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Vacation rentals in Ashland

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Travel insights for vacation rentals in Ashland

Use these up-to-date, data-driven insights about booking a vacation rental in Ashland including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Ashland?

The cheapest day to stay in Ashland is Sunday (C$ 189). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is C$ 457.
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Cheapest vacation rentals in Ashland, Oregon

Discover affordable stays in Ashland that provide a quality experience without breaking the bank. Hotels in Ashland can be found for as low as C$ 168 per night. There is currently one property in Ashland that can be booked for this price. Callahan's Mountain Lodge is one of the hotels that can be booked for the lowest price in Ashland. Price data was last updated on 6 November 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Ashland. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Callahan's Mountain Lodge
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Ashland, OR, United States
16.1 km from city centre
C$ 168
Avg. per night
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Other accommodations in Ashland

Find the perfect vacation rental for your stay in Ashland. There are 245 hotels in Ashland and price data was last updated on 6 November 2025. The average price for a hotel in Ashland is .
Abigail's Bed and Breakfast Inn
Abigail's Bed and Breakfast Inn

Abigail's Bed and Breakfast Inn

451 North Main Street, Ashland, OR, United States
1.4 km from city centre
Free Wi-Fi
Air Conditioning
C$ 322
Avg. per night
View Deal
Arden Forest Inn
Arden Forest Inn

Arden Forest Inn

261 West Hersey Street, Ashland, OR, United States
1.2 km from city centre
Free Wi-Fi
Air Conditioning
C$ 171
Avg. per night
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Ashland Motel - Oregon
Ashland Motel - Oregon

Ashland Motel - Oregon

1145 Siskiyou Boulevard, Ashland, OR, United States
1.4 km from city centre
Free Wi-Fi
Parking
C$ 117
Avg. per night
View Deal
Timbers Inn And Suites
Timbers Inn And Suites

Timbers Inn And Suites

1450 Ashland Street, Ashland, OR, United States
1.9 km from city centre
Free Wi-Fi
Parking
C$ 92
Avg. per night
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Stratford Inn
Stratford Inn

Stratford Inn

555 Siskiyou Boulevard, Ashland, OR, United States
0.3 km from city centre
Pool
Free Wi-Fi
Parking
C$ 134
Avg. per night
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Cedarwood Inn of Ashland
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

1801 Siskiyou Boulevard, Ashland, OR, United States
2.7 km from city centre
Pool
Free Wi-Fi
Parking
C$ 123
Avg. per night
View Deal
Green Springs Inn
Green Springs Inn

Green Springs Inn

11470 Oregon 66, Ashland, OR, United States
21.7 km from city centre
Free Wi-Fi
Parking
C$ 140
Avg. per night
View Deal

Where to stay in Ashland

Explore different neighbourhoods and areas within Ashland to find the perfect location for your stay. Map data was last updated on 6 November 2025.
Scroll to and zoom in on the areas in Ashland you plan on visiting to find nearby properties. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Ashland

Find useful tips and insights about staying in Ashland to help you make the most of your experience. FAQs were last updated on 6 November 2025.

  • How much does a vacation rental in Ashland cost?

    Ashland vacation rentals are C$ 367/night on average. However, you may find that prices fluctuate depending on the time of year. For example, October is the most expensive month to book a vacation rental in Ashland, and October is often the cheapest month to book. Recently, our users found rentals for C$ 43/night - which is currently the cheapest price. Keep in mind that anything C$ 303/night or less is still considered a good deal.

  • What part of Ashland is best to stay in?

    Downtown is the best part of Ashland to stay in based on our user data. Out of all our users who looked at Ashland vacation rentals, 83% of them looked for stays in the Downtown neighbourhood in the last year. The East Main Downtown Bungalow happens to be the most popular vacation rental in the Downtown neighbourhood of Ashland.

  • Are there any Resort vacation rentals in Ashland?

    Yes, there are 3 Resort vacation rentals in Ashland. According to our data, Lithia Springs Resort is currently the most popular Resort rental in the city.

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