439+ Vacation Rentals Near Mount Ashland Ski Area |
  1. USA
  2. Oregon
  3. Medford
  4. Mount Ashland Ski Area

Sell Off Cruises - Vacation Rentals in Mount Ashland Ski Area

Quiet and peaceful cottage close to downtown From US $330
         

9.8 (68 Reviews)
House
Quiet and peaceful cottage close to downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Swank House on Main St in Ashland From US $317
         

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10.0 (5 Reviews)
House
Swank House on Main St in Ashland
  • Air Conditioner
  • Parking
  • Security/Safety

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Barclay Klum House by WanderLodges From US $298
         

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10.0 (9 Reviews)
House
Barclay Klum House by WanderLodges
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown From US $510
         

9.6 (95 Reviews)
House
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
  • Air Conditioner
  • Parking
  • TV

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Grandview of Ashland From US $961
         

10.0 (4 Reviews)
House
Grandview of Ashland
  • Air Conditioner
  • Parking
  • View

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Grandview of Ashland From US $528
         

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10.0 (7 Reviews)
House
Grandview of Ashland
  • Parking
  • Balcony/Terrace
  • Security/Safety

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Sunset Chalet - 2300 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland ! From US $493
         

9.0 (60 Reviews)
Ski Chalet
Sunset Chalet - 2300 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !
  • Air Conditioner
  • Parking
  • TV

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Pioneer Vacation Rentals - Pioneer South downtown Ashland From US $287
         

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10.0 (3 Reviews)
House
Pioneer Vacation Rentals - Pioneer South downtown Ashland
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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The Ashland Cottage, walk to town From US $285
         

10.0 (232 Reviews)
Cottage
The Ashland Cottage, walk to town
  • Air Conditioner
  • Parking
  • TV

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Hanna`s House | Downtown Retreat, Steps to OSF From US $303
         

10.0 (170 Reviews)
House
Hanna`s House | Downtown Retreat, Steps to OSF
  • Air Conditioner
  • Parking
  • TV

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Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall From US $179
         

10.0 (97 Reviews)
Apartment
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
  • Air Conditioner
  • Parking
  • TV

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The Victorian Secret - Just Steps to Theaters, Plaza, Restaurants & Park. ENJOY! From US $503
         

10.0 (92 Reviews)
House
The Victorian Secret - Just Steps to Theaters, Plaza, Restaurants & Park. ENJOY!
  • Air Conditioner
  • Parking
  • TV

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Premier Downstairs Flat in Perfect Down Town Location From US $410
         

10.0 (78 Reviews)
House
Premier Downstairs Flat in Perfect Down Town Location
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Madrone House, Country Getaway with Mountain Views and Fresh Air. From US $384
         

10.0 (74 Reviews)
House
The Madrone House, Country Getaway with Mountain Views and Fresh Air.
  • Air Conditioner
  • Parking
  • TV

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Courtside Cottage - WalkScore 93 - Dog Friendly From US $332
         

10.0 (65 Reviews)
Cottage
Courtside Cottage - WalkScore 93 - Dog Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Mt Ashland Homestead, Ashland 10m, 40 ridgetop acres old forest, right by PCT From US $328
         

10.0 (63 Reviews)
House
Mt Ashland Homestead, Ashland 10m, 40 ridgetop acres old forest, right by PCT
  • Air Conditioner
  • Parking
  • Pet Friendly

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Mt Ashland Homestead, Ashland 10m., 40 acres ridgetop old forest, right by PCT From US $211
         

10.0 (62 Reviews)
House
Mt Ashland Homestead, Ashland 10m., 40 acres ridgetop old forest, right by PCT
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxuriously comfortable & peaceful getaway downtown Ashland, with views. From US $254
         

10.0 (53 Reviews)
Apartment
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
  • Air Conditioner
  • Parking
  • Pet Friendly

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232-Duplex-Private Bathroom-Mountain View From US $357
         

10.0 (47 Reviews)
House
232-Duplex-Private Bathroom-Mountain View
  • Air Conditioner
  • Parking
  • Pet Friendly

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Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette. From US $221
         

10.0 (40 Reviews)
House
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
  • Air Conditioner
  • Parking
  • TV

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The Ashland Social | Main House From US $722
         

10.0 (34 Reviews)
House
The Ashland Social | Main House
  • Air Conditioner
  • Pet Friendly
  • Pool

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The Ashland Social | Guest Studio From US $292
         

10.0 (27 Reviews)
Apartment
The Ashland Social | Guest Studio
  • Air Conditioner
  • Parking
  • Pet Friendly

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NEW Modern Luxury Downtown Talent - The Millie Haus From US $344
         

10.0 (19 Reviews)
House
NEW Modern Luxury Downtown Talent - The Millie Haus
  • Air Conditioner
  • Parking
  • TV

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Modern Downtown Talent Dream From US $339
         

10.0 (18 Reviews)
House
Modern Downtown Talent Dream
  • Air Conditioner
  • Parking
  • TV

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★ Pro Tip: Selloffcruises makes it easy to compare the best listings on Selloffcruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Selloffcruises homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Mount Ashland Ski Area.

Weather in Mount Ashland Ski Area

View the weather forecast for Mount Ashland Ski Area before booking your Mount Ashland Ski Area Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Mount Ashland Ski Area, OR

Selloffcruises offers a large selection of top attractions around Mount Ashland Ski Area. Research things to do on your vacation before you visit Mount Ashland Ski Area.


Comer Ski Lift Windsor Ski Lift Ariel Ski Lift Oregon Shakespeare Festival Southern Oregon University Lithia Park Cascade Range Ashland Library Oregon Cabaret Theatre Talent Library Allen Elizabethan Theatre Emigrant Lake Thomas Theatre North Mountain Park Angus Bowmer Theatre Lithia Artisans Market Schneider Museum of Art Bull Gap Lower Trailhead Paschal Winery ScienceWorks Hands-On Museum

Other Places to Stay Near Mount Ashland Ski Area, OR


Ariel Ski Lift 425 Properties Windsor Ski Lift 425 Properties Comer Ski Lift 424 Properties

Mount Ashland Ski Area Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Mount Ashland Ski Area?

Currently, the total number of properties listed in 2026 is over 439 in the Mount Ashland Ski Area area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Mount Ashland Ski Area.