Ashland boasts an array of vacation rentals ranging from quaint cottages and apartments to spacious and beautiful Victorian houses and modern homes with full amenities. For nature buffs, choose a vacation rental on the outskirts of the city limits in a chalet – or even a renovated barn.
Choose the perfect vacation rental
Best Vacation Home Deals in Ashland
Compare and find a dreamlike property from $96 per night by searching and comparing the 851 properties listed in Ashland. With HomeToGo, you can instantly search and compare the offers of each available property to find the best price and save up to 60%.
Top-Rated Rentals and Accommodations in Ashland
Recommended Vacation Rentals in Ashland
Find your perfect vacation rental in Ashland: from $95 per night
Budget-friendly Vacation Rentals in Ashland
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Ashland accommodation with high-speed internet.
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a Ashland rental with full kitchen.
Vacation homes and rentals with a yard
Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Ashland with private yards.
Popular Rental Amenities in Ashland
Properties can be chosen based on the amenities they offer. Above, you will find the number of properties that provide a specific amenity in Ashland. Most of the vacation rentals in Ashland provide "Internet" or "Air conditioning," which makes it a fantastic vacation destination if you need internet access during your vacation or you want to tune out with some TV time. Three features that are not common are "Smoking," "Fenced," and "Parking."
The Weather in Ashland
You can see our climate diagram above. During July, maximum temperatures go up to more than 93° However, temperatures can go lower than 30° in Ashland in January. The rainiest month is December while the driest month is July.
7-Day Weather Forecast in Ashland
Accommodations for your vacation in Ashland
Flavors for all palates
Ashland's East Main Street and Siskiyou Boulevard offer many eateries within quick walking distance. For breakfast, try the lemon ricotta stuffed French toast at Morning Glory Cafe. For brunch, skip on over to Brothers' Restaurant for a Mediterranean grilled cheese sandwich and an organic lemonade. In the evening, stroll to Alchemy Restaurant and Bar and order the scallop and cockles with a craft cocktail like "A Date with the Night". You won't regret it!
Excursions and activities for everyone
Situated in the bio diverse Siskiyou Mountain Range at the southern tip of the fertile Rogue Valley, Ashland naturally offers a wide range of activities for all ages. Spend your day skiing and playing in the snow on nearby Mount Ashland at the first certified sustainable ski resort Mt. Ashland Ski Area. Go white water rafting or horseback riding just minutes from the town center. Rent a mountain bike and ride a loop on Ashland's scenic Lithia Park Trail. For wine tasters and connoisseurs, take a wine and artisan food tour in a 20 mile radius of beautiful foothill and valley landscape.
Last but not least, and without further ado – Shakespeare! Yes, your Ashland vacation getaway will be complete when you take in at least one live theatrical production of the renowned Oregon Shakespeare Festival. Started in 1935 and boasting hundreds of productions since its inception, the Oregon Shakespeare Festival has evolved to offer theater-goers crème de la crème actors and encore performances. Book ahead of time for the annual February-November season and enjoy live, quality theater practically at your vacation house doorstep.
Information about vacation rentals in Ashland
|🏡 Vacation rentals||850 properties|
|💳 Possible discounts||up to 61%|
|🌙 Nightly prices starting at||$95|
|⭐ Popular amenities||Internet, Air conditioning and TV|
|🐾 Pet friendly accommodations||85 properties|
|🏊 Vacation rentals with pools||273 properties|
Frequently Asked Questions
What is the average price per night for a vacation home in Ashland?
The average accommodation in Ashland is priced at $95 per night. If you would like to stay in a house rental, the average price is $579 per night. A bed & breakfast Ashland will cost $291 per night on average.
How many vacation rentals are available for booking in Ashland?
Currently there are 850 rentals available for booking for your trip.
What are the most popular amenities for vacation homes in Ashland?
If you're looking to book a vacation rental in Ashland, others search for homes with Internet, Air conditioning and TV.
How many vacation rentals with a pool are there in Ashland?
Check out 273 vacation rentals available in Ashland for renting.
Are dogs allowed in vacation homes in Ashland?
Finding a rental in Ashland that allows pets is possible, with 85 pet-friendly available.
What's the best time of year to travel to Ashland?
The warmest months in Ashland are July and August, with temperatures around 93 °F. The coldest months in Ashland are January and December, with 30 °F on average.
We list offers from thousands of providers, including:
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