Ashland, OR Vacation Rentals

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Ashland Travel Guide

Ashland, Oregon is a small city in southern Oregon best known for hosting the Oregon Shakespeare Festival. The festival usually draws in around 400,000 guests to the city and performs a total of 11 plays on average, beginning every February.

Things to Do in Ashland

While the festival is a huge hit, there are plenty of other things to do while in Ashland. Head to Caldera’s Brewing Tap House and try some of the unique brews available. If you’re looking for nature, head to the Rogue River Valley for river rafting, fishing, hiking, and some of the prettiest views in the region. Other top parks include Lithia Park, Emigrant Lake, and Ashland Creek. ScienceWorks Museum and Garfield Park are top attractions for kids in Ashland. Ashland locals are reserved and may not go out of their way to greet you, but don’t let that fool you, the people in this town are kind natured and welcoming.

Best Time to Visit Ashland

The best time to visit is from February through November to catch some of the Oregon Shakespeare Festival.

Price and Availability in Ashland

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The cheapest day to stay at a vacation rental in Ashland tends to be Monday, while the most expensive day tends to be Friday. Vacation homes in Ashland tend to be busiest on Fridays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Ashland is in June, while the cheapest month is in December. The most popular time to book a vacation rental in Ashland is in the high season in July. Ashland has its low season in February, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Ashland

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81° 30°
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96° 35°
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This climate histogram shows you the weather patterns in Ashland. The hottest month in Ashland is May, when temperatures peak at 99 ˚F. The coolest month is January, when temperatures drop to 19 ˚F. The wettest month in Ashland is November with 4.18 inches of rain, while the driest month is October with 1.17 inches of rain.

What Expert Travelers Think

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    Max HobbsLTL Mandarin School
  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

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    JazThe Life of a Social Butterfly

Vacation Rentals in Ashland

Pick the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and many more. We have 1,307 vacation rentals, hotels and other accommodation types in Ashland ranging from budget options to extravagant places to stay. For those traveling on a budget, the most economical place to stay in Ashland is available at $17 per night. A typical vacation rental in Ashland costs on average $183 a night.

If you want an internet connection during your time in Ashland, then you can choose from over 473 accommodations that provide WiFi internet. We have 40 accommodations that include a breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 11 accommodations that have gym facilities. Driving to Ashland? Then choose one of the 473 places to stay that comes with a parking spot included. 55 accommodations come with a pool or jacuzzi

AllTheRooms has 108 pet-friendly places to stay in Ashland, so if you're traveling with your cat or dog you won't have any trouble.

We combine a wide variety of Ashland accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, including 431 places to stay from Airbnb, 60 accommodations from Priceline and 5 places to stay from Agoda.

707 of the rentals in Ashland have been rated by previous guests. They rated 71% as great. 462 accommodations allow instant booking.

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