Title: Ashland Vacation Home Rentals from CA $231: Search Top Private Vacation Homes for Rent | 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

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-05-15&endDate=2026-05-17&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 homes

![Sundeck](https://images.trvl-media.com/lodging/112000000/112000000/111997800/111997707/w4096h2726x0y0-c3cbdac5.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)

![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)

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

### Grandview of Ashland

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

Ashland

10/10

Exceptional

(3 reviews)

"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 $295

CA $548 total

includes taxes & fees

Jan 28 - Jan 29

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

![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)

![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/c68d49a0.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/100000000/99050000/99049800/99049787/767aa1ca.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 reviews)

"Great \~ memorable stay. "

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

Melissa

CA $160

CA $361 total

includes taxes & fees

Jan 28 - Jan 29

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

![Property grounds](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/24b557e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/e9d20eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/w4030h3024x0y0-5bfdfb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/5e77e520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Dragon House

[](https://www.expedia.ca/Ashland-Hotels-1.h70436753.Hotel-Information)

Ashland

10/10

Exceptional

(105 reviews)

"House was definitely pet friendly. Dogs always enjoy staying there. Very relaxing place. Beds are comfortable. House is always clean excellent place to stay"

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

karen

CA $245

CA $282 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Ashland-Hotels-1.h70436753.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/f32a2b13.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)

![Exterior](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/4f709efa.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)

### 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 reviews)

"Thoughtfully arranged and provisioned. A hidden gem."

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

Jerald

CA $137

CA $259 total

includes taxes & fees

Feb 4 - Feb 5

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

![Exterior](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/fbd2c411.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)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/f375e3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/6bbf60e0.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 reviews)

"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 $300 total

includes taxes & fees

Jan 26 - Jan 27

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

![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/ac27267f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/96adbb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/68fc9371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276213/e5a917d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin #4 at Hyatt Lake Resort

[](https://www.expedia.ca/Ashland-Hotels-Cabin-4-At-Hyatt-Lake-Resort.h114276213.Hotel-Information)

Jackson County

10/10

Exceptional

(1 review)

"Everybody here has been so nice. This has been an amazing experience we will be back. "

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

izak p.

CA $199

CA $342 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Ashland-Hotels-Cabin-4-At-Hyatt-Lake-Resort.h114276213.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/795cc436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/f1e73356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/9e2573f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/88cd73ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

[](https://www.expedia.ca/Ashland-Hotels-Charming-Home.h90085208.Hotel-Information)

Ashland

10/10

Exceptional

(62 reviews)

"The property was beautiful, clean and as advertised. Easy accessibility to the town and a nice, safe neighborhood. We had a wonderful stay, thank you!"

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

Dave N.

CA $199

CA $600 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Ashland-Hotels-Charming-Home.h90085208.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)

![Smart TV, books, printers](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/f1391105.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)

![Interior](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294349/ebdc2e24.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 reviews)

"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 $300

CA $655 total

includes taxes & fees

Jan 28 - Jan 29

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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/07b1cfde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/8b09c87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/54723fee.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 reviews)

"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 $414 total

includes taxes & fees

Jan 27 - Jan 28

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

![Exterior](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/3b03b9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/2c7bd901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/36faffa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98260000/98255900/98255807/8108f909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Ashland House - Walk to Plaza and OSF!

[](https://www.expedia.ca/Ashland-Hotels-Helman-House.h98255807.Hotel-Information)

Ashland

9.8/10

Exceptional

(44 reviews)

"Comfortable house & coveniently located a short walk to downtown Ashland's Main Street restaurants, shops & Oregon Shakespeare Festival theaters."

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

Richard S.

CA $171

CA $488 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Ashland-Hotels-Helman-House.h98255807.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905981/9d813672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905981/a4fb252b.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/111000000/110910000/110906000/110905981/a999e7df.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/111000000/110910000/110906000/110905981/86efb55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swank Suites | King with Lux Tub

[](https://www.expedia.ca/Ashland-Hotels-Swank-House-Suites-Location-Luxury.h110905981.Hotel-Information)

Historic Railroad District

9.6/10

Exceptional

(5 reviews)

"Excellent…well thought out, attention to detail, comfortable, clean and friendly staff!Would definitely stay here again!"

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

Susie P.

CA $179

CA $231 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Ashland-Hotels-Swank-House-Suites-Location-Luxury.h110905981.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276226/6a603e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276226/8b148516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276226/ef4458f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/115000000/114280000/114276300/114276226/75dd7a70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin #5 at Hyatt Lake Resort

[](https://www.expedia.ca/Ashland-Hotels-Cabin-3-At-Hyatt-Lake-Resort.h114276226.Hotel-Information)

Jackson County

CA $212

CA $360 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Ashland-Hotels-Cabin-3-At-Hyatt-Lake-Resort.h114276226.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/w1437h929x0y0-805a96b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/725cdafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/3a040db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110280000/110271400/110271386/b9279907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Lakeside BarnHOUSE + SAUNA!

[](https://www.expedia.ca/Ashland-Hotels-Gorgeous-Lakeside-HOUSE-Indoor-SAUNA.h110271386.Hotel-Information)

Ashland

8.8/10

Excellent

(5 reviews)

"House was very clean and taken care of. A beautiful destination right across the street from lake access. Went down with a group and had an excellent stay!"

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

Hannah D.

CA $344

CA $444 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Ashland-Hotels-Gorgeous-Lakeside-HOUSE-Indoor-SAUNA.h110271386.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/dc512f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/67cebb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/48e29a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/d40bdebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Main Downtown Bungalow 

[](https://www.expedia.ca/Medford-Hotels-East-Main-Downtown-Bungalow.h68070529.Hotel-Information)

Historic Railroad District

9.4/10

Exceptional

(43 reviews)

"Great location "

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

Patrick D.

CA $128

CA $291 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Medford-Hotels-East-Main-Downtown-Bungalow.h68070529.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/93a118e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/2775d7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/2d750974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/4aeed322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming house two blocks from downtown Ashland

[](https://www.expedia.ca/Ashland-Hotels-Charming-House-Two-Blocks-From-Downtown-Ashland.h101093150.Hotel-Information)

Historic Railroad District

9.4/10

Exceptional

(10 reviews)

"Well located, nice house!"

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

Tom J.

CA $218

CA $431 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Ashland-Hotels-Charming-House-Two-Blocks-From-Downtown-Ashland.h101093150.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/a1b07c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/0cb57bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/49b9220d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96170000/96162300/96162229/f0efa04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Artsy Downtown Historical House: Steps to Shakespeare

[](https://www.expedia.ca/Ashland-Hotels-The-Matriarch-Heritage-House-Downtown-Ashland.h96162229.Hotel-Information)

Historic Railroad District

9.4/10

Exceptional

(3 reviews)

"I've been visiting Ashland for 15 years, and The Matriarch (also known as the Swank House) is by far the best location I've ever stayed in. It's beautifully classy, incredibly comfortable, and perfectly situated—just a short walk to everything I love: the Cabaret, Lithia Park, restaurants, and shopping. I especially appreciated being able to drop off purchases or refrigerate leftovers in between outings—so convenient!The communication was seamless: clear, accommodating, and never intrusive. The...

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

Eileen B.

CA $295

CA $591 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Ashland-Hotels-The-Matriarch-Heritage-House-Downtown-Ashland.h96162229.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/e944d277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/8298a0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/768a8f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110910000/110906100/110906003/67f93932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moody Ashland Escape: Luxe Suite, Copper Tub

[](https://www.expedia.ca/Ashland-Hotels-Moody-Ashland-Escape-Luxe-Suite.h110906003.Hotel-Information)

Historic Railroad District

10/10

Exceptional

(2 reviews)

"We really enjoyed our overnight stay. The place is centrally located, easy walking distance to downtown, and cozy. We loved the heated bathroom floors and the decor. Nice off street parking. Highly recommend. "

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

Jon W.

CA $221

CA $278 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Ashland-Hotels-Moody-Ashland-Escape-Luxe-Suite.h110906003.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/42c526e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/0d626296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/5e9a257e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/e5d1bbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hanna\`s House | Downtown Retreat, Steps to OSF

[](https://www.expedia.ca/Ashland-Hotels-Hannas-House-Full-Kitchen-Steps-To-Downtown.h101762787.Hotel-Information)

Historic Railroad District

10/10

Exceptional

(170 reviews)

"Excellent quaint cottage….great location….easy check in….very well stocked and very comfortable….second year at this cottage and will be back next year!!"

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

Jim L.

CA $152

CA $311 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Ashland-Hotels-Hannas-House-Full-Kitchen-Steps-To-Downtown.h101762787.Hotel-Information)

![Grand House | Living area](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/290755e8.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)

![Grand House](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/fe71d8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/f32a8647.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 reviews)

"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 $286

CA $532 total

includes taxes & fees

Jan 28 - Jan 29

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/f9dbdfa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/222cc2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/5f089d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/c23c556a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Indulgent Retreat: 3 King Suites, Pool & Hot Tub

[](https://www.expedia.ca/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.Hotel-Information)

Ashland

10/10

Exceptional

(27 reviews)

"Gorgeous place! Especially enjoyed the pool and hot tub! Very comfy, quiet, and we loved the location. "

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

Pretty W.

CA $274

CA $776 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.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=2026-02-08&endDate=2026-02-09&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

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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=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&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=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=APARTMENT)

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=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=APART_HOTEL)

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=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&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=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&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=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=CHALET)

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## Top Ashland Hotel Reviews

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

### Timbers INN and Suites

10/10 Excellent

"They do allow pets. I was in a non-pet room without a pet. The room was really clean. Everything in the room is well taken care of and cleaned the fridge the microwave all of it they clean the tub the toilet, the counters really well the decor and the paint job was offset and very pretty, and they even have art in the room"

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

![Holiday Inn Express & Suites Ashland by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/2a6193b5_y.jpg)

### Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent

"Love HIE. Room was good sized, very clean. Excellent bathroom - mirror with integrated lite was the absolute best I've ever seen in a hotel room. Could actually check my shave, unlike almost every other hotel. Good linens. Downside: Lots of lights all over the place. Nightlights, etc. Prefer a dark room."

[](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information)

![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg)

### Stratford Inn

10/10 Excellent

"Clean. Courteous. Great Breakfast/Breakfast spot"

[](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

"Room was clean, breakfast was excellent, staff was knowledgeable, pleasant, and eager to help. Outstanding stay!"

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

"Room was spotless, great breakfast and super friendly staff!!!"

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

"Clean room, front desk service, and Luna Cafe, was geeat."

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

![Relax Inn At Ashland](https://images.trvl-media.com/lodging/4000000/3630000/3626200/3626125/517414b0_y.jpg)

### Relax Inn At Ashland

10/10 Excellent

"Check-in was quick, easy and relaxed. The room was recently renovated and was clean and comfortable. It was compact but spacious, well stocked and finely furnished. There was a coffee stand at the Mobil gas station next door, great gas prices too. Overall this hotel is great and affordable and I highly recommend the Relaxed Inn. Cheers."

[](https://expedia.ca/Medford-Hotels-Relax-Inn-At-Ashland.h3626125.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

"Front desk staff was excellent. Clean room, great pet rate."

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

![Winchester Inn](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/684defd4_y.jpg)

### Winchester Inn

10/10 Excellent

"The room is fantastic!! Highly recommend!"

[](https://expedia.ca/Medford-Hotels-Winchester-Inn.h1505812.Hotel-Information)

## Find out more about Ashland

## Ashland Vacation Homes information

| Number of reviews | 478                |
| ----------------- | ------------------ |
| Accommodation     | 254 Vacation Homes |
| Lowest Price      | CA $231            |
| Highest Price     | CA $776            |

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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 Vacation Homes in Ashland on Expedia.com ](https://www.expedia.com/Ashland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation)