Title: Ashland Guest Houses from CA $146 | Expedia.ca [Ashland Travel Guide](https://expedia.ca/Ashland.dx6290)[Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6290.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.ca/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d6290.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/2827c471dbf315bcf8c417169ecc676c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Ashland from CA $146 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Ashland Guest Houses ![Dining](https://images.trvl-media.com/lodging/113000000/112260000/112259000/112258942/ed693234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/113000000/112260000/112259000/112258942/392dea61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/113000000/112260000/112259000/112258942/0be64c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112260000/112259000/112258942/779b8f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Wine Country Carriage House – 2BR/2BA near Jacksonville Peaceful retreat in the heart of Southern Oregon wine country. Private, comfy, and perfect for couples or friends. Close to wineries, trails & historic Jacksonville. Central Point 10/10 Exceptional (10) "What a spacious lovely cottage. We enjoyed all the natural beauty surrounding the property and the serenity of the gazebo and waterfalls in the back yard. Each room was impeccably decorated along with appreciated comfort. We hope to return at some point to experience more of the gorgeous area. " CA $182 CA $562 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Central-Point-Hotels-Charming-2-Bedroom-Farmhouse-Just-Outside-Jacksonville.h112258942.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39200000/39192200/39192112/933addb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/40000000/39200000/39192200/39192112/f95de048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39200000/39192200/39192112/9bcd7921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39200000/39192200/39192112/3e96b3b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charleen's Cottage~Couple Perfect!Great Location! A Gem! Jacksonville 9.8/10 Exceptional (173) "Awesome hosts, lovely stay. Would stay again!" CA $105 CA $146 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Jacksonville-Hotels-Charleens-Cottage-Excellent-Location-Perfect-For-A-Couple.h39192112.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116340000/116332500/116332461/b7289c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116340000/116332500/116332461/6a4f22e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116340000/116332500/116332461/2c3fe12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116340000/116332500/116332461/27cdaba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 1 BR Guest House in Central Point, OR. Your ideal Southern Oregon stopover! Features AC, full kitchen, W/D, and dedicated workspace. Quick and convenient access to I-5 and local attractions. Central Point CA $137 CA $227 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Central-Point-Hotels-Sleek-Modern-ADU-Conveniently-Located-Near-I-5.h116332461.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78560000/78550200/78550136/f2f96435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78560000/78550200/78550136/4939b2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78560000/78550200/78550136/736d80c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78560000/78550200/78550136/6cca366d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Downtown- Kitchen-Washer/Dryer-Parking Medford 9.6/10 Exceptional (15) "The house is secluded, lovely and well stocked. The managers were quick to answer questions and very helpful. I would definitely stay there again." CA $100 CA $216 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Medford-Hotels-Downstairs-Unit-Guest-House-Wd-Full-Kitchen.h78550136.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83280000/83271700/83271678/971e1d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83280000/83271700/83271678/4801fa99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83280000/83271700/83271678/d7ab25bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83280000/83271700/83271678/c414aed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Downtown Studio-Parking-SmartTV -Kitchenette Medford 10/10 Exceptional (2) "Nicely decorated, updated and comfortable. ." CA $115 CA $213 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Medford-Hotels-Near-Downtown-Studio-Parking-SmartTV-Kitchenette.h83271678.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114240000/114234600/114234552/b1669467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114240000/114234600/114234552/e71e42da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114240000/114234600/114234552/59b36037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114240000/114234600/114234552/dfd136f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Downtown- Kitchen-Washer/Dryer-Parking Medford CA $176 CA $378 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Medford-Hotels-Near-Downtown-Kitchen-WasherDryer-Parking.h114234552.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=2025-10-21&endDate=2025-10-22®ionId=6290&adults=2&lodging=GUEST_HOUSE&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%2FAshland-Guest-Houses.d6290-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Guest-Houses.d6290-aaGuestHouses.Travel-Guide-Accommodation) ## Top Ashland Hotel Reviews ![Best Western Windsor Inn](//images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg) ### Best Western Windsor Inn 10/10 Excellent "Staff were all so nice and helpful. " [](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Holiday Inn Express & Suites Ashland by IHG](//images.trvl-media.com/lodging/1000000/850000/845500/845432/2a6193b5_y.jpg) ### Holiday Inn Express & Suites Ashland by IHG 10/10 Excellent "We were in need of medical care and the staff was able to provide us with information on an urgent care clinic. Our room wasn’t ready when we checked in (early) but we were notified by text when we could check back in. We didn’t have breakfast there so can’t comment on that." [](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Timbers INN and Suites](//images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086_y.jpg) ### Timbers INN and Suites 10/10 Excellent "Clean convenient comfortable…half the price of “chain motels” and way nicer" [](https://expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![Ashland Springs Hotel](//images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg) ### Ashland Springs Hotel 10/10 Excellent "Lovely hotel!" [](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Cedarwood Inn of Ashland](//images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/37ac672b_y.jpg) ### Cedarwood Inn of Ashland 10/10 Excellent "Our one night stop in Ashland was very pleasant. This facility has had a recent remodel. The breakfast was not the biggest selection, but had the basics. They even have a steam room and sauna. Having traveled with seniors before, I noticed that there were a few uneven transitions along the paths, so this place may not be the best for those with mobility issues. Other than that, this will be our first choice when staying in Ashland. " [](https://expedia.ca/Medford-Hotels-Cedarwood-Inn-Of-Ashland.h2041971.Hotel-Information) ![Flagship Inn of Ashland](//images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Excellent, especially for the price. The bed was super comfy, and the room was well-appointed and nicely decorated. We will return and tell our friends about Flagship." [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Callahan's Mountain Lodge](//images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80_y.jpg) ### Callahan's Mountain Lodge 10/10 Excellent "# Outstanding Experience at Callahan's Lodge - A True Gem in Ashland! ⭐⭐⭐⭐⭐ \*\*5/5 Stars\*\* What an absolutely incredible stay at Callahan's Lodge! From the moment we arrived, the exceptional service and warm hospitality made this trip unforgettable. The hotel staff truly went above and beyond - Sherry, Troy, and Jack were absolutely fantastic throughout our entire stay. Their attention to detail, friendly demeanor, and genuine care for guests created such a welcoming atmosphere. You can tell they really take pride in what they do. The restaurant experience was equally outstanding, thanks to Tim who provided exceptional service. The combination of delicious food and Tim's professional yet personable approach made every meal a highlight of our visit. The room itself was absolutely perfect - featuring a cozy fireplace that created such a romantic and relaxing ambiance, and a luxurious jacuzzi tub that was perfect for unwinding after exploring Ashland. The private patio/balcony was an incredible bonus, offering a peaceful retreat where we could enjoy our morning coffee and evening conversations in complete privacy. As dog owners, we were thrilled to discover how genuinely dog-friendly this establishment is. It's wonderful to find a place that not only welcomes our four-legged family members but makes them feel truly welcome too. Callahan's Lodge has earned our loyalty - we absolutely cannot wait to return and make this our regular getaway spot for many years to come." [](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Ashland Hills Hotel & Suites](//images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "Great clean spacious rooms with a cool retro vibe" [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Stratford Inn](//images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "It’s a great spot with very firm beds. Very. Nice to have a fridge microwave and breakfast with a gluten free bagel! Great also to have a hot tub- pet friendly-35.00 fee though. Close to restaurants and across the street from Safeway. Just wish I had some memory foam for my old bones… Halloween decorations were also impressive!" [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ## Find out more about Ashland ## Ashland Guest Houses information | Number of reviews | 182 | | --- | --- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $146 | | Highest Price | CA $562 | ## Frequently asked questions ### What are the most popular guest houses in Ashland according to reviews? > [Carlisle Garden Suites](https://www.expedia.ca/Medford-Hotels-Carlisle-Garden-Suites.h29440775.Hotel-Information) is a great choice for travellers seeking a delightful stay in Ashland, boasting an excellent 8.0 rating. This guest house is designed with relaxation in mind, featuring inviting balconies and patios where guests can unwind and soak up the beautiful surroundings. For those who appreciate a touch of luxury, the private hot tub and deep soaking bathtubs offer the superb escape after a day of exploring the area. Each suite comes equipped with a kitchenette, making it easy to prepare meals and enjoy the comforts of home. ### What is the nightly rate for a guest house in Ashland? > Rates for Ashland guest houses vary, but travelers can find great-value prices from CA $146 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Ashland guest houses tend to be higher. Remember to also use our filters to sort prices from low to high. ### What's the difference between a Ashland guest house and a B&B? > A guest house in Ashland is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. 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[Hotels near Southern Oregon University](https://www.expedia.ca/Southern-Oregon-University-Hotels.0-l6188400-0.Travel-Guide-Filter-Hotels) - [Hotels near Sumner Parker Field](https://www.expedia.ca/Sumner-Parker-Field-Airport-Hotels.0-aAHM-0.Travel-Guide-Filter-Hotels) - [Farmstay in Talent](https://www.expedia.ca/Talent-Agritourism.d6347896-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Talent](https://www.expedia.ca/Talent-Guest-Houses.d6347896-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in Talent](https://www.expedia.ca/Talent-Hotels-Adults-Only-Resorts.0-0-d6347896-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Talent](https://www.expedia.ca/Talent-Hotels-Cheap-Hotels.0-0-d6347896-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Talent](https://www.expedia.ca/Talent-Hotels-Couples-Resorts-Hotels.0-0-d6347896-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Talent](https://www.expedia.ca/Talent-Hotels-Hotels-With-Balconies.0-0-d6347896-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - 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[Flights from Kuwait City (KWI) to Ashland (AHM)](https://www.expedia.ca/lp/flights/kwi/ahm/kuwait-city-to-ashland) - [Flights from Medford (MFR) to Ashland (AHM)](https://www.expedia.ca/lp/flights/mfr/ahm/medford-to-ashland) - [Flights from Minneapolis (MSP) to Ashland (AHM)](https://www.expedia.ca/lp/flights/msp/ahm/minneapolis-to-ashland) - [Flights from Oakland (OAK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/oak/ahm/oakland-to-ashland) - [Flights from Ontario (ONT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ont/ahm/ontario-to-ashland) - [Flights from Portland (PDX) to Ashland (AHM)](https://www.expedia.ca/lp/flights/pdx/ahm/portland-to-ashland) - [Flights from San Diego (SAN) to Ashland (AHM)](https://www.expedia.ca/lp/flights/san/ahm/san-diego-to-ashland) - [Flights from San Antonio (SAT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sat/ahm/san-antonio-to-ashland) - [Flights from Seattle (SEA) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sea/ahm/seattle-to-ashland) - [Flights from San Francisco (SFO) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sfo/ahm/san-francisco-to-ashland) - [Flights from San José (SJO) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sjo/ahm/san-jose-to-ashland) - [Flights from Sacramento (SMF) to Ashland (AHM)](https://www.expedia.ca/lp/flights/smf/ahm/sacramento-to-ashland) - [Flights from Sydney (SYD) to Ashland (AHM)](https://www.expedia.ca/lp/flights/syd/ahm/sydney-to-ashland) - [Flights from Edmonton (YEG) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yeg/ahm/edmonton-to-ashland) - [Flights from Regina (YQR) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yqr/ahm/regina-to-ashland) - [Flights from Winnipeg (YWG) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ywg/ahm/winnipeg-to-ashland) - [Flights from Toronto (YYZ) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yyz/ahm/toronto-to-ashland) - [Visit Skidmore Academy Historic District](https://www.expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103) - [Thomas Theatre](https://www.expedia.ca/Thomas-Theatre-Historic-Downtown-District.d6078459.Vacation-Attraction) - [Car rental Talent](https://www.expedia.ca/Car-Rentals-In-Talent.d6347896.Car-Rental-Guide) - [Book Guest Houses in Ashland on Expedia.com](https://www.expedia.com/Ashland-Guest-Houses.d6290-aaGuestHouses.Travel-Guide-Accommodation)