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Ashland, OR Vacation Rentals

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Our Favorite Vacation Rentals in Ashland

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Ashland Vacation Rentals with a Pool

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Ashland Vacation Rentals with Wi-Fi

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Ashland Pet-Friendly 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 most expensive month to stay in a vacation rental in Ashland is in June, while the cheapest month is in February. 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 cheapest day to stay at a vacation rental in Ashland tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Ashland tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.

The Weather in Ashland

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66º 26º
1.33
64º 21º
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66º 26º
1.33
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This climate histogram shows you the weather patterns in Ashland. The hottest month in Ashland is June, when temperatures peak at 99 ˚F. The coolest month is November, when temperatures drop to 18 ˚F. The wettest month in Ashland is December with 2.37 inches of rain, while the driest month is September with 0.37 inches of rain.

What Expert Travelers Think

Vacation Rentals in Ashland

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, VRBO, Glamping Hub and more. Ashland has 1,258 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. For those trying to keep costs down, the lowest priced place to stay in Ashland comes in at $27 per night. On average, a place to stay in Ashland will cost you $191 per night.

If you want to stay connected during your trip, then you can choose from over 465 accommodations in Ashland that have WiFi. 31 of our accommodations in include a breakfast in the price. You can keep up with your workout regime by staying at one of 9 accommodations that provide gym facilities. If you are driving to Ashland, you'll want to pick from 442 places to stay that provide parking. 44 accommodations come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 103 accommodations that are designated as pet-friendly.

In Ashland AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 7 providers, including 351 places to stay from Airbnb, 32 accommodations from VRBO and 32 places to stay from Glamping Hub.

654 of our places to stay in Ashland have been rated by previous guests. They rated 66% as excellent or good. 366 accommodations allow instant booking.

Destinations near Ashland

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