Title: Ashland Vacation Home Rentals from CA $269: Search Top Private Vacation Homes for Rent | 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) # Ashland 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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&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=VACATION_HOME&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=VACATION_HOME&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=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Ashland Vacation Homes ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/da2b7e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/35fe933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/8ac29521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/f1edadd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette. Ashland 10/10 Exceptional (30) "This place was perfect! Very clean, great decor, and the view was amazing. We loved beginning and ending our day on the porch, enjoying the peace and quiet. The owners were great and had a very quick response time. We would definitely stay there again. Thank you for such a wonderful place for a much-needed getaway!" CA $213 CA $373 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Ashland-Hotels-Siskiyou-Mountain-Place.h103028494.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/b1b3b300.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/71000000/70440000/70436800/70436753/c8c8296c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/0055afe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/24b557e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Dragon House Ashland 10/10 Exceptional (98) "We were looking for a nice quiet location close to the highway and this was perfect. It was very clean, the kitchen was beautiful and the welcome cookies were delicious. Thank you!" CA $245 CA $280 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ashland-Hotels-1.h70436753.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/w4096h2297x0y216-bffcc2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/3ecd1847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/fbf249ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, Mountain View | Living area](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/f3007092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandview of Ashland Ashland 10/10 Exceptional (1) "I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. " CA $430 CA $737 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Ashland-Hotels-Grandview-Of-Ashland.h111997707.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104790000/104788700/104788695/e620d270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104790000/104788700/104788695/d04dadde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104790000/104788700/104788695/1419a84b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104790000/104788700/104788695/39a5fc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chateau Herb ~ Juliet Carriage House Studio Ashland 10/10 Exceptional (2) "Very nice! " CA $187 CA $279 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Ashland-Hotels-Romantic-Charm-On-Chateau-Grounds-The-Juliet.h104788695.Hotel-Information) ![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/692adda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/8c1c39f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/04a800c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/b08d17d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barclay Klum House by WanderLodges Ashland 10/10 Exceptional (6) "Great ~ memorable stay. " CA $216 CA $423 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-North-By-WanderLodges.h99049787.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/96adbb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/ac27267f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/107a945e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/373709ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin #4 at Hyatt Lake Resort Jackson County 10/10 Exceptional (1) "Everybody here has been so nice. This has been an amazing experience we will be back. " CA $203 CA $351 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Ashland-Hotels-Cabin-4-At-Hyatt-Lake-Resort.h114276213.Hotel-Information) ![City Bungalow, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/2b0ab95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Bungalow, Garden Area | Living area](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/6833a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/f32a2b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/c78c1d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hanna's House by WanderLodges Historic Railroad District 10/10 Exceptional (2) "This is a true gem!!! " CA $226 CA $365 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-By-WanderLodges.h101734733.Hotel-Information) ![Microwave, dishwasher](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/652bd149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/d40bdebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/67cebb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/48e29a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Main Downtown Bungalow Historic Railroad District 9.2/10 Wonderful (39) "Great spot for those looking to visit for the Shakespeare festival - walking distance from everything! Really nice place to stay - felt super comfortable there. " CA $182 CA $367 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Medford-Hotels-East-Main-Downtown-Bungalow.h68070529.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/d19c3118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/cc8101d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/dda09c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/b8d94cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Ashland House - Walk to Plaza and OSF! Ashland 9.8/10 Exceptional (43) "Our stay at Helman House in Ashland was perfect. The house was lovely and comfortable, with enough space for everyone to sleep, eat, cook, play cards, and watch TV--when we were not out and about in Ashland! Will stay there again." CA $175 CA $500 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ashland-Hotels-Helman-House.h98255807.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/9fcfa0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/bc5c88dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/w1439h929x1y0-0e64d1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/w1433h932x7y0-86497849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Lakeside HOUSE + Indoor SAUNA! Ashland 9.0/10 Wonderful (4) "House was very clean and taken care of. A beautiful destination right across the street from lake access. Went down with a group and had an excellent stay!" CA $391 CA $500 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Ashland-Hotels-Gorgeous-Lakeside-HOUSE-Indoor-SAUNA.h110271386.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/bc596007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/f1e73356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/2aabbfe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/e378dfeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly Ashland 10/10 Exceptional (55) "We enjoyed the tiki-themed house!" CA $246 CA $671 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ashland-Hotels-Charming-Home.h90085208.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/w1350h753x0y73-f9ebfbb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/da40c70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/83b262db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/w1350h805x0y44-4dfbe0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot tub | Sauna |Firepit |Sleeps 6! Ashland 10/10 Exceptional (3) "Great home in a nice location with a wonderful view. Well-appointed and clean. " CA $564 CA $1,045 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Ashland-Hotels-Hot-Tub-Sauna-Firepit-Sleeps-6.h112294349.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/f541f4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/02f297da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/942bdef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/d2cab2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen Ashland 10/10 Exceptional (2) "This house was so lovely and convenient. It was nice to leave the truck parked in its spot and walk to shops and restaurants. The house itself was open and comfortable with plenty of room for the both of us. And of course that kitchen had everything we could have asked for." CA $222 CA $547 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-House-A-Holiday-Retreat.h99433504.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905984/8c157fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905984/2dc5d1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905984/1612a610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905984/321ebdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swank Boutique Suites | Double Shower Historic Railroad District 10/10 Exceptional (1) "Great stay. Very little traffic noise from E Main St. Comfortable room and unique double shower. A " CA $211 CA $269 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ashland-Hotels-NEW-Swank-HouseBoutique-Suites.h110905984.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/e944d277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/0f139312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/67f93932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/768a8f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moody Ashland Escape: Luxe Suite, Copper Tub Historic Railroad District 10/10 Exceptional (1) "Our room was clean and comfortable. Attention to detail. The light fixtures convinced of outlets. Wish we had time to take a bath in the relaxing looking tub. The bed and furniture were interesting and so comfortable.Parking and walkable to town. We loved the sweet personal note letting us know someone was there if we needed them. Wish we had more time to stay. Thank you!" CA $244 CA $308 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Ashland-Hotels-Moody-Ashland-Escape-Luxe-Suite.h110906003.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27830000/27825300/27825248/c90a3443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/28000000/27830000/27825300/27825248/fefc8f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27830000/27825300/27825248/8fcae0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27830000/27825300/27825248/a8bd44ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet and peaceful cottage close to downtown Siskiyou-Hargadine Historic District 9.8/10 Exceptional (62) "Beautiful quite cottage. Lovely area!" CA $259 CA $464 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Ashland-Hotels-Quiet-And-Peaceful-Cottage-Close-To-Downtown.h27825248.Hotel-Information) ![Grand House | Private kitchen](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/6b631177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/1e851504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/66ed4245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand House | Living area](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/437ea2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Ave House by WanderLodges Ashland 10/10 Exceptional (7) "Lovely space and very comfortable; walkable from downtown " CA $398 CA $689 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ashland-Hotels-The-Mountain-Ave-House-By-WanderLodges.h93544895.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/222cc2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/c23c556a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/62c1b93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/28bae3d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Indulgent Retreat: 3 King Suites, Pool & Hot Tub Ashland 10/10 Exceptional (24) "We love visiting Ashland on an annual basis, especially at Thanksgiving!" CA $339 CA $874 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/c10a9830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/30c826fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/96b74a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/09e9a0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hanna's House | 1 block to downtown! Historic Railroad District 10/10 Exceptional (170) "Hanna’s house was well located and a great place to rest up between plays. We enjoyed our stay and hope to return" CA $261 CA $500 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-Full-Kitchen-Steps-To-Downtown.h101762787.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/93a118e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/4aeed322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/4d576f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/ed267232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming house two blocks from downtown Ashland Historic Railroad District 9.6/10 Exceptional (8) "This cottage was our home away from home. An easy walk to downtown and OSF and a perfect spot to relax after a day of wine tasting. Comfortable, well-equipped, and pet-friendly." CA $335 CA $587 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Ashland-Hotels-Charming-House-Two-Blocks-From-Downtown-Ashland.h101093150.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=2025-10-25&endDate=2025-10-26®ionId=6290&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%2FAshland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Ashland Hotel Reviews ![Timbers INN and Suites](//images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086_y.jpg) ### Timbers INN and Suites 10/10 Excellent "Nicely updated property." [](https://expedia.ca/Medford-Hotels-Timbers-Motel.h915968.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 "Loved our visit there, staff was top notch" [](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Plaza Inn & Suites at Ashland Creek](//images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2_y.jpg) ### Plaza Inn & Suites at Ashland Creek 10/10 Excellent "With a great view of the garden, spacious room with couch and super soft bed, Tesla chargers, and a short walk to Lithia Park - this place is perfect for us! The free breakfast is pretty good too: bacon, scrambled eggs, yogurt, oranges/bananas and a waffle maker. Only a couple minor down sides: tiny bottles of shampoo etc rather than built in large bottles, plastic water glasses and a really narrow driveway down to the chargers. Nothing to change our minds, though. A great place to stay. " [](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Comfort Inn & Suites Ashland](//images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "PERFECT!!" [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![The Bard's Inn, BW Signature Collection by Best Western](//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. Great location. Friendly staff" [](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Lithia Springs Resort](//images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg) ### Lithia Springs Resort 10/10 Excellent "We enjoyed a quiet stay in one of the suites. The staff were friendly and helpful. The beds were very comfortable and everything was clean. We had fun walking around the grounds and seeing a group of wild turkeys wander past. " [](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.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 "Clean, quiet, nice pool area" [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Stratford Inn](//images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "Lovely and friendly staff, clean and confortable, convenient to downtown!" [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.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 "Very friendly staff." [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ## Find out more about Ashland ## Ashland Vacation Homes information | Number of reviews | 519 | | --- | --- | | Accommodation | 253 Vacation Homes | | Lowest Price | CA $269 | | Highest Price | CA $1,045 | ## 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) - [Historic Hotels in Historic Downtown District](https://www.expedia.ca/Historic-Downtown-District-Ashland-Hotels-Historic-Hotel.0-n553248635976471666-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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[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 Vacation Homes in Ashland on Expedia.com](https://www.expedia.com/Ashland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation)