Title: Ashland Cottages from CA $222 | Expedia.ca

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![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)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-07-17&endDate=2026-07-19&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

![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)

![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)

![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

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

Siskiyou-Hargadine Historic District

10/10

Exceptional

(216 reviews)

"Perfect Stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $172

CA $323 total

includes taxes & fees

Apr 12 - Apr 13

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

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/0f29f5dd.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)

![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)

### 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 $147

CA $488 total

includes taxes & fees

Mar 25 - Mar 26

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

![Exterior](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/w807h945x138y0-a67374b2.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)

![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)

![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)

### 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 $158

CA $304 total

includes taxes & fees

Apr 12 - Apr 13

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

![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/120000000/119540000/119532000/119531931/70272787.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

(6 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 $300

CA $514 total

includes taxes & fees

Mar 30 - Mar 31

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

![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 

[](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 $158

CA $303 total

includes taxes & fees

Mar 29 - Mar 30

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

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/9f9e3e46.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)

![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 $181

CA $362 total

includes taxes & fees

Apr 21 - Apr 22

[](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)

![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)

![Dining](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/603229de.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)

### 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 $299

CA $512 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Ashland-Hotels-Casa-Amore-AshlandPet-FriendlyWalkable-To-The-Plaza.h105077414.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/100000000/99960000/99956400/99956359/615a4268.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)

![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)

### 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 $118

CA $260 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Central-Point-Hotels-Cozy-Central-Point-Bungalow-On-Working-Winery.h99956359.Hotel-Information)

![Dream Cottage 1 | 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 | 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/a8dd4f03.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 $159

CA $368 total

includes taxes & fees

Mar 30 - Mar 31

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/4cf1c270.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

(107 reviews)

"The stay was private and great "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

bradley s.

CA $115

CA $222 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Central-Point-Hotels-Pet-Friendly.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)

![Fireplace](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/d3e0034b.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/dfcb4381.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 $260 total

includes taxes & fees

Apr 12 - Apr 13

[](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)

![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)

![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/121000000/120350000/120348200/120348156/0531e4ec.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)

### 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 $149

CA $268 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Medford-Hotels-Rosewood-Studio-By-WanderLodges.h120348156.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)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/05977b83.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)

### HOLLY HOUSE \~ Organic, Dog-friendly Garden Cottage

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

City Center Medford

9.6/10

Exceptional

(25 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 $159

CA $326 total

includes taxes & fees

Mar 30 - Mar 31

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

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w904h663x60y20-308fb8f9.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)

![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)

### 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 $170

CA $309 total

includes taxes & fees

Mar 30 - Mar 31

[](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)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/98e1fdeb.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)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/ad397d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Mint

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

Medford

10/10

Exceptional

(41 reviews)

"Loved the house, had a great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kara B.

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

![Interior](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/11313375.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)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/a38821b5.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

(28 reviews)

"Great host, cute surroundings, lovely stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katie B.

CA $172

CA $318 total

includes taxes & fees

Apr 8 - Apr 9

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

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/7c58424f.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)

"Very relaxing, gorgeous views! Home was very clean and well stocked. We had everything we needed to make dinner and spend time with family at this great little house. Soft linens, comfy beds, good towels. Clearly the owners take pride in the home and hosting. There was another visitor staying in the RV at the time and it was never an issue. The land is big enough that we each had our own space. The whole area is fenced making it safe and easy. Would stay here again for sure. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

gianna b.

CA $151

CA $353 total

includes taxes & fees

Mar 30 - Mar 31

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

![Exterior](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435519/5f9d6c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435519/dac330b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435519/0083c0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435519/c003e6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Bradshaw House!

[](https://www.expedia.ca/Jacksonville-Hotels-Historic-Bradshaw-House.h124435519.Hotel-Information)

Jacksonville

CA $174

CA $390 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Jacksonville-Hotels-Historic-Bradshaw-House.h124435519.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506700/33506656/w1206h792x17y17-1aedf238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/34000000/33510000/33506700/33506656/0c3eb232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/34000000/33510000/33506700/33506656/0ed90291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33506700/33506656/1b1542b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

[](https://www.expedia.ca/Jacksonville-Hotels-TIGERS-DEN-1-BEST-LOCATION.h33506656.Hotel-Information)

Jacksonville Historic District

10/10

Exceptional

(37 reviews)

"Super great space! Cute, cozy, and easy walk to downtown and the Britt. Perfect girls getaway!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brooke C.

CA $235

CA $470 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Jacksonville-Hotels-TIGERS-DEN-1-BEST-LOCATION.h33506656.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435531/d52c2092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435531/8b2359b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435531/abd7ac9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124440000/124435600/124435531/380761e1.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.h124435531.Hotel-Information)

Jacksonville Historic District

CA $200

CA $458 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Jacksonville-Hotels-This-Cottage-Is-A-2-Bedroom.h124435531.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=2026-04-07&endDate=2026-04-08&regionId=6290&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CHALET)

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## Top Ashland Hotel Reviews

![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2ce3f8a0_y.jpg)

### Stratford Inn

10/10 Excellent

"Lovely people "

[](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information)

![Timbers INN and Suites](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086_y.jpg)

### Timbers INN and Suites

10/10 Excellent

"Very clean!"

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

![Callahan's Mountain Lodge](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/32836590_y.jpg)

### Callahan's Mountain Lodge

4/10 Poor

"The room was very dusty and floor bathroom not clean alot of dirt in corners. And didn't restock coffee TP after last people and to ask for both things. The staff were very friendly and the breakfast was great. "

[](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.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

8/10 Good

"Clean friendly and well kept "

[](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information)

![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb_y.jpg)

### Ashland Hills Hotel & Suites

10/10 Excellent

"We had a great experience at this hotel. We enjoyed the retro vibe the furnishings and decor provided and were very impressed and appreciative of the cleanliness of the hotel. "

[](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information)

![Best Western Windsor Inn](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/w5755h3840x5y0-2b1de702_y.jpg)

### Best Western Windsor Inn

10/10 Excellent

"Room was great. Amazing value!"

[](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.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

"We were really impressed with the room, the mattress was so comfortable, and the amenities are well thought out. Very quiet."

[](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information)

![The Bard's Inn, BW Signature Collection by Best Western](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/f61ceb5c_y.jpg)

### The Bard's Inn, BW Signature Collection by Best Western

8/10 Good

"Great location! Very walkable"

[](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information)

![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/7654834a_y.jpg)

### Lithia Springs Resort

10/10 Excellent

"Everything was great!"

[](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information)

## Find out more about Ashland

## Ashland Cottages information

| Number of reviews | 594          |
| ----------------- | ------------ |
| Accommodation     | 129 Cottages |
| Lowest Price      | CA $222      |
| Highest Price     | CA $514      |

## 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?

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- [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)