Title: Ashland Cottages from CA $246 | Expedia.ca

  

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# Search Ashland Cottage Rentals from CA $246

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## Check prices for these dates

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=COTTAGE&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=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select 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)

![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)

![Interior](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/fa3623b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/1e890a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Ashland

10/10

Exceptional

(18)

"This was indeed a charming property. We were intrigued by the rustic exterior, and were pleasantly surprised by the lovely, comfortable interior. It was a pleasure to be out of the downtown Ashland traffic and noise, yet it was so easy to get there when we wanted to. I would definitely stay here again."

CA $110

CA $249 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Ashland-Hotels-Charming-Well-Appointed-Cottage-In-Ashland.h41178064.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/797aa1a0.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)

![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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/51a41959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Charming carriage house in Ashland near downtown

Skidmore Academy Historic District

10/10

Exceptional

(6)

"Enjoyed our stay"

CA $160

CA $311 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Ashland-Hotels-Charming-Carriage-House-In-Ashland-Near-Downtown.h112015563.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/w1024h684x0y0-9e66c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/5ebbebb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/305602d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Railroad District, steps to downtown, everything you need to enjoy Ashland!

Historic Railroad District

CA $380

CA $795 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Ashland-Hotels-Railroad-District.h120873982.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)

![Dining](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/db2de877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/2ee42eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/e427fe86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

Historic Railroad District

10/10

Exceptional

(1)

"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "

CA $305

CA $514 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Ashland-Hotels-Delightful-2bedroom.h119531931.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/be832e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/20139f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/42e5fe55.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)

### The Ashland Cottage, walk to town

Siskiyou-Hargadine Historic District

10/10

Exceptional

(207)

"Great place for a couple. Nice house. Good location."

CA $237

CA $406 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Medford-Hotels-The-Ashland-Cottage.h18973754.Hotel-Information)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/fcf8cce6.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)

![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/fd6d514f.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)

### Courtside Cottage - WalkScore 93 - Dog Friendly

Historic Railroad District

10/10

Exceptional

(55)

"Great location within walking distance to everything we wanted to do. Spotlessly clean, well equipped, comfortable bed…couldn’t ask for anything more!"

CA $220

CA $415 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Ashland-Hotels-Courtside-Cottage-WalkScore-93-Dog-Friendly.h90704994.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/c32633a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/a753dd85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Historic Railroad District

10/10

Exceptional

(17)

"This is a great spot to stay. "

CA $339

CA $566 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Ashland-Hotels-Casa-Amore-AshlandPet-FriendlyWalkable-To-The-Plaza.h105077414.Hotel-Information)

![Glamp Cottage Trailer | Terrace/patio](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/d7b5dbe0.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)

![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/a8dd4f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dream Cottage 2 | Living area](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/44ff7b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paschal Winery

Talent

9.6/10

Exceptional

(13)

"Very nice and hassle free check in "

CA $162

CA $297 total

includes taxes & fees

Oct 16 - Oct 17

[](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)

![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)

![Dining](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/7cc52b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/8596c231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Central Point

9.8/10

Exceptional

(99)

"This was just what we needed as our halfway point of our trip. Area was quiet and close torestaurants. L9ved our stay here. It was a very hot day, but we were able to remain cool here."

CA $137

CA $246 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Medford-Hotels-Bee-Well-In-A-Light-Filled.h23777789.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/2f1b6457.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)

### Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Central Point

10/10

Exceptional

(1)

"Cute little place. Really pretty area and cute back yard with a lot of grass for our toddler to run around in. House lacked a few small details like a can opener but otherwise it had everything we needed. Soaps and shampoos, plenty of towels. Really nice property manager too!"

CA $151

CA $252 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Central-Point-Hotels-Peaceful-Countryside-Stay-With-Scenic-Views-5-Minutes-To-Jacksonville.h119321247.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/461c71b5.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)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/11c9ed6c.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

City Center Medford

9.4/10

Exceptional

(19)

"Loved this house. It was cozy and felt like someone’s home. "

CA $162

CA $317 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Medford-Hotels-HOLLY-HOUSE-Organic.h99666536.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/68d36a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/abff2184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/fdb1307a.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)

 

### Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Central Point

9.8/10

Exceptional

(24)

"Lovely cottage. Extremely clean and well cared for. Convenient location to town.We have family in the area and we will definitely stay here again!"

CA $174

CA $319 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Cottage-2bd1ba-Near-Jacksonville-Pets-Okay.h78834058.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w907h683x59y0-96ea3bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w909h683x58y0-2ebf6461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w904h683x59y0-fe9c0316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/67102cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Jacksonville

9.6/10

Exceptional

(30)

"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 "

CA $167

CA $304 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Jacksonville-Hotels-Vrbo-Property.h90942099.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/160ee072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/4d23e4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/e2c766c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/50109780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Mint

Medford

9.8/10

Exceptional

(39)

"We came to visit family and this place was perfect. We really enjoyed it."

CA $126

CA $298 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Medford-Hotels-Downtown-Mint.h83656983.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/76000000/75810000/75805500/75805476/7cf9f883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75810000/75805500/75805476/26642ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75810000/75805500/75805476/33ce8597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/76000000/75810000/75805500/75805476/23fc78eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

Central Point

9.0/10

Wonderful

(8)

"This place was amazing. Took a little extra time to get to, but it was well worth it. Would definitely stay here again. Thanks again for all necessary accommodations as well. Definitely appreciated 🙏"

CA $174

CA $287 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Central-Point-Hotels-Charming-Cottage-On-Peaceful-5-Acres-In-The-Mountains.h75805476.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)

![Interior](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/c10fb60d.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)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/b9968357.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, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience

Central Point

CA $123

CA $317 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Central-Point-Hotels-1960s-Farmhouse-VIEWS-Gated-Wineries-Rogue-X.h118183869.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/23de9da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/386ccf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/6d5fab00.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)

 

### Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Jacksonville

10/10

Exceptional

(43)

"Outstanding "

CA $250

CA $492 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Jacksonville-Hotels-Lily-Pad-1-BEST-LOCATION.h34274911.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119700000/119691400/119691394/90037610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119700000/119691400/119691394/425fb33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119700000/119691400/119691394/94d36f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119700000/119691400/119691394/f19f7d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

Jacksonville Historic District

CA $187

CA $498 total

includes taxes & fees

Oct 10 - Oct 11

[](https://www.expedia.ca/Jacksonville-Hotels-The-Williams-Luxe-2-Bedroom-Cottage-Wonsite-Parking-In-Downtown-Jacksonville.h119691394.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183863/df2439e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183863/e7aaa7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183863/116bb82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183863/334a1034.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, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience

Central Point

CA $279

CA $642 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Central-Point-Hotels-1960s-Farmhouse-VIEWS-Gated-Wineries-Rogue-X.h118183863.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=2025-10-23&endDate=2025-10-24&regionId=6290&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true)

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## Top Ashland Hotel Reviews

![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)

![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)

![Best Western Windsor Inn](//images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg)

### Best Western Windsor Inn

10/10 Excellent

"Staff were all so nice and helpful. "

[](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

"We were in need of medical care and the staff was able to provide us with information on an urgent care clinic. Our room wasn’t ready when we checked in (early) but we were notified by text when we could check back in. We didn’t have breakfast there so can’t comment on that."

[](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

"Clean convenient comfortable…half the price of “chain motels” and way nicer"

[](https://expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information)

![Ashland Springs Hotel](//images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg)

### Ashland Springs Hotel

10/10 Excellent

"Lovely hotel!"

[](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information)

## Find out more about Ashland

## Ashland Cottages information

| Number of reviews | 543 |
| --- | --- |
| Accommodation | 127 Cottages |
| Lowest Price | CA $246 |
| Highest Price | CA $642 |

## Frequently asked questions

### How much do cottages in Ashland cost?

> Cottages in Ashland range between CA $246 and CA $642 per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### What are the best cottages in Ashland?

> Ashland has multiple cottages with a total average guest review rating of 9.7. [Oak Street Cottages](https://www.expedia.ca/Medford-Hotels-Oak-Street-Cottages.h17414099.Hotel-Information) is a good option if you're into nature and an easy-breezy pace. Guests of this 3-star stay will enjoy amenities such as a fireplace and a barbecue grill. [The Retreat At Oak Knoll ~ Pet Friendly](https://www.expedia.ca/Medford-Hotels-The-Retreat-At-Oak-Knoll-Pet-Friendly.h35505554.Hotel-Information) is another popular pick. This 4-star cottage features a fireplace and a barbecue grill.

### How many cottages are there in Ashland?

> Pack your suitcase and pick from 127 cottages in Ashland. Longing for a place where you can relax and connect with nature? Expedia will help you find your ideal retreat in only a click or two.

### Are there any family-friendly cottages in Ashland?

> A trip with the family in Ashland is a cinch at [Oak Street Cottages](https://www.expedia.ca/Medford-Hotels-Oak-Street-Cottages.h17414099.Hotel-Information). With conveniences including a barbecue grill and a picnic area, you'll have all the comforts of home at this 3-star cottage. [The Retreat At Oak Knoll ~ Pet Friendly](https://www.expedia.ca/Medford-Hotels-The-Retreat-At-Oak-Knoll-Pet-Friendly.h35505554.Hotel-Information) is another family-friendly stay where you and your crew can escape the daily grind of the city. This cottage has a 4-star rating and amenities including a fireplace and a barbecue grill. Once you've checked in and dropped off your things, there are lots of family-friendly attractions to visit in and around Ashland. [ScienceWorks Hands-On Museum](https://www.expedia.ca/ScienceWorks-Hands-On-Museum-Ashland.d6219141.Vacation-Attraction) and [Mount Ashland Ski Area](https://www.expedia.ca/Mount-Ashland-Ski-Area-Ashland.d6087455.Vacation-Attraction) guarantee fun for young and old.

### Are there any 5-star cottages in Ashland?

> Ashland doesn't have any 5-star cottages — but you and the family can still enjoy a stylish getaway! Why not have a look at [The Retreat At Oak Knoll ~ Pet Friendly](https://www.expedia.ca/Medford-Hotels-The-Retreat-At-Oak-Knoll-Pet-Friendly.h35505554.Hotel-Information)? Located approximately 5 kilometres from downtown, this 4-star retreat features a living room and a garden. [C' Street Station - Short Walk To Osf](https://www.expedia.ca/Medford-Hotels-C-Street-Station-Short-Walk-To-OSF.h31613227.Hotel-Information) is another fantastic 4-star pick just 0.80 kilometres from central Ashland. It provides a relaxed vibe close to nature as well as conveniences like a fireplace and free WiFi.

### Why book your cottage in Ashland with Expedia?

> Expedia has some superb cottages in Ashland, so get set for a memorable vacation close to nature. If you have a certain budget, click on how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your style of travel or plans.

### How can I find cheap cottages in Ashland?

> The easiest way to track down cheap cottages in Ashland is with Expedia's convenient filter tool. Refine your search results by budget, star rating and amenities to grab unbeatable bargains in just a few clicks.

### What is there to do in Ashland near my cottage?

> Whatever you're interested in, Ashland has plenty to keep you entertained. [Emigrant Lake](https://www.expedia.ca/Emigrant-Lake-Ashland.d553248621558078461.Vacation-Attraction), [Angus Bowmer Theatre](https://www.expedia.ca/Angus-Bowmer-Theatre-Historic-Downtown-District.d6078439.Vacation-Attraction) and [ScienceWorks Hands-On Museum](https://www.expedia.ca/ScienceWorks-Hands-On-Museum-Ashland.d6219141.Vacation-Attraction) are on many visitors' sightseeing plans. Don't miss [North Mountain Park](https://www.expedia.ca/North-Mountain-Park-Ashland.d553248621558078460.Vacation-Attraction), [Mount Ashland Ski Area](https://www.expedia.ca/Mount-Ashland-Ski-Area-Ashland.d6087455.Vacation-Attraction) and [Allen Elizabethan Theatre](https://www.expedia.ca/Allen-Elizabethan-Theatre-Historic-Downtown-District.d6078449.Vacation-Attraction) either. With Expedia's Ashland hotel deals, you can see more fantastic attractions like these with the cash you save.

## Explore a world of travel with Expedia

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-   [Flights from Oakland (OAK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/oak/ahm/oakland-to-ashland)
-   [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 Cottages in Ashland on Expedia.com](https://www.expedia.com/Ashland-Cottages.d6290-aaCottages.Travel-Guide-Accommodation)