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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73° 21°
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62° 19°
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58° 26°
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64° 20°
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67° 24°
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79° 27°
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Rainy days

This climate histogram shows you the weather patterns in Ashland. The hottest month in Ashland is May, when temperatures peak at 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

  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — 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
    My AnasaMy Anasa
  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit

Vacation Rentals in Ashland

Browse places to stay from all the best providers including Airbnb, Priceline, Agoda and more at AllTheRooms.com. AllTheRooms has 1,307 rentals, hotels and other great places to stay while you enjoy Ashland, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. If you are wanting to keep costs down, the lowest priced place to stay in Ashland is only $17 a night. The average price of a rental is $183 per night.

If you want to stay connected during your vacation, then you can choose from over 473 accommodations in Ashland that have WiFi. 40 of our accommodations come with breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 11 accommodations that have gyms. If you are driving to Ashland, you'll want to pick from 473 places to stay that provide parking. We have 55 vacation rentals that have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to choose one of the 108 pet-friendly accommodations available.

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 accommodations in Ashland have been reviewed and rated. 71% are rated great. 462 accommodations allow instant booking.

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