Title: Ashland Guest Houses from CA $145 | 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) ![Down to the statue in the square this lovely Oregon town oozes Britain ](https://images.trvl-media.com/place/6290/09240cbc-5b06-44c8-b25b-ad69a2d7acb6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Shannon Willitts # Search Guest Houses in Ashland from CA $145 - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ashland guest houses ![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/117000000/116340000/116332500/116332461/0ad95d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116340000/116332500/116332461/83d8ac71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116340000/116332500/116332461/b7289c07.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. [](https://www.expedia.ca/Central-Point-Hotels-Sleek-Modern-ADU-Conveniently-Located-Near-I-5.h116332461.Hotel-Information) Central Point 10/10 Exceptional (2) "This was an absolutely wonderful place to stay. It’s was clean and inviting. Such attention to detail! Thoughtful little amenities added to the charm of the little house. Centrally located which made it easy to explore. We highly recommend this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rod B. CA $136 CA $234 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Central-Point-Hotels-Sleek-Modern-ADU-Conveniently-Located-Near-I-5.h116332461.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/113000000/112260000/112259000/112258942/779b8f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/113000000/112260000/112259000/112258942/8bea374c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112260000/112259000/112258942/ed693234.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) ### 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. [](https://www.expedia.ca/Central-Point-Hotels-Charming-2-Bedroom-Farmhouse-Just-Outside-Jacksonville.h112258942.Hotel-Information) Central Point 10/10 Exceptional (11) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $178 CA $554 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Central-Point-Hotels-Charming-2-Bedroom-Farmhouse-Just-Outside-Jacksonville.h112258942.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/40000000/39200000/39192200/39192112/5955c468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39200000/39192200/39192112/a10084cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39200000/39192200/39192112/921766f8.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) ### Charleen's Cottage\~Couple Perfect!Great Location! A Gem! [](https://www.expedia.ca/Jacksonville-Hotels-Charleens-Cottage-Excellent-Location-Perfect-For-A-Couple.h39192112.Hotel-Information) Jacksonville 10/10 Exceptional (185) "Awesome hosts, lovely stay. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah CA $103 CA $145 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Jacksonville-Hotels-Charleens-Cottage-Excellent-Location-Perfect-For-A-Couple.h39192112.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) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114240000/114234600/114234552/81703e58.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 [](https://www.expedia.ca/Medford-Hotels-Near-Downtown-Kitchen-WasherDryer-Parking.h114234552.Hotel-Information) Medford CA $174 CA $359 total includes taxes & fees Jan 8 - Jan 9, 2026 [](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=2025-12-27&endDate=2025-12-28®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 ![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Was a great stay " [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Comfort Inn & Suites Ashland](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "Staff was excellent and very nice and room was clean and location is good Town is very cool 👍" [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "Great" [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "We had a great stay! Haven’t stayed here since 2001\. Happy to report that the Stratford is in great shape and the staff is still friendly, knowledgeable, and super helpful." [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Callahan's Mountain Lodge](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80_y.jpg) ### Callahan's Mountain Lodge 10/10 Excellent "This was an excellent experience!! This was my first time staying and my birthday and it was fantastic. The staff is no friendly and welcoming, the room clean, spacious and beautiful. The view is outstanding, morning breakfast buffet was a terrific start to the day.nawith great tasting foos " [](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Holiday Inn Express & Suites Ashland by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/2a6193b5_y.jpg) ### Holiday Inn Express & Suites Ashland by IHG 10/10 Excellent "Very nice property with nice decor. Room much nicer than competitors I’ve stayed with . Extremely clean, super staff. Will stay here again!" [](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg) ### Ashland Springs Hotel 10/10 Excellent "We enjoyed our visit immensely. The room isn’t designed for someone who wants to work from their room, but it was perfect for a vacation. The room was beautiful, the service was great, the restaurant was delicious. We were blocks from the Shakespeare festival and steps from several great restaurants and amazing shops. " [](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Timbers INN and Suites](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086_y.jpg) ### Timbers INN and Suites 10/10 Excellent "clean comfortable room, recently updated. owner/manager very responsive to questions about mattress suitability for my needs." [](https://expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![The Bard's Inn, BW Signature Collection by Best Western](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6_y.jpg) ### The Bard's Inn, BW Signature Collection by Best Western 10/10 Excellent "Clean room and friendly staff!" [](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ## Find out more about Ashland ## Ashland Guest Houses information | Number of reviews | 195 | | ----------------- | --------------- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $145 | | Highest Price | CA $554 | ## Frequently asked questions ### What are the most popular guest houses in Ashland according to reviews? ### What is the nightly rate for a guest house in Ashland? ### What's the difference between a Ashland guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Allen Elizabethan Theatre ](https://www.expedia.ca/Allen-Elizabethan-Theatre-Hotels.0-l6078449-0.Travel-Guide-Filter-Hotels) - [Hotels near Emigrant Lake ](https://www.expedia.ca/Emigrant-Lake-Hotels.0-l553248621558078461-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Historic Downtown District ](https://www.expedia.ca/Historic-Downtown-District-Ashland-Hotels-Beach-Hotel.0-n553248635976471666-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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