445+ Luxury Vacation Rentals & Cabins in Ashland |
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Ashland Cabin Rentals

About Ashland Vacation Rentals

There are more than 445 incredible getaway rentals that are available in Ashland. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Ashland.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Ashland, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Ashland. Places to stay near Ashland are 590.51 ft² on average, with prices averaging CA $378 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Ashland. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Ashland

Type Count
Vacation Homes 210
Holiday Apartments 66
Cabin Rentals 60
Cottages 30
B&B 14
Others 11
Villas 3
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Ashland

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Ashland with Cabinns.ca.

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

Activities Ashland Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Ashland. Discover Top Attractions For Your Next Outdoor Adventure.


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

Find Nearby Cabin Rentals in these Cities & Neighborhoods


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 239 Properties
Historic Railroad District 47 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 cabins, lake houses & summer homes in Ashland?

We provide an array of great vacation destinations in Ashland. If you are looking to stay in or around the Ashland area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Ashland:

How many cabin rentals and resorts have private pools in Ashland?

We have 6 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Ashland. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Ashland is best for families?

Searching for a family-friendly cabin in Ashland? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Ashland?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 445 in the Ashland area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Ashland.

Nearby Neighborhood (4) 
Neighborhood Property Count
Historic Downtown District Rental Cabins and Private Getaways in Medford, Oregon 239
Historic Railroad District Rental Cabins and Private Getaways in Medford, Oregon 47
Siskiyou-Hargadine Historic District Rental Cabins and Private Getaways in Medford, Oregon 303
Skidmore Academy Historic District Rental Cabins and Private Getaways in Medford, Oregon 272

People Also Ask

There are 40 hotels in Ashland 4 resorts, and 339 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Ashland