Holiday Rentals in Ashland

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Holiday Rentals in Ashland

Cottage in Ashland

10.0 out of 10, Exceptional, (18)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is €159
includes taxes & fees
1 Dec - 2 Dec
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Holiday Home in Ashland

10.0 out of 10, Exceptional, (31)
"Can't say enough good things about our stay here! This space is so thoughtfully hosted and arranged. We stayed for two nights in between camping stints in some national parks, and we especially appreciated the luxuriously comfortable beds and well-stocked kitchen tools as we refreshed ourselves, ate a couple of home-cooked meals, and took in the adorable downtown nearby."
United States
Katie M.
The price is €228
includes taxes & fees
30 Nov - 1 Dec
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Cabin in Jackson County

10.0 out of 10, Exceptional, (1)
"Great location cabin was perfect for a group large upstairs sleeping areas. Outside was great "
United Kingdom
Troy K.
The price is €310
includes taxes & fees
30 Nov - 1 Dec
Homey Rustic Cabin in the Cascades

Cabin in Ashland

10.0 out of 10, Exceptional, (57)
"Great, cozy cabin in a beautiful location."
United States
Sara F.
The price is €363
includes taxes & fees
30 Nov - 1 Dec
Hyatt Prairie Mountain Cabin

Cottage in Historic Railroad District

10.0 out of 10, Exceptional, (59)
"Great Location and Comfortable Unit."
United States
John V.
The price is €188
includes taxes & fees
8 Dec - 9 Dec
Courtside Cottage - WalkScore 93 - Dog Friendly

Cabin in Ashland

8.0 out of 10, Very good, (1)
"The cabin was nice, had everything we needed. The heat was turned off when we got there, took awhile for it to warm up. Extra blankets would be a nice thing to add. "
United States
Chad B.
The price is €265
includes taxes & fees
30 Nov - 1 Dec
Hot Tub! Homey Modern Cabin on Hyatt Lake 32

Apartment in Ashland

10.0 out of 10, Exceptional, (25)
"Our out of town in-laws loved their stay. We highly recommend it!"
United States
Alessandro C.
The price is €180
includes taxes & fees
30 Nov - 1 Dec
Cozy Ashland Studio: King Bed, 1 mile from Plaza!

Cottage in Skidmore Academy Historic District

10.0 out of 10, Exceptional, (6)
"Enjoyed our stay"
United States
Julie M.
The price is €183
includes taxes & fees
11 Dec - 12 Dec
Charming carriage house in Ashland near downtown

Apartment in Ashland

10.0 out of 10, Exceptional, (2)
"My daughter lives in the area. Five adults stayed here for 3 nights. Beautiful location! Everyone loved the hot tub"
United States
Natalie N.
The price is €245
includes taxes & fees
30 Nov - 1 Dec
Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.

Holiday Home in Ashland

10.0 out of 10, Exceptional, (102)
"I was very comfortable for My family and my two dogs, Mike and Mindy are very hospitable and very kind to work with. House is always clean. Always relaxing to go there. Will definitely come back"
United States
karen
The price is €179
includes taxes & fees
30 Nov - 1 Dec
The Red Dragon House

Cabin in Ashland

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."
United States
Jenna D.
The price is €322
includes taxes & fees
1 Dec - 2 Dec
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Cabin in Ashland

10.0 out of 10, Exceptional, (1)
"This place exceeded expectations. Very clean, well maintained, and well built cabin with a loft and jacuzzi tub. The restaurant was closed, but the Hyatt was 8 minutes away, and was told by the helpful person there that the restaurant will open again soon. Will definitely look to book another say during winter."
United States
Ryan G.
Hobart Peak Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Holiday Home in Ashland

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."
United States
Catherine J.
The price is €196
includes taxes & fees
1 Dec - 2 Dec
Chateau Herb ~ Miranda Carriage House Apt

Cabin in Ashland

9.4 out of 10, Exceptional, (3)
"It was a nice family kind of place we loved it."
United Kingdom
Nicole F.
The price is €265
includes taxes & fees
30 Nov - 1 Dec
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Holiday Home in Ashland

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is €254
includes taxes & fees
30 Nov - 1 Dec
Barclay Klum House by WanderLodges

Holiday Home in Jackson County

10.0 out of 10, Exceptional, (1)
"Everybody here has been so nice. This has been an amazing experience we will be back. "
United States
izak p.
The price is €223
includes taxes & fees
1 Dec - 2 Dec
Cabin #4 at Hyatt Lake Resort

Cabin in Jackson County

10.0 out of 10, Exceptional, (4)
"One night stay, very peaceful "
United Kingdom
Joshua S.
The price is €265
includes taxes & fees
30 Nov - 1 Dec
Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

Cottage in Siskiyou-Hargadine Historic District

10.0 out of 10, Exceptional, (210)
"Great place for a couple. Nice house. Good location."
United States
Tamara H.
The Ashland Cottage, walk to town

Cabin in Jackson County

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."
United States
Joshua T.
The price is €253
includes taxes & fees
30 Nov - 1 Dec
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Apartment in Siskiyou-Hargadine Historic District

10.0 out of 10, Exceptional, (34)
"This is the second time I’ve stayed here and I just LOVE it! You have everything needed for a relaxing break—the outside seating areas and the huge soaking tub make it extra special. Also so close to the downtown area and theater options. "
United States
Julie G.
The price is €158
includes taxes & fees
1 Dec - 2 Dec
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
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.
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Top Ashland Hotel Reviews

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 €178 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 renowned opera 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. Other favourite homes for rent in Ashland are New Downtown 3 Bedroom Upstairs Flat with views and Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly.

How many holiday rentals are there in Ashland?

Choose from 102 Expedia holiday rentals in Ashland for a memorable holiday.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Thomas Theatre, whereas Lithia Park and Howard Prairie Lake are a couple of picturesque spots to enjoy the outdoors. Oregon Shakespeare Festival and Ashland Library 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.