Ashland vacation rentals

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your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 91 homes, 53 apartments, and other vacation rentals in Ashland that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, which might include WiFi and a washer and dryer. No matter what you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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In fair Ashland, where we lay our scene...

Best known for its world-class Shakespeare festival, this welcoming city has a super-arty college vibe, and feels smaller than it is, in a good way. An Ashland vacation rental gives you the kind of high culture that leaves the other theatrical hotspots sulking into their interval drinks, but it also does a fine line in brewpubs, quirky eateries, lively nightspots, and intrepid outdoor adventure. Not only that, but folks here are so friendly that you can understand why the thru-hikers from the Pacific Crest Trail are so reluctant to leave. After all, "what is the city but the people?"

Is this a Shakespeare festival I see before me?

In Ashland, "the play's the thing," and the Oregon Shakespeare Festival is an Ashland institution. For the last 80 years, it's been staging the best of the Bard along with up-to-the-minute works from more modern writers. It runs between February and November, putting on a heap of plays across several venues. Less famous, but just as good, is the Ashland Independent Film Festival. And if all that sounds like a bit too much sitting down for you, how about taking a stroll in the city's pride and joy, Lithia Park, or getting hands-on at ScienceWorks museum?

To Ashland or not to Ashland, there is no question

Though a good chunk of vacationers are in town for the theater, Ashland offers plenty of outdoor activities too. It's a much-loved R&R pit-stop on the Pacific Crest Trail, which accounts for the more extreme examples of beards and boots mixed up among the thespians. Water activities feature almost as prominently, especially rafting, kayaking, and fishing on the Rogue River. And when the snow comes, you can be sure that it won't be a winter of discontent for the daring souls shooting down the slopes at Mount Ashland Ski Area.

Shall I compare thee to a summer's day, O Ashland?

A "more lovely and more temperate" choice than an Ashland vacation rental is going to be a tall order. Sure, the odd dump of snow in the winter will leave those mountain tops "whiter than new snow upon a raven's back," and there's the occasional summer day when "too hot the eye of heaven shines," but generally the weather in Ashland is as refined as the city itself. Ashland tends to escape the worst of the North West's famous rain, but as the man himself said, "sometimes hath the brightest day a cloud." So bring a raincoat.

A vacation! A vacation! My kingdom for a vacation!

Thanks to its location in the foothills of the Siskiyou and Cascades mountains, the landscapes round Ashland are nothing short of spectacular. Rushing rivers, vast forests, and snow-capped peaks are the order of the day. To the south, you've got Siskiyou Mountain Park, with Mount Ashland an obvious point. Closer in to Ashland, it's more about the fields and orchards, and after all that nature, you might decide to sample the produce of one of the local vineyards. For as we all know, "good wine is a good familiar creature, if it be well used."

Transportation to and around Ashland

The nearest airport is in Rogue Valley Intl. Airport (MFR), located 14.4 mi (23.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Klamath Falls, OR (LMT-Klamath Falls Intl.), which is 49.7 mi (79.9 km) away.

Frequently asked questions

What is the best area to stay in Ashland when booking a vacation rental?

Historic Railroad District is one of the most sought-after neighborhoods to book a vacation property in Ashland. Stay here to enjoy the convenience and privacy that comes with having the whole place to yourself.

What is the most popular type of vacation rental accommodation in Ashland?

Houses are the most popular kind of vacation rental in Ashland, according to our data. Even if you have a different vision in mind, Vrbo has properties in many sizes and shapes. Explore our options to find your perfect match.

How much does it cost to rent a vacation rental in Ashland?

Property type, season and length of stay are some factors that can determine the price of a vacation home. Simply add your travel dates to find your dream escape. From quaint country cottages to plush villas, all Vrbo vacation rentals provide amazing value.

How much does it cost to rent a beach house in Ashland?

Prices for beach houses in Ashland may vary depending on the size and style of the property and when you plan to travel. Simply enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use our filter tool to refine your search results by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in Ashland?

Yes, there are. You'll find 59 vacation homes that welcome pets in Ashland on Vrbo. Our furry friends need a break too, so simply use our search function for pet-friendly vacation rentals to find a property where Spot can lap up the good times.

What are popular rental amenities in Ashland?

Tennis, a barbecue grill and a firepit rank as the most popular rental amenities in Ashland. Whether you're planning to travel alone, with your sweetheart or a group of best friends, Vrbo will help you find a vacation rental that matches your tastes with all the features you'll enjoy.

Are there large group vacation rentals in Ashland?

Ashland has seven vacation rentals that can host 10 or more guests. These properties come with all the space you need to share good times with your favorite people.

Are there vacation rentals in Ashland that welcome kids?

With 59 family-friendly vacation homes to choose from in Ashland, now is the perfect time to introduce the kids to the wonders of travel. Simply click on our "Properties good for families" filter box to look for stays that feature conveniences perfect for vacationing families, like living rooms, yards, entertainment units and bunk beds.

What are the top attractions for families in Ashland?

Keep the kids entertained at these leading family-friendly attractions in Ashland:

  • ScienceWorks Hands-On Museum
  • Emigrant Lake
  • Bull Gap Lower Trailhead

Are there one-bedroom vacation rentals in Ashland?

Yes, there are 28 one-bedroom properties in Ashland to select from. A one-bedroom vacation home is a great choice if it's just the two of you or if you're flying solo. Toss in more space, convenience and privacy than a standard hotel, and you're sure to have an unforgettable getaway.

Can I find two-bedroom vacation rentals in Ashland?

Ashland has 12 two-bedroom vacation rentals to choose from. Find a vacation home with all the space and privacy you're looking for at a price that won't break the bank on Vrbo.

Are there vacation rentals with WiFi in Ashland?

Ashland has nine vacation rentals with WiFi, so you'll be able to stay connected during your vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to scrolling social media, these Vrbo homes make it easy to go online.

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