Holiday Rentals in Ashland

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Ashland

Hyatt Lake Mountain Retreat

9.8 out of 10, Exceptional, (83)
"The cabin was comfortable, clean, and our family of four had plenty of room. We would certainly book again!"
Hyatt Lake Mountain Retreat

Hyatt Prairie Mountain Cabin

10.0 out of 10, Exceptional, (56)
"Great cabin , loved our stay"
The price is €344
includes taxes & fees
2 Sept - 3 Sept
Hyatt Prairie Mountain Cabin

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (37)
"Lovely yard courtyard area with koi pond"
The price is €234
includes taxes & fees
1 Sept - 2 Sept
A Cowslip's Belle Inn

Chateau Herb ~ Miranda Carriage House Apt

9.6 out of 10, Exceptional, (4)
"Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided."
The price is €248
includes taxes & fees
1 Sept - 2 Sept
Chateau Herb ~ Miranda Carriage House Apt

Chateau Herbe ~ Oberon Suite w/ Kitchen

9.6 out of 10, Exceptional, (14)
"The apartment was lovely and host responsive. Our only issue was being secluded and away from town, but if you’re looking for a getaway, this is it."
The price is €214
includes taxes & fees
31 Aug - 1 Sept
Chateau Herbe ~ Oberon Suite w/ Kitchen

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is €444
includes taxes & fees
1 Sept - 2 Sept
Grandview of Ashland

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is €247
includes taxes & fees
1 Sept - 2 Sept
Barclay Klum House by WanderLodges

The Red Dragon House

10.0 out of 10, Exceptional, (93)
"We were looking for a nice quiet location close to the highway and this was perfect. It was very clean, the kitchen was beautiful and the welcome cookies were delicious. Thank you!"
The price is €176
includes taxes & fees
1 Sept - 2 Sept
The Red Dragon House

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

10.0 out of 10, Exceptional, (49)
"Perfect style for our family. Ages 3-75 stayed and each person enjoyed themselves! Well equipped for children."
The price is €501
includes taxes & fees
1 Sept - 2 Sept
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Railroad District, steps to downtown, everything you need to enjoy Ashland!

10.0 out of 10, Exceptional, (143)
"A very comfortable space with easy access to theaters and restaurants."
Railroad District, steps to downtown, everything you need to enjoy Ashland!

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

10.0 out of 10, Exceptional, (1)
"Very comfortable will definitely be staying again."
The price is €250
includes taxes & fees
8 Sept - 9 Sept
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Homey Rustic Cabin in the Cascades

Homey Rustic Cabin in the Cascades

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

9.0 out of 10, Wonderful, (2)
"Beautiful spot. My son and i had a lot of fun here. Perect sleeping weather at night and lucky enough to experience the mountains in a whole new way. Thank you for the opportunity to stay. Now get the water heater looked at lol."
The price is €240
includes taxes & fees
15 Sept - 16 Sept
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

10.0 out of 10, Exceptional, (27)
"This is a beautiful space in a beautiful setting. Everything was comfortable, clean, modern, functional, and beautiful! I didn't realize this was attached to the owner's home when I booked it, but it wasn't awkward at all. The space is private and separate. Enjoying the view from the front porch was a relaxing highlight at night. We loved staying here!"
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
The price is €186
includes taxes & fees
29 Sept - 30 Sept
Hanna's House by WanderLodges

Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

10.0 out of 10, Exceptional, (4)
"Absolutely perfect cabin. So cozy, full kitchen, hot tub was amazing. So convenient - thoughtfully stocked. We absolutely loved."
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (367)
"Great stay!"
The price is €95
includes taxes & fees
23 Sept - 24 Sept
Rocky Point Resort

Peach Street Inn by WanderLodges

2.0 star property
9.0 out of 10, Wonderful, (23)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
The price is €159
includes taxes & fees
6 Sept - 7 Sept
Peach Street Inn by WanderLodges

Harriman Springs Resort Cabin 3 - Cabins with a View

9.2 out of 10, Wonderful, (160)
"Very clean, nicely kept place. Unfortunately, never received any communication on how to get the key or what to do at checkout."
The price is €149
includes taxes & fees
9 Sept - 10 Sept
Harriman Springs Resort Cabin 3 - Cabins with a View

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (11)
"Very nice and hassle free check in "
The price is €233
includes taxes & fees
31 Aug - 1 Sept
Paschal Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Ashland Hotel Reviews

Find out more about Ashland

Find out more about Ashland

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as €95 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Ashland?

Yes, there are holiday rentals in Ashland close to ScienceWorks Hands-On Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Ashland like the picturesque gardens and acclaimed theatre scene this destination is known for. Leave some time to check out the lively festivals and top-notch restaurants during your visit.

What are some of the best holiday rentals that Ashland has to offer?

Grandview of Ashland: This highly rated holiday home rental in Ashland is located near the airport, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Chateau Herb ~ Miranda Carriage House Apt as a favourite home for rent in Ashland.

How many holiday rentals are there in Ashland?

Choose from 105 Expedia holiday rentals in Ashland for a memorable holiday.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Oregon Shakespeare Festival, whereas Lithia Park and Emigrant Lake are a couple of picturesque spots to enjoy the outdoors. Oregon Cabaret Theatre and Mount Ashland Ski Area are other places to visit while you're in town.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.