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Holiday hires 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 ($185). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $528.

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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 $173 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 22 gennaio 2026
These are the lowest prices we've found on holiday rentals in Ashland at the moment. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Callahan's Mountain Lodge
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Ashland, OR, United States
16.1 km from city centre
$173
Avg. per night
View Deal

Other accommodations in Ashland

Find the perfect holiday rental for your stay in Ashland. There are 243 hotels in Ashland and price data was last updated on 22 gennaio 2026. 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
$116
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
$111
Avg. per night
View Deal
Callahan's Mountain Lodge
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Ashland, OR, United States
16.1 km from city centre
$173
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 22 gennaio 2026.
Scroll through the map to find holiday rentals close to the Ashland neighbourhood(s) you plan on visiting. More information on a given vacation rental can be accessed by clicking the holiday rental's name within the map.

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 22 gennaio 2026.

  • How much does a holiday rental in Ashland cost?

    $295 per night is how much a holiday rental in Ashland costs, on average. $45 per night was the cheapest price recently found by our users, though anything for $287 per night or less is a good deal. Keep in mind that Ashland holiday rental prices fluctuate throughout the year: the most expensive month to book is September, and the cheapest time to book is October.

  • Are there any Resort holiday rentals in Ashland?

    If you’re looking to book a Resort holiday rental in Ashland, then you have 3 to choose from. We recommend looking at Lithia Springs Resort as it’s currently the most popular Resort rental among our users.

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