Ashland, OR Vacation Rentals

Our Favorite Vacation Rentals in Ashland

Ashland Vacation Rentals with Wi-Fi

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 Index in Ashland

Most expensive

Most availability

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

64º 17º

0.99

55º 11º

3.92

67º 24º

5.79

68º 25º

2.02

72º 27º

1.89

92º 29º

1.11

103º 40º

1.14

98º 45º

55º 11º

3.92

101º 33º

0.44

84º 28º

0.6

73º 26º

2.25

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Rainy days

This climate histogram shows you the weather patterns in Ashland. The warmest months in Ashland are July and April, when temperatures reach 103 ˚F. The coolest month is January, when temperatures drop to 11 ˚F. The wettest month in Ashland is February with 5.79 inches of rain, while the driest month is September with 0.44 inches of rain.

Vacation Rentals in Ashland

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, VRBO, Glamping Hub and more. AllTheRooms has 4648 vacation rentals, hotels and other great places to stay during your time in Ashland, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. For those traveling on a budget, the cheapest place to stay in Ashland is available at $23 per night. The average price of accommodation in is $194 per night.

If you want to stay connected during your trip, then you can choose from over 898 accommodations in Ashland that have WiFi. We have 44 accommodations that come with a breakfast included. Choose from 26 places to stay that provide gym facilities, so you won't miss a single workout. If you are driving to Ashland, you'll want to pick from 842 places to stay that provide parking. We have 72 places to stay that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 194 accommodations that are designated as pet-friendly.

In Ashland AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 7 providers, including 654 places to stay from Airbnb, 64 accommodations from VRBO and 64 places to stay from Glamping Hub.

2584 accommodations in Ashland have been reviewed: 70% are rated excellent or good. You can instantly book any of 1620 places to stay right now.

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