Title: Ashland Vacation Home Rentals from CA $268: 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 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Ashland Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/b1b3b300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/d9a4424f.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/71000000/70440000/70436800/70436753/24b557e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Dragon House Ashland 10/10 Exceptional (102) "This is our third year at the Red Dragon House and every year it gets better. Mick, Mindy, and Tobi are all excellent hosts and make us feel at home. The house is clean and comfortable. Perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert G. CA $245 CA $283 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ashland-Hotels-1.h70436753.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/0755e5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/a38b517e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/8ed4531c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/c2c18591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chateau Herb ~ Miranda Carriage House Apt Ashland 9.6/10 Exceptional (4) "Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine J. CA $225 CA $325 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ashland-Hotels-Garden-View-Apartment-In-Gated-Castle-Community.h105087645.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) ![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 | 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/fb57e1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barclay Klum House by WanderLodges Ashland 10/10 Exceptional (6) "Great ~ memorable stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $218 CA $425 total includes taxes & fees Nov 8 - Nov 9 [](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) ![Fridge, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/28e8b567.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) izak p. CA $203 CA $353 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ashland-Hotels-Cabin-4-At-Hyatt-Lake-Resort.h114276213.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) ![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) ![Flat-screen TV](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/841219ea.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica CA $510 CA $822 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Grandview-Of-Ashland.h111997707.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) ![Interior detail](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/f32a2b13.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 entrance](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/346ca51d.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!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre CA $226 CA $365 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-By-WanderLodges.h101734733.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/6d9cb9a7.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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kami C. CA $222 CA $547 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-House-A-Holiday-Retreat.h99433504.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) ![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) ![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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice A. CA $175 CA $499 total includes taxes & fees Nov 16 - Nov 17 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/bc5c88dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/w1437h952x0y0-9e38c646.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah D. CA $390 CA $500 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ashland-Hotels-Gorgeous-Lakeside-HOUSE-Indoor-SAUNA.h110271386.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) ![Smart TV](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/3177f7cf.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claire CA $182 CA $367 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-East-Main-Downtown-Bungalow.h68070529.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) ![TV](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905984/321ebdf9.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905984/efa3a4be.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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brent S. CA $211 CA $268 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Ashland-Hotels-NEW-Swank-HouseBoutique-Suites.h110905984.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) ![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) ![Interior](https://images.trvl-media.com/lodging/28000000/27830000/27825300/27825248/6c5efd5d.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 (63) "Beautiful quite cottage. Lovely area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) izabella f. CA $259 CA $463 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Ashland-Hotels-Quiet-And-Peaceful-Cottage-Close-To-Downtown.h27825248.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/b4e7f89a.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 (57) "We enjoyed the tiki-themed house!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene B. CA $245 CA $670 total includes taxes & fees Oct 29 - Oct 30 [](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) ![Dining](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/w1350h805x0y44-4dfbe0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/16663675.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan G. CA $660 CA $1,164 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Hot-Tub-Sauna-Firepit-Sleeps-6.h112294349.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) ![Interior](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/8298a0e3.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) ![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) ### Moody Ashland Escape: Luxe Suite, Copper Tub Historic Railroad District 10/10 Exceptional (2) "We really enjoyed our overnight stay. The place is centrally located, easy walking distance to downtown, and cozy. We loved the heated bathroom floors and the decor. Nice off street parking. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon W. CA $243 CA $307 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Ashland-Hotels-Moody-Ashland-Escape-Luxe-Suite.h110906003.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/84000000/83240000/83237700/83237635/5f089d3a.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/c23c556a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Indulgent Retreat: 3 King Suites, Pool & Hot Tub Ashland 10/10 Exceptional (25) "We love visiting Ashland on an annual basis, especially at Thanksgiving!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana B. CA $280 CA $795 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.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) ![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) ![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](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/80fc72a7.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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce CA $407 CA $699 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ashland-Hotels-The-Mountain-Ave-House-By-WanderLodges.h93544895.Hotel-Information) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/62751bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/3d597645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/67d88e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/7ca45780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Luxury: 4 King suites, pool & hot tub Ashland 9.8/10 Exceptional (9) "Good place for a group " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynne H. CA $350 CA $971 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Ashland-Hotels-Luxury-Stay-4BR-W-Pool.h91334574.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) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/d68aa5e5.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) ![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) "The house amazing! It is an oasis in the middle of downtown Ashland. Every amenity was provided and it felt luxurious yet totally comfortable. It was too hot when we were there to enjoy the outdoor patio and garden but they were beautiful as well. My only complaint was that we couldn’t stay longer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison S. CA $260 CA $499 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-Full-Kitchen-Steps-To-Downtown.h101762787.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/0737f869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/7f3dd2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/0cb57bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/e4b4619a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artsy Downtown Historical House: Steps to Shakespeare Historic Railroad District 9.0/10 Wonderful (2) "I've been visiting Ashland for 15 years, and The Matriarch (also known as the Swank House) is by far the best location I've ever stayed in. It's beautifully classy, incredibly comfortable, and perfectly situated—just a short walk to everything I love: the Cabaret, Lithia Park, restaurants, and shopping. I especially appreciated being able to drop off purchases or refrigerate leftovers in between outings—so convenient!The communication was seamless: clear, accommodating, and never intrusive. The... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen B. CA $422 CA $761 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ashland-Hotels-The-Matriarch-Heritage-House-Downtown-Ashland.h96162229.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=2025-11-08&endDate=2025-11-09®ionId=6290&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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 ![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 "The room was large and clean and air conditioner. Well. Breakfast with some healthy options. The classes is close to downtown. It was very safe." [](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.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 "Beautiful balcony view. The hot tub and fireplace were in great working order. The room was very spacious , with a separate kitchen/living area and bedroom. They provided everything we needed for a quiet romantic getaway." [](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Best Western Windsor Inn](//images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg) ### Best Western Windsor Inn 10/10 Excellent "We really appreciated the free EV charger. It was a faster slow charger. " [](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 "Great stay! The hotel was very clean and pretty quiet considering there were quite a few guests there. Rooms were nice and big, great amenities and convenient location." [](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 "Very pet friendly. Room had dog bed and food dishes in it. Large room with coffee pot, microwave and small refrigerator. Very nice." [](https://expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![Stratford Inn](//images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "Very nice place. " [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.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 "Great location. Accommodated our late check in coming from out of town! " [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Lithia Springs Resort](//images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg) ### Lithia Springs Resort 10/10 Excellent "Did not have time for breakfast, sorry they are no longer serving the delicious homemade scones in the afternoon." [](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.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 "Great location and nice room" [](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ## Find out more about Ashland ## Ashland Vacation Homes information | Number of reviews | 508 | | --- | --- | | Accommodation | 253 Vacation Homes | | Lowest Price | CA $268 | | Highest Price | CA $1,164 | ## 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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[Flights from Talent](https://www.expedia.ca/lp/flights/6347896/flights-from-talent) - [Flights from Eureka (ACV) to Ashland (AHM)](https://www.expedia.ca/lp/flights/acv/ahm/eureka-to-ashland) - [Flights from Amsterdam (AMS) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ams/ahm/amsterdam-to-ashland) - [Flights from Kota Kinabalu (BKI) to Ashland (AHM)](https://www.expedia.ca/lp/flights/bki/ahm/kota-kinabalu-to-ashland) - [Flights from Bangkok (BKK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/bkk/ahm/bangkok-to-ashland) - [Flights from Circle Hot Springs (CHP) to Ashland (AHM)](https://www.expedia.ca/lp/flights/chp/ahm/circle-hot-springs-to-ashland) - [Flights from Chiloquin (CHZ) to Ashland (AHM)](https://www.expedia.ca/lp/flights/chz/ahm/chiloquin-to-ashland) - [Flights from Charlotte (CLT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/clt/ahm/charlotte-to-ashland) - [Flights from Denver (DEN) to Ashland (AHM)](https://www.expedia.ca/lp/flights/den/ahm/denver-to-ashland) - 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[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 Vacation Homes in Ashland on Expedia.com](https://www.expedia.com/Ashland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation)