Title: Ashland Guest Houses from CA $184 | Expedia.ca [Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d3000422181.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d3000422181.Travel-Guide-VacationRentals)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d3000422181.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d3000422181.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Ashland from CA $184 - ![](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=3000422181&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=3000422181&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=3000422181&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=3000422181&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 ![Front of property](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/47efddcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Turquoise Room | Bathroom](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/ff655f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Emory Room](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/w631h650x0y0-45b42165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (The Vly Room)](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/860ca395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shadowcrest [](https://www.expedia.ca/Kingston-Hotels-Shadowcrest.h33243900.Hotel-Information) Fleischmanns 9.8/10 Exceptional (264) "Shadowcrest is a gem and instantly felt like a home away from home. The bed was incredibly comfortable, the shower was amazing, and Brendan is extremely charming, informative and hospitable. Will absolutely be staying again and again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $168 CA $184 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Kingston-Hotels-Shadowcrest.h33243900.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/18fc7be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/9d797d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/cca44ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/f53d0f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beds on Clouds [](https://www.expedia.ca/Kingston-Hotels-Beds-On-Clouds.h3821667.Hotel-Information) Windham 7.4/10 Good (68) "Great spot for a weekend getaway" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bertrand CA $260 CA $281 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kingston-Hotels-Beds-On-Clouds.h3821667.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=2025-12-25&endDate=2025-12-26®ionId=3000422181&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.d3000422181-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Guest-Houses.d3000422181-aaGuestHouses.Travel-Guide-Accommodation) ## Top Ashland Hotel Reviews ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Cute lodge near Hunter Mountain. Totally recommend!" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "Staff helpful and friendly." [](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "Beautiful resort. " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Shadowcrest](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/ff872bb8_y.jpg) ### Shadowcrest 10/10 Excellent "Shadowcrest is a gem and instantly felt like a home away from home. The bed was incredibly comfortable, the shower was amazing, and Brendan is extremely charming, informative and hospitable. Will absolutely be staying again and again!" [](https://expedia.ca/Kingston-Hotels-Shadowcrest.h33243900.Hotel-Information) ![The Haüs Windham](https://images.trvl-media.com/lodging/92000000/91140000/91133200/91133132/4ed9e2e4_y.jpg) ### The Haüs Windham 10/10 Excellent "Clean and excellent space. We love it." [](https://expedia.ca/Windham-Hotels-The-Haus-Windham.h91133132.Hotel-Information) ![SunView Motel](https://images.trvl-media.com/lodging/5000000/4040000/4032900/4032880/7d6be0c0_y.jpg) ### SunView Motel 10/10 Excellent "No frills. Nice room. " [](https://expedia.ca/Kingston-Hotels-SunView-Motel.h4032880.Hotel-Information) ![Catskill Seasons Inn](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/9f9d136f_y.jpg) ### Catskill Seasons Inn 10/10 Excellent "Clean room " [](https://expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "It's an amazing place - lovely rooms, friendly staff, delicious breakfast, and great vibes. They take care of every detail and give you the best experience possible. It's perfect for a weekend getaway!" [](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Great place for local skiing. Very little local wifi coverage so make sure you have all your check-in details in advance. Nice spot." [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ## Find out more about Ashland ## Ashland Guest Houses information | Number of reviews | 331 | | ----------------- | -------------- | | Accommodation | 7 Guest Houses | | Lowest Price | CA $184 | | Highest Price | CA $281 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Hensonville ](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [5 Star Hotels in West Kill ](https://www.expedia.ca/5Star-West-Kill-Hotels.s50-0-d3000450082.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Gilboa ](https://www.expedia.ca/Gilboa-Hotels-Cheap-Hotels.0-0-d183675-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Gilboa ](https://www.expedia.ca/Gilboa-Hotels-Luxury-Hotel.0-0-d183675-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Gilboa ](https://www.expedia.ca/Gilboa-Hotels-Romantic-Hotel.0-0-d183675-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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