Destination Photo

Ashland, OR Vacation Rentals

Our Favorite Vacation Rentals in Ashland

Ashland Vacation Rentals with a Pool

Ashland Vacation Rentals with Wi-Fi

Ashland Pet-Friendly Vacation Rentals

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

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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 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 Weather in Ashland

95º 38º
0.61
99º 41º
0.04
98º 42º
0
91º 34º
0.37
80º 29º
0.39
69º 18º
1.46
59º 23º
2.37
66º 26º
1.33
64º 21º
0.76
70º 20º
1.62
85º 24º
2.28
88º 34º
1.06
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Rainy days
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

At AllTheRooms.com we have rentals from all of the leading providers - Airbnb, Bed and Breakfast, Priceline and others. Ashland has 1,276 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. If you are wanting to save money, the cheapest place to stay in Ashland is just $27 a night. The average price of an accommodation is around $191 per night.

If you have to have an internet connection during your stay in Ashland, then you can choose from over 464 places to stay that have WiFi internet. 30 of our accommodations include a breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 9 accommodations that have gyms. Driving to Ashland? Then choose one of the 439 places to stay that comes with a parking spot included. 44 places to stay have a a pool or jacuzzi

AllTheRooms has 102 pet-friendly places to stay in Ashland, so if you're traveling with your cat or dog you won't have any problems.

In Ashland AllTheRooms currently compares hotels, vacation rentals, hostels from more than 4 providers, including 349 places to stay from Airbnb, 6 accommodations from Bed and Breakfast and 6 places to stay from Priceline.

651 of the accommodations in Ashland have been reviewed by previous guests. They rated 66% as excellent or good. You can instantly book any of 363 places to stay right now.