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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99° 41°
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This climate histogram shows you the weather patterns in Ashland. The warmest months in Ashland are May and April, when temperatures reach 101 ˚F. The coolest month is January, when temperatures drop to 19 ˚F. The wettest month in Ashland is December with 5.14 inches of rain, while the driest month is September with 0.2 inches of rain.

What Expert Travelers Think

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
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Vacation Rentals in Ashland

Browse vacation rentals from all your favorite providers including Airbnb, Priceline, Agoda and more at AllTheRooms.com. We have 1,307 vacation rentals, hotels and other accommodation types in Ashland ranging from inexpensive options to extravagant places to stay. A trip to Ashland can be budget-friendly - our lowest price accommodation is available at $17 per night. The average price of an accommodation is generally $183 per night.

If you need an internet connection during your time in Ashland, then you can choose from over 473 accommodations that have WiFi internet. 40 places to stay include a morning meal. You can keep up with your workout regime by staying at one of 11 accommodations that provide gym facilities. If you're planning on getting to Ashland by car, be sure to choose from 473 accommodations that provide parking. 55 accommodations come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 108 accommodations that are designated as pet-friendly.

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 accommodations in Ashland have been reviewed; 71% are rated excellent or good. 462 accommodations allow instant booking.

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