Title: Ashland Cottages from CA $212 | 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) ![APB2G7 Shops and restaurants on Lithia Plaza at junction with Main Street in Ashland Oregon](https://images.trvl-media.com/place/6290/b205cc7b-4899-4c00-bc7b-b6c200d21d53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6290/b205cc7b-4899-4c00-bc7b-b6c200d21d53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ashland cottages ![Exterior](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/w807h945x138y0-a67374b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/222015f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/47b7596d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/a793e82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming well appointed Cottage in Ashland ( 800 + sq. ft. ) [](https://www.expedia.ca/Ashland-Hotels-Charming-Well-Appointed-Cottage-In-Ashland.h41178064.Hotel-Information) Ashland 10/10 Exceptional (18 reviews) "Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg M. CA $157 CA $299 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Ashland-Hotels-Charming-Well-Appointed-Cottage-In-Ashland.h41178064.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/fc87b003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/51cf344f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/0b2c5fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/8f7ff25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ashland Cottage, walk to town [](https://www.expedia.ca/Medford-Hotels-The-Ashland-Cottage.h18973754.Hotel-Information) Siskiyou-Hargadine Historic District 10/10 Exceptional (214 reviews) "Perfect Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $228 CA $394 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Medford-Hotels-The-Ashland-Cottage.h18973754.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/3a341485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/70272787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/c7801aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/66eaf0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delightful 2\~bedroom, pet\~friendly cottage\~Walking distance to everything! [](https://www.expedia.ca/Ashland-Hotels-Delightful-2bedroom.h119531931.Hotel-Information) Historic Railroad District 10/10 Exceptional (5 reviews) "Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista M. CA $298 CA $509 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Ashland-Hotels-Delightful-2bedroom.h119531931.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/bc7ef352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/e93af842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/9f9e3e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/bf635687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtside Cottage - WalkScore 93 - Dog Friendly [](https://www.expedia.ca/Ashland-Hotels-Courtside-Cottage-WalkScore-93-Dog-Friendly.h90704994.Hotel-Information) Historic Railroad District 10/10 Exceptional (62 reviews) "Great place to stay very quaint very clean. Host is very gracious and communicated perfectly before the trip. Definitely would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lantz B. CA $131 CA $295 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Ashland-Hotels-Courtside-Cottage-WalkScore-93-Dog-Friendly.h90704994.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/22ec1498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/ddefdff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/696d0207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/00b0cdb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming carriage house in Ashland near downtown [](https://www.expedia.ca/Ashland-Hotels-Charming-Carriage-House-In-Ashland-Near-Downtown.h112015563.Hotel-Information) Skidmore Academy Historic District 9.8/10 Exceptional (9 reviews) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. CA $141 CA $282 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Ashland-Hotels-Charming-Carriage-House-In-Ashland-Near-Downtown.h112015563.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/771ef6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/8a4f76da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/d72b7e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/b6b631fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Amore Ashland\~Pet-Friendly\~Walkable to the Plaza, OSF, Restaurants & More [](https://www.expedia.ca/Ashland-Hotels-Casa-Amore-AshlandPet-FriendlyWalkable-To-The-Plaza.h105077414.Hotel-Information) Historic Railroad District 9.6/10 Exceptional (19 reviews) "Close to everything; dog had plenty of room. Our go-to in Ashland; looking forward to staying again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David A. CA $297 CA $508 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Ashland-Hotels-Casa-Amore-AshlandPet-FriendlyWalkable-To-The-Plaza.h105077414.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/4f1226e4.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/121000000/120880000/120874000/120873982/f8bca03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/0f29f5dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/e48a3fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Railroad District, steps to downtown, everything you need to enjoy Ashland! [](https://www.expedia.ca/Ashland-Hotels-Railroad-District.h120873982.Hotel-Information) Historic Railroad District CA $368 CA $770 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Ashland-Hotels-Railroad-District.h120873982.Hotel-Information) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/1361dbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/268ed51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/615a4268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/78bc2781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On-site Winery & Tasting Room: Oregon Bungalow! [](https://www.expedia.ca/Central-Point-Hotels-Cozy-Central-Point-Bungalow-On-Working-Winery.h99956359.Hotel-Information) Central Point 8.4/10 Very good (5 reviews) "Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $117 CA $259 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Central-Point-Hotels-Cozy-Central-Point-Bungalow-On-Working-Winery.h99956359.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/76831252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dream Cottage 1](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/f2b7ecf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dream Cottage 1 | Living area](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/6d369eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Glamp Cottage Trailer | Living area](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/e5ae938e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paschal Winery [](https://www.expedia.ca/Talent-Hotels-Paschal-Winery.h104007590.Hotel-Information) Talent 9.6/10 Exceptional (15 reviews) "Great space and beautiful views. 10/10 experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cody CA $147 CA $279 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Talent-Hotels-Paschal-Winery.h104007590.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/808093b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/3d87739e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/3e7f7c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/47afdc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub [](https://www.expedia.ca/Central-Point-Hotels-Pet-Friendly.h23777789.Hotel-Information) Central Point 9.8/10 Exceptional (105 reviews) "The stay was private and great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bradley s. CA $107 CA $212 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Central-Point-Hotels-Pet-Friendly.h23777789.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/48d62ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/60ef4db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/a1aca6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/bc61c07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HOLLY HOUSE \~ Organic, Dog-friendly Garden Cottage [](https://www.expedia.ca/Medford-Hotels-HOLLY-HOUSE-Organic.h99666536.Hotel-Information) City Center Medford 9.4/10 Exceptional (23 reviews) "Great property everything we needed close to town perfect stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chuck F. CA $158 CA $324 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Medford-Hotels-HOLLY-HOUSE-Organic.h99666536.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/9c84c60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/1229e4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/d3e0034b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/87e4a99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville [](https://www.expedia.ca/Central-Point-Hotels-Peaceful-Countryside-Stay-With-Scenic-Views-5-Minutes-To-Jacksonville.h119321247.Hotel-Information) Central Point 10/10 Exceptional (4 reviews) "Booking and check-in were very smooth. The property is as advertised and more! Peaceful, beautiful, comfortable and convenient to Jacksonville and nearby areas. Will look forward to staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth P. CA $157 CA $259 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Central-Point-Hotels-Peaceful-Countryside-Stay-With-Scenic-Views-5-Minutes-To-Jacksonville.h119321247.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120350000/120348200/120348156/7c631f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/121000000/120350000/120348200/120348156/6f1dfe8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120350000/120348200/120348156/0a6503bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/121000000/120350000/120348200/120348156/d06bbf63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Studio | Private Cottage Near Downtown [](https://www.expedia.ca/Medford-Hotels-Rosewood-Studio-By-WanderLodges.h120348156.Hotel-Information) Medford 8.0/10 Very good (1 review) "Location was as advertised." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william L. CA $179 CA $307 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Medford-Hotels-Rosewood-Studio-By-WanderLodges.h120348156.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/a9169a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w904h683x60y0-bc6524d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w906h683x59y0-daeaf7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/c6df3c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville [](https://www.expedia.ca/Jacksonville-Hotels-Vrbo-Property.h90942099.Hotel-Information) Jacksonville 9.8/10 Exceptional (32 reviews) "We loved the animals and how peaceful it was there,The owner was very accommodating and nice. Highly recommend if I ever need to stay in the area again this would be my first pick " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan K. CA $164 CA $298 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Jacksonville-Hotels-Vrbo-Property.h90942099.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34340000/34338700/34338618/ee575a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/35000000/34340000/34338700/34338618/6525b6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34338700/34338618/f0f6f7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34340000/34338700/34338618/d370ce2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR. [](https://www.expedia.ca/Jacksonville-Hotels-This-Cottage-Is-A-2-Bedroom.h34338618.Hotel-Information) Jacksonville Historic District 9.8/10 Exceptional (78 reviews) "The host was very helpful and responsive to questions. The location was wonderful, and the property was clean and warm. A very nice place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah F. CA $187 CA $440 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Jacksonville-Hotels-This-Cottage-Is-A-2-Bedroom.h34338618.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34120000/34112500/34112479/38f6dbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/35000000/34120000/34112500/34112479/9a70d401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34120000/34112500/34112479/f0f7c846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34120000/34112500/34112479/d25cd432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Bradshaw House! [](https://www.expedia.ca/Jacksonville-Hotels-Historic-Bradshaw-House.h34112479.Hotel-Information) Jacksonville 10/10 Exceptional (68 reviews) "Great highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda J. CA $202 CA $427 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Jacksonville-Hotels-Historic-Bradshaw-House.h34112479.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/622f0cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/a38821b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/0e2a2fa3.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/79000000/78840000/78834100/78834058/c4080bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area. [](https://www.expedia.ca/Cottage-2bd1ba-Near-Jacksonville-Pets-Okay.h78834058.Hotel-Information) Central Point 9.8/10 Exceptional (27 reviews) "Great host, cute surroundings, lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie B. CA $171 CA $316 total includes taxes & fees Mar 7 - Mar 8 [](https://www.expedia.ca/Cottage-2bd1ba-Near-Jacksonville-Pets-Okay.h78834058.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/c69262cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/66e6cdee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/179be120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/77f797af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT [](https://www.expedia.ca/Jacksonville-Hotels-Lily-Pad-1-BEST-LOCATION.h34274911.Hotel-Information) Jacksonville Historic District 10/10 Exceptional (48 reviews) "This place was awesome. Perfect location for walking to restaurants and Britt. The whole place was very clean. Looking forward to staying again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen H. CA $171 CA $386 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Jacksonville-Hotels-Lily-Pad-1-BEST-LOCATION.h34274911.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/97fc7e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/51eae27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/1d3fbc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/d4cfa96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly. [](https://www.expedia.ca/Central-Point-Hotels-1960s-Farmhouse-VIEWS-Gated-Wineries-Rogue-X.h118183869.Hotel-Information) Central Point 9.0/10 Wonderful (2 reviews) "The House was well setup and Very Clean. The check-in process and getting the Codes to the property was not explained in the Rental process and it was last minute. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George L. CA $128 CA $321 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Central-Point-Hotels-1960s-Farmhouse-VIEWS-Gated-Wineries-Rogue-X.h118183869.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118070000/118066000/118065943/2fd11bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118070000/118066000/118065943/71616766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118070000/118066000/118065943/119f1b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118070000/118066000/118065943/b7339a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1BR Cottage – Walk to Britt Gardens [](https://www.expedia.ca/Jacksonville-Hotels-Come-Experience-The-Unique-And-Very-Beautiful-Design-Of-This-Newly-Renovated-Cottage.h118065943.Hotel-Information) Jacksonville 9.0/10 Wonderful (7 reviews) "Perfect downtown location and much nicer than the pictures show. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lesha B. CA $198 CA $422 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Jacksonville-Hotels-Come-Experience-The-Unique-And-Very-Beautiful-Design-Of-This-Newly-Renovated-Cottage.h118065943.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=2026-03-16&endDate=2026-03-17®ionId=6290&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6290) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America®ionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America®ionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America®ionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America®ionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America®ionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America®ionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America®ionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CHALET) ![](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-Cottages.d6290-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Cottages.d6290-aaCottages.Travel-Guide-Accommodation) ## Top Ashland Hotel Reviews ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "The room was spotless, the bathroom was also clean. This was an accessible room. Air was fresh. Air conditioner was quiet. The only issue was snoring from the guest on the floor above. Would consider staying for next visit. " [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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 "Comfortable, clean, good breakfast with proteins, not just carbs. " [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg) ### Lithia Springs Resort 10/10 Excellent "Absolutely love staying here! " [](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.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 "Clean room, plenty of firewood to use in our room, dinner selection was great. Snowed in for 4 days Lodge stayed open without failure !" [](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "Clean;friendly easy. Affordable too! Pool Open late/ early, good to know, hope to be back!! Everybody super friendly and welcoming! " [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Best Western Windsor Inn](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg) ### Best Western Windsor Inn 10/10 Excellent "The staff is fantastic!!! " [](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![McCall House Boutique Inn](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/c4aac0d0_y.jpg) ### McCall House Boutique Inn 10/10 Excellent "It was an amazing stay! Exceptional in every way. And the breakfast was a lovely bonus. Too notch" [](https://expedia.ca/Medford-Hotels-McCall-House-Boutique-Inn.h15153095.Hotel-Information) ![Plaza Inn & Suites at Ashland Creek](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2_y.jpg) ### Plaza Inn & Suites at Ashland Creek 10/10 Excellent "Friendly staff, clean facility, complimentary take out breakfast." [](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/477e599d_y.jpg) ### Ashland Springs Hotel 10/10 Excellent "Clean room, really great breakfast! " [](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ## Find out more about Ashland ## Ashland Cottages information | Number of reviews | 686 | | ----------------- | ------------ | | Accommodation | 129 Cottages | | Lowest Price | CA $212 | | Highest Price | CA $770 | ## Frequently asked questions ### How much do cottages in Ashland cost? ### What are the best cottages in Ashland? ### How many cottages are there in Ashland? ### Are there any family-friendly cottages in Ashland? ### Are there any 5-star cottages in Ashland? ### Why book your cottage in Ashland with Expedia? ### How can I find cheap cottages in Ashland? ### What is there to do in Ashland near my cottage? ## 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) - 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