with Private Backyard, BBQ & Hammock Roseburg 9.6/10 Exceptional (34) "Nice place, great location." CA $161 CA $302 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Roseburg-Hotels-Urban-Boho-Charmer.h72546035.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429079/dcf1e34d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429079/975d4fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429079/b330f5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429079/abbb136b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blissful Solitude Cottage Douglas County 10/10 Exceptional (3) "My trip actually got canceled last minute, but the communication with the host was absolutely amazing and I will absolutely rebook as soon as possible" CA $150 CA $268 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Blissful-Solitude-Cottage.h114429079.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630896/5de43753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630896/11d76b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630896/083e57b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630896/216da08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun Roseburg 9.8/10 Exceptional (34) "This place is great. We have stayed multiple times. Will continue to come back here when in the area. " CA $161 CA $405 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Roseburg-Hotels-Modern-Westside-3BR-Bungalow-W-Private-Backyard.h83630896.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/94000000/93830000/93828700/93828604/30c008a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93830000/93828700/93828604/w2911h2064x21y0-29038531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93830000/93828700/93828604/ce8061b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93830000/93828700/93828604/0276f996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins Roseburg 9.4/10 Exceptional (19) "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." CA $125 CA $244 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Roseburg-Hotels-Blue-Downtown-Stay-Eco-Pet-Friendly-Tiny-Twins.h93828604.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/62000000/61100000/61090500/61090454/de23606b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61100000/61090500/61090454/8dc453f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/62000000/61100000/61090500/61090454/7428516e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61100000/61090500/61090454/51ac1235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ###
~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath Roseburg 9.8/10 Exceptional (88) "It was wonderful to go back in time, furniture, turn table all brought back delightful memories of my childhood. Thanks for sharing your place with us. " CA $175 CA $305 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseburg-Hotels-BrKeasington-House.h61090454.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429077/e6c40ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429077/d72091c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429077/f14017a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114430000/114429100/114429077/a93cff01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orchard House, Orchard House Retreat Douglas County CA $143 CA $271 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orchard-House.h114429077.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95850500/95850401/w1438h1064x0y0-fa6b75fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95850500/95850401/41bc19f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95850500/95850401/81d5f77c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95850500/95850401/3de602e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Tiny Twins, Downtown Eco & Pet Friendly Stay Roseburg 9.8/10 Exceptional (18) "Enjoyed the accommodations. just as advertised would stay again." CA $125 CA $244 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Roseburg-Hotels-Red-Tiny-Twins.h95850401.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/f90085c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/49b7d1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/c22e265c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/f14d49b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Watusi Place - A Modern Umpqua Valley Getaway Winston 10/10 Exceptional (46) "This house is great for a family trip to the Wildlife Safari! The location is perfect and the property is suited to accommodate all ages with plenty of room to spread out. Family games, a place to grill, large kitchen and attention to detail from the cleaning team. " CA $259 CA $582 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Winston-Hotels-The-Watusi-Place-A-Modern-Umpqua-Valley-Getaway.h78301309.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70500000/70497600/70497599/58892f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70500000/70497600/70497599/ae9f8496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70500000/70497600/70497599/9918d099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70500000/70497600/70497599/7a2b74ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital Roseburg 9.6/10 Exceptional (49) "Bill's house was comfortable, and the house and property were consistent with the listing. The house and furnishings worked well for my family for our one-night stay." CA $210 CA $324 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Roseburg-Hotels-Adorable-2-Bedroom-1-Bath-House-Pet-Friendly-Nearby-Shopping-And-Hospital.h70497599.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121050000/121040800/121040727/b92ae6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121050000/121040800/121040727/c03d1014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121050000/121040800/121040727/6a6a03cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121050000/121040800/121040727/40bba8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private bungalow with AC in charming Roseburg Roseburg CA $424 CA $493 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Roseburg-Hotels-Private-Bungalow-With-AC-In-Charming-Roseburg.h121040727.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=553248634983104421&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRiddle-Private-Vacation-Homes.d553248634983104421-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRiddle-Private-Vacation-Homes.d553248634983104421-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Riddle Hotel Reviews ![Hampton Inn & Suites Roseburg](//images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c_y.jpg) ### Hampton Inn & Suites Roseburg 10/10 Excellent "The friendliest staff I’ve ever had a pleasure to stay with at any hotel. It was quiet, right off the freeway and comfortable. Breakfast was great as well. " [](https://expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) ![Howard Johnson by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/10000/6800/6739/6746169e_y.jpg) ### Howard Johnson by Wyndham Roseburg 10/10 Excellent "very nice room " [](https://expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information) ![Riverfront Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 10/10 Excellent "Great staff, great area for pets" [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Holiday Inn Express Roseburg by IHG](//images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg) ### Holiday Inn Express Roseburg by IHG 10/10 Excellent "I had a very good experience staying at this hotel everything was clean comfortable and the staff was great. " [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Travelodge by Wyndham Canyonville](//images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/7b19a871_y.jpg) ### Travelodge by Wyndham Canyonville 10/10 Excellent "Clean room. The hotel isn't within easy walking distance of any restaurants, but freeway access is very easy." [](https://expedia.ca/Canyonville-Hotels-Canyonville-Inn.h84099548.Hotel-Information) ![Wolf Creek Inn & Tavern](//images.trvl-media.com/lodging/31000000/30410000/30406600/30406572/b18cfdd9_y.jpg) ### Wolf Creek Inn & Tavern 10/10 Excellent "We had an excellent breakfast!! The staff was friendly. Our food was ready very quickly." [](https://expedia.ca/Wolf-Creek-Hotels-Wolf-Creek-Inn-Tavern.h30406572.Hotel-Information) ![Quality Inn Central Roseburg](//images.trvl-media.com/lodging/1000000/670000/663100/663067/f699f1d4_y.jpg) ### Quality Inn Central Roseburg 10/10 Excellent "Friendly staff." [](https://expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ![Comfort Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "They were great people " [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Best Western Garden Villa Inn](//images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb_y.jpg) ### Best Western Garden Villa Inn 10/10 Excellent "The room was clean and comfortable. Good value " [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ## Find out more about Riddle ## Riddle Vacation Homes information | Number of reviews | 309 | | --- | --- | | Accommodation | 27 Vacation Homes | | Lowest Price | CA $244 | | Highest Price | CA $582 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Glendale](https://www.expedia.ca/3Star-Glendale-Hotels.s30-0-d553248634983148396.Travel-Guide-Filter-Hotels) - [Apartments in Azalea](https://www.expedia.ca/Azalea-Apartments.d553248635975869439-aaApartments.Travel-Guide-Accommodation) - [Resorts in Azalea](https://www.expedia.ca/Azalea-Resort-Hotels.d553248635975869439-aaResortHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Canyonville](https://www.expedia.ca/Canyonville-Cabins.d183835-aaCabins.Travel-Guide-Accommodation) - [Condo Rentals in Canyonville](https://www.expedia.ca/Canyonville-Condos.d183835-aaCondos.Travel-Guide-Accommodation) - 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