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Holiday rentals in Ashland

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Travel insights for holiday rentals in Ashland

Use these up-to-date, data-driven insights about booking a holiday 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 Monday ($228). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $729.
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Cheapest holiday 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 $190 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 10 December 2025
Currently, these are the lowest-priced holiday rentals in Ashland we've come across for the dates selected. If you have the flexibility, change the dates selected to compare prices.
Callahan's Mountain Lodge
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Ashland, OR, United States
16.1 km from city centre
$190
Avg. per night
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Other accommodations in Ashland

Find the perfect holiday rental for your stay in Ashland. There are 245 hotels in Ashland and price data was last updated on 10 December 2025. The average price for a hotel in Ashland is .
Stratford Inn
Stratford Inn

Stratford Inn

555 Siskiyou Boulevard, Ashland, OR, United States
0.3 km from city centre
Pool
Free Wi-Fi
Parking
$154
Avg. per night
View Deal
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
$157
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
$137
Avg. per night
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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
$116
Avg. per night
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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
$348
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 10 December 2025.
Scroll to and zoom in on the areas in Ashland you plan on visiting to find nearby properties. Clicking on a holiday 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 10 December 2025.

  • How much does a holiday rental in Ashland cost?

    $422/night is a typical cost for a holiday rental in Ashland throughout the year. Rental prices do vary though, and you’ll find that May is the most expensive month to book, and October is the cheapest month to book. HotelsCombined users recently found Ashland holiday rentals for as low as $53/night. In general, any Ashland rental for $374 or less is a good deal.

  • Are there any Resort holiday rentals in Ashland?

    At the moment, there are 3 properties listed as a Resort holiday rental in Ashland. A popular Resort in Ashland amongst our users is Lithia Springs Resort.

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