Title: Ashland Vacation Rentals from CA $276: Short-Term Rentals for 2026 | 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)

# Ashland Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-28&endDate=2025-12-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-29&endDate=2025-12-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

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

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ashland vacation rentals

![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/692adda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/04a800c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/fb57e1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/8c1c39f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barclay Klum House by WanderLodges

[](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-North-By-WanderLodges.h99049787.Hotel-Information)

Ashland

10/10

Exceptional

(7)

"Great \~ memorable stay. "

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

Melissa

CA $151

CA $350 total

includes taxes & fees

Jan 28 - Jan 29, 2026

[](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-North-By-WanderLodges.h99049787.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/w4096h2297x0y216-bffcc2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/3ecd1847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/fbf249ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Mountain View | Living area](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/f3007092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grandview of Ashland

[](https://www.expedia.ca/Ashland-Hotels-Grandview-Of-Ashland.h111997707.Hotel-Information)

Ashland

10/10

Exceptional

(3)

"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"

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

Paul

CA $294

CA $547 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Ashland-Hotels-Grandview-Of-Ashland.h111997707.Hotel-Information)

![Main House | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c6e2bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/30014c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lower Suite | Private kitchen](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c235430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Main House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/075e9d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Cowslip's Belle Inn

[](https://www.expedia.ca/Ashland-Hotels-A-Cowslips-Belle-Inn.h95265593.Hotel-Information)

Ashland

9.8/10

Exceptional

(40)

"Lovely yard courtyard area with koi pond"

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

Paul

CA $185

CA $282 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Ashland-Hotels-A-Cowslips-Belle-Inn.h95265593.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90310000/90305800/90305786/dd76ff5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/91000000/90310000/90305800/90305786/d8480fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90310000/90305800/90305786/fb40b449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90310000/90305800/90305786/9e85be0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Ashland Studio: King Bed, 1 mile from Plaza!

[](https://www.expedia.ca/Ashland-Hotels-Cozy-And-Chic-Studio-In-Prime-Ashland-Location.h90305786.Hotel-Information)

Ashland

10/10

Exceptional

(25)

"Just what was advertised. Cozy."

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

Weston C.

CA $116

CA $286 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Ashland-Hotels-Cozy-And-Chic-Studio-In-Prime-Ashland-Location.h90305786.Hotel-Information)

![Grand House | Private kitchen](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/6b631177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/66ed4245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand House](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/80fc72a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/1e851504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mountain Ave House by WanderLodges

[](https://www.expedia.ca/Ashland-Hotels-The-Mountain-Ave-House-By-WanderLodges.h93544895.Hotel-Information)

Ashland

10/10

Exceptional

(7)

"This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!"

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

Montgomery

CA $285

CA $530 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Ashland-Hotels-The-Mountain-Ave-House-By-WanderLodges.h93544895.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95840000/95832500/95832401/052308e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95840000/95832500/95832401/25cace10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95840000/95832500/95832401/d2636055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95840000/95832500/95832401/9b991bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jenny Creek Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

[](https://www.expedia.ca/Ashland-Hotels-Jenny-Creek-Cabin-W-Jacuzzi-Green-Springs-Inn.h95832401.Hotel-Information)

Ashland

CA $217

CA $520 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Ashland-Hotels-Jenny-Creek-Cabin-W-Jacuzzi-Green-Springs-Inn.h95832401.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/726f6b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/5eb6103a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/4202c069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/c5f96b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Peerless Hotel | Signature Room #6 | Clawfoot Tub

[](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Signature-Room-6-Clawfoot-Tub-Historic-District.h93473470.Hotel-Information)

Historic Railroad District

CA $149

CA $276 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Signature-Room-6-Clawfoot-Tub-Historic-District.h93473470.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/0755e5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/8ed4531c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/c2c18591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/fbd2c411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chateau Herb \~ Miranda Carriage House Apt

[](https://www.expedia.ca/Ashland-Hotels-Garden-View-Apartment-In-Gated-Castle-Community.h105087645.Hotel-Information)

Ashland

9.6/10

Exceptional

(5)

"Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided."

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

Catherine J.

CA $208

CA $303 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Ashland-Hotels-Garden-View-Apartment-In-Gated-Castle-Community.h105087645.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/ff37a114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/baaa2788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/0928c965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/ea5ed629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

[](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-House-A-Holiday-Retreat.h99433504.Hotel-Information)

Ashland

10/10

Exceptional

(3)

"Lovely stay in a nicely restored historic home. We were very comfortable and the location is great in central Ashland."

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

Casey K.

CA $173

CA $412 total

includes taxes & fees

Jan 22 - Jan 23, 2026

[](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-House-A-Holiday-Retreat.h99433504.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120720000/120711800/120711749/b6960c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120720000/120711800/120711749/0565424e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120720000/120711800/120711749/7b562171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120720000/120711800/120711749/10dcd6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Owl Creek Cabin Mountain Getaway near Ashland, Oregon

[](https://www.expedia.ca/Ashland-Hotels-Cabin-Ashland-Oregon.h120711749.Hotel-Information)

Ashland

CA $266

CA $303 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Ashland-Hotels-Cabin-Ashland-Oregon.h120711749.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95840000/95833000/95832948/8183fe55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95840000/95833000/95832948/79d0d0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95840000/95833000/95832948/2036031a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95840000/95833000/95832948/0e397b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pilot Rock Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

[](https://www.expedia.ca/Ashland-Hotels-Pilot-Rock-Cabin-W-Jacuzzi-Green-Springs-Inn.h95832948.Hotel-Information)

Ashland

10/10

Exceptional

(3)

"If ever I were to own a cabin, it would be of the design of this one. Rustic feel with solid and complete foundational amenities. Greats: cathedral ceiling/loft/windows, large porch, bbq, wood stove, no TV, solid internet, great shower and bathroom, firm and comfortable mattresses. Nit-picky cons: jacuzzi isn't really a traditional hot tub, 30 min drive to/from Ashland on a very winding (yet picturesque) road, check-out time of 10am with $35 fee to extend to noon. Really enjoyed our stay, will...

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

Eric M.

CA $208

CA $510 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Ashland-Hotels-Pilot-Rock-Cabin-W-Jacuzzi-Green-Springs-Inn.h95832948.Hotel-Information)

![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)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/48af1fe1.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)

![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)

### 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

10/10

Exceptional

(6)

"Enjoyed our stay"

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

Julie M.

CA $142

CA $283 total

includes taxes & fees

Dec 31 - Jan 1, 2026

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

![City Bungalow, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/2b0ab95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City Bungalow, Garden Area | Living area](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/6833a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/346ca51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/c78c1d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hanna's House by WanderLodges

[](https://www.expedia.ca/Ashland-Hotels-Hannas-House-By-WanderLodges.h101734733.Hotel-Information)

Historic Railroad District

10/10

Exceptional

(3)

"Thoughtfully arranged and provisioned. A hidden gem."

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

Jerald

CA $160

CA $284 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Ashland-Hotels-Hannas-House-By-WanderLodges.h101734733.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/da2b7e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/8ac29521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/35fe933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/bd4dd90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette. 

[](https://www.expedia.ca/Ashland-Hotels-Siskiyou-Mountain-Place.h103028494.Hotel-Information)

Ashland

10/10

Exceptional

(31)

"Our stay was amazing everything"

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

annie t.

CA $208

CA $362 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Ashland-Hotels-Siskiyou-Mountain-Place.h103028494.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98260000/98258700/98258616/72052bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98260000/98258700/98258616/7ab3de2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/99000000/98260000/98258700/98258616/f1986d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/99000000/98260000/98258700/98258616/38055a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Downtown Ashland Studio- pet friendly!

[](https://www.expedia.ca/Ashland-Hotels-Helman-House-Studio-B.h98258616.Hotel-Information)

Ashland

9.2/10

Wonderful

(13)

"Cute little place in a great location close to downtown Ashland theatre district. We were able to walk everywhere. Very communicative hosts. "

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

Chris H.

CA $116

CA $286 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Ashland-Hotels-Helman-House-Studio-B.h98258616.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/100000000/99670000/99664000/99663995/w1608h1079x160y1-ce641b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99670000/99664000/99663995/c8685292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99670000/99664000/99663995/7ce7c686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99670000/99664000/99663995/a1f238ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette.

[](https://www.expedia.ca/Ashland-Hotels-3-Bedrooms-Include-A-King-And-Two-Queen-Size-Beds.h99663995.Hotel-Information)

Historic Downtown District

CA $219

CA $518 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Ashland-Hotels-3-Bedrooms-Include-A-King-And-Two-Queen-Size-Beds.h99663995.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116718500/116718443/54bc2ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116720000/116718500/116718443/4763dc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116718500/116718443/d3bb47c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116720000/116718500/116718443/852698b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homey Rustic Cabin in the Cascades

[](https://www.expedia.ca/Ashland-Hotels-Homey-Rustic-Cabin-In-The-Cascades.h116718443.Hotel-Information)

Jackson County

10/10

Exceptional

(1)

"Great location cabin was perfect for a group large upstairs sleeping areas. Outside was great "

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

Troy K.

CA $219

CA $481 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Ashland-Hotels-Homey-Rustic-Cabin-In-The-Cascades.h116718443.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/w1349h897x0y0-3f1d13cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/f6934aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/cfddefeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/w1350h805x0y44-9772f02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot tub | Sauna |Firepit |Sleeps 6!

[](https://www.expedia.ca/Ashland-Hotels-Hot-Tub-Sauna-Firepit-Sleeps-6.h112294349.Hotel-Information)

Ashland

10/10

Exceptional

(3)

"Great home in a nice location with a wonderful view. Well-appointed and clean. "

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

Ryan G.

CA $299

CA $657 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Ashland-Hotels-Hot-Tub-Sauna-Firepit-Sleeps-6.h112294349.Hotel-Information)

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

![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/be832e50.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/19000000/18980000/18973800/18973754/42e5fe55.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

(211)

"Great location and comfortable accommodations. This is our second time staying here."

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

Kathleen P.

CA $228

CA $386 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905988/e0939daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905988/6d5bbb37.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/111000000/110910000/110906000/110905988/4657a4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905988/11a5654b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swank Suites | King with Lux Tub

[](https://www.expedia.ca/Ashland-Hotels-Swank-Suites-Boutique-Travel.h110905988.Hotel-Information)

Historic Railroad District

CA $179

CA $230 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Ashland-Hotels-Swank-Suites-Boutique-Travel.h110905988.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=2026-01-12&endDate=2026-01-13&regionId=6290&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=CABIN)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=VACATION_HOME)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=COTTAGE)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=APARTMENT)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=CONDO)

Aparthotels

[](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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=APART_HOTEL)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=CHALET)

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## Top Ashland Hotel Reviews

![Callahan's Mountain Lodge](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80_y.jpg)

### Callahan's Mountain Lodge

10/10 Excellent

"Great Service!"

[](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

"The attendant at the reception was super nice. We did have some issues with the bathroom but Elijah helped resolved it immediately. "

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

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

### Ashland Springs Hotel

10/10 Excellent

"Excellent view."

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

"Great pit stop. All worked well"

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

"Courteous staff. Room was clean, and nice and hot for the winter cold outside. Plus, it's right next door to a great little pizza place!"

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

![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg)

### Flagship Inn of Ashland

10/10 Excellent

"Stay was great"

[](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information)

![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg)

### Ashland Hills Hotel & Suites

10/10 Excellent

"Everything was wonderful Beds were very comfortable. Bedding was so warm. Very spacious and the grounds were also very nice. Loved it . Will recommend to everyone."

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

![The Bard's Inn, BW Signature Collection by Best Western](https://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

"Awesome "

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

![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg)

### Lithia Springs Resort

10/10 Excellent

"Great stay, the room was great, very clean and bright. The breakfast buffet was awesome, also!"

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

## Find out more about Ashland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Ashland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Ashland ](https://expedia.ca/Ashland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Ashland ](https://expedia.ca/Ashland-Cottages.d6290-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Ashland ](https://expedia.ca/Ashland-Apartments.d6290-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Ashland ](https://expedia.ca/Ashland-Cabins.d6290-aaCabins.Travel-Guide-Accommodation)
- [Motels in Ashland ](https://expedia.ca/Ashland-Motels.d6290-aaMotels.Travel-Guide-Accommodation)
- [B&B in Ashland ](https://expedia.ca/Ashland-Bed-And-Breakfast.d6290-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Ashland ](https://expedia.ca/Ashland-Guest-Houses.d6290-aaGuestHouses.Travel-Guide-Accommodation)
- [Lodges in Ashland ](https://expedia.ca/Ashland-Lodges.d6290-aaLodges.Travel-Guide-Accommodation)
- [Farmstay in Ashland ](https://expedia.ca/Ashland-Agritourism.d6290-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Rentals in Ashland ](https://expedia.ca/Ashland-Condos.d6290-aaCondos.Travel-Guide-Accommodation)
- [Inns in Ashland ](https://expedia.ca/Ashland-Inns.d6290-aaInns.Travel-Guide-Accommodation)
- [Villas in Ashland ](https://expedia.ca/Ashland-Villas.d6290-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Ashland ](https://expedia.ca/Ashland-Apart-Hotels.d6290-aaApartHotels.Travel-Guide-Accommodation)
- [Castles in Ashland ](https://expedia.ca/Ashland-Castles.d6290-aaCastles.Travel-Guide-Accommodation)
- [Chalets in Ashland ](https://expedia.ca/Ashland-Chalets.d6290-aaChalets.Travel-Guide-Accommodation)
- [Resorts in Ashland ](https://expedia.ca/Ashland-Resort-Hotels.d6290-aaResortHotels.Travel-Guide-Accommodation)
- [RV Parks in Ashland ](https://expedia.ca/Ashland-RV-Parks.d6290-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Ashland?

### What are some of the best vacation rentals that Ashland has to offer?

### How many vacation rentals are there in Ashland?

### What can I see and do in Ashland?

### What are vacation rentals like in Ashland?

### Expedia's Latest Trends

Hotels

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Flights

- [Flights to St. Helens](https://expedia.ca/Cheap-Flights-To-St-Helens.d7070.Travel-Guide-Flights)
- [Flights to Cannon Beach](https://expedia.ca/Cheap-Flights-To-Cannon-Beach.d86225.Travel-Guide-Flights)
- [Flights to Redmond](https://expedia.ca/Cheap-Flights-To-Redmond.d2964.Travel-Guide-Flights)
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Activities

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General

- [Visit Astoria](https://expedia.ca/Astoria.dx431)
- [Visit Medford](https://expedia.ca/Medford.dx602702)
- [Visit Cannon Beach](https://expedia.ca/Cannon-Beach.dx86225)

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