Ashland holiday rentals

We found 230 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 89 homes, 52 apartments and other holiday rentals in Ashland that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a garden. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The captivating area of Ashland awaits your stay

Enjoy the area's entertainment, theatre scene and opera with a rental holiday home in Ashland. Travellers to this welcoming city praise the festivals, gardens and cafes. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Ashland

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Ashland a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Mount Ashland Ski Area (7.8 mi / 12.5 km)
  • Rogue Valley Country Club (10.6 mi / 17.1 km)
  • Rogue Valley Family Fun Center (16.1 mi / 25.8 km)
  • Paschal Winery (5 mi / 8.1 km)
  • EdenVale Winery (9.3 mi / 15 km)
  • Centennial Golf Club (9.4 mi / 15.1 km)

Exploring the gardens and other natural features in Ashland

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Ashland is a great place to get outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Lithia Park (0.5 mi / 0.9 km)
  • Lithia & Driveway Fields (9.6 mi / 15.4 km)
  • Roxy Ann Peak and Prescott Park (11.4 mi / 18.3 km)
  • Medford Railroad Park (13.5 mi / 21.8 km)
  • Howard Prairie Lake (16.1 mi / 26 km)
  • North Mountain Park (0.7 mi / 1.2 km)

Transport to and around Ashland

The nearest airport is in Medford, OR (MFR-Rogue Valley Intl.), located 14.4 mi (23.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to 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 holiday home?

Historic Railroad District is one of the most sought-after neighbourhoods to book a holiday 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 holiday home accommodation in Ashland?

Houses are the most popular kind of holiday home 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 holiday home in Ashland?

Property type, season and length of stay are some factors that can determine the price of a holiday home. Simply add your travel dates to find your dream escape. From quaint country cottages to plush villas, all Vrbo holiday homes 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 holiday homes in Ashland?

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

What are popular home amenities in Ashland?

Tennis, a barbecue grill and a firepit rank as the most popular home 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 holiday home that matches your tastes with all the features you'll enjoy.

Are there large group holiday homes in Ashland?

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

Are there holiday homes in Ashland that welcome kids?

With 59 family-friendly holiday 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 holidaying 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 holiday homes in Ashland?

Yes, there are 28 one-bedroom properties in Ashland to select from. A one-bedroom holiday 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 holiday homes in Ashland?

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

Are there holiday homes with WiFi in Ashland?

Ashland has nine holiday homes with WiFi, so you'll be able to stay connected during your holiday. 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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