452+ Vacation Home Rentals in Ashland |
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  2. Oregon
  3. Medford
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Ashland Vacation Rentals & Ski-in/Ski-out Homes

About Ashland Vacation Rentals

Explore over 452 vacation rentals in Ashland with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Ashland for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Ashland. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Ashland tailored to your preferences. On average, these rentals offer 646.92 ft² of space, and are priced at an average of US $273 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Ashland at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Ashland

Type Count
Vacation Homes 185
Holiday Apartments 69
Cabin Rentals 61
Cottages 33
B&B 14
Others 11
Villas 3
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Ashland

★ Pro Tip: Discover Your Ideal Vacation Rental in Ashland with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Ashland, OR

View the weather forecast for Ashland before booking your Ashland 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 Ashland, OR

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


Oregon Shakespeare Festival
Mount Ashland Ski Area
Southern Oregon University
Lithia Park
Historic Pinehurst Inn
Ashland Library
Oregon Cabaret Theatre
Howard Prairie Lake
Comer Ski Lift
Allen Elizabethan Theatre
Emigrant Lake
Thomas Theatre
North Mountain Park
Angus Bowmer Theatre
Schneider Museum of Art
Lithia Artisans Market
Hyatt Reservoir
Bull Gap Lower Trailhead
Windsor Ski Lift
Ariel Ski Lift

Other Places to Stay in Ashland, OR


Tashi Choling Buddhist Center 374 Properties
Ariel Ski Lift 367 Properties
Windsor Ski Lift 367 Properties
Comer Ski Lift 367 Properties
Mount Ashland Ski Area 367 Properties
Siskiyou-Hargadine Historic District 303 Properties
Ashland Library 301 Properties
North Mountain Park 301 Properties
Angus Bowmer Theatre 300 Properties
Skidmore Academy Historic District 272 Properties
Historic Downtown District 241 Properties
Historic Railroad District 51 Properties

Complexes around Ashland, OR


Lodge Ashland 8 Properties
Osf 4 Properties
Ashland Springs Hotel 3 Properties
Hyatt 1 Properties

Frequently Asked Questions About Ashland?

What are the top vacation rentals in Ashland?

When organizing your trip to Ashland, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Ashland. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Ashland?

Uncover 6 vacation rentals boasting private pools near Ashland. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Ashland are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Ashland. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Ashland?

Discover the ideal vacation rental in Ashland with SunSki Resorts™. We provide an extensive selection of over 452 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Ashland.

Nearby Neighborhood (4) 
Neighborhood Property Count
Historic Downtown District Vacation Rentals in Medford, Oregon 241
Historic Railroad District Vacation Rentals in Medford, Oregon 51
Siskiyou-Hargadine Historic District Vacation Rentals in Medford, Oregon 303
Skidmore Academy Historic District Vacation Rentals in Medford, Oregon 272

People Also Ask

There are 452 Ashland, OR Vacation Rentals

Recently Booked Vacation Rentals in Ashland