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Ashland Holiday Rentals

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Our top choices for Ashland holiday rentals

Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
The price is NZ$709
includes taxes & fees
22 June - 23 June
Savage Upon Siskiyou

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is NZ$685
includes taxes & fees
25 June - 26 June
Grandview of Ashland

The Red Dragon House

The Red Dragon House
Ashland
10.0 out of 10, Exceptional, (113 reviews)
"Fun place, great theme, easy place to stay!"
United States
Garrett P.
The price is NZ$352
includes taxes & fees
13 July - 14 July
The Red Dragon House

Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Owl Creek Cabin Mountain Getaway near Ashland, Oregon
Ashland
8.6 out of 10, Excellent, (4 reviews)
"Beautiful spot. Kind host."
United States
Lisa F.
The price is NZ$388
includes taxes & fees
23 June - 24 June
Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Gorgeous Lakeside BarnHOUSE + SAUNA!

Gorgeous Lakeside BarnHOUSE + SAUNA!
Ashland
9.4 out of 10, Exceptional, (8 reviews)
"Super nice place and great host what a gem"
United States
Robert
The price is NZ$548
includes taxes & fees
21 June - 22 June
Gorgeous Lakeside BarnHOUSE + SAUNA!

Hot tub | Sauna |Firepit |Sleeps 6!

Hot tub | Sauna |Firepit |Sleeps 6!
Ashland
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely stunning property in the hills of Ashland!"
United States
Heather K.
The price is NZ$841
includes taxes & fees
25 June - 26 June
Hot tub | Sauna |Firepit |Sleeps 6!

Homey Rustic Cabin in the Cascades

Homey Rustic Cabin in the Cascades
Jackson County
10.0 out of 10, Exceptional, (2 reviews)
"Great location cabin was perfect for a group large upstairs sleeping areas. Outside was great "
United Kingdom
Troy K.
The price is NZ$610
includes taxes & fees
21 June - 22 June
Homey Rustic Cabin in the Cascades

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44
Jackson County
10.0 out of 10, Exceptional, (4 reviews)
"One night stay, very peaceful "
United Kingdom
Joshua S.
The price is NZ$545
includes taxes & fees
28 June - 29 June
Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40
Ashland
9.2 out of 10, Wonderful, (5 reviews)
"It was a nice family kind of place we loved it."
United Kingdom
Nicole F.
The price is NZ$545
includes taxes & fees
28 June - 29 June
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt
Ashland
9.8 out of 10, Exceptional, (8 reviews)
"Perfect huge Chateau territory! Clean rooms) quiet territory. The hosts are always available. "
United States
Irina
The price is NZ$476
includes taxes & fees
22 June - 23 June
Chateau Herb ~ Miranda Carriage House Apt

Cabin #14 at Hyatt Lake Resort

Cabin #14 at Hyatt Lake Resort
Jackson County
The price is NZ$623
includes taxes & fees
29 June - 30 June
Cabin #14 at Hyatt Lake Resort

Cabin #5 at Hyatt Lake Resort

Cabin #5 at Hyatt Lake Resort
Jackson County
The price is NZ$548
includes taxes & fees
13 July - 14 July
Cabin #5 at Hyatt Lake Resort

Boccard Point Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Boccard Point Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
Ashland
The price is NZ$949
includes taxes & fees
29 June - 30 June
Boccard Point Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Chateau Herbe ~ Rosalind Carriage House beautiful 1 bedroom Apartment

Chateau Herbe ~ Rosalind Carriage House beautiful 1 bedroom Apartment
Ashland
9.6 out of 10, Exceptional, (5 reviews)
"We loved the Chateau Herbe and would love to stay again if there was ever another opportunity!"
United States
John E.
The price is NZ$400
includes taxes & fees
21 June - 22 June
Chateau Herbe ~ Rosalind Carriage House beautiful 1 bedroom Apartment

Whimsy on B | The Studio

Whimsy on B | The Studio
Historic Railroad District
The price is NZ$416
includes taxes & fees
29 June - 30 June
Whimsy on B | The Studio

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake
Jackson County
9.4 out of 10, Exceptional, (3 reviews)
"This was our second time staying at this cabin. Once again it was an amazing trip. We really enjoyed our quiet peaceful nights in the hot tub. Celebrated Thanksgiving there it was exactly what we wanted. Can’t wait for our next trip. "
United States
Taryn T.
The price is NZ$523
includes taxes & fees
28 June - 29 June
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Whimsy on B | 2BR Steps to Downtown

Whimsy on B | 2BR Steps to Downtown
Historic Railroad District
The price is NZ$651
includes taxes & fees
22 June - 23 June
Whimsy on B | 2BR Steps to Downtown

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Great ~ memorable stay. "
United States
Melissa
Barclay Klum House by WanderLodges

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (225 reviews)
"Great spot, close to town, cozy and comfortable!"
United States
Carey C.
The price is NZ$501
includes taxes & fees
22 June - 23 June
The Ashland Cottage, walk to town

Whimsy on B | 2BR + Studio Near OSF

Whimsy on B | 2BR + Studio Near OSF
Historic Railroad District
The price is NZ$853
includes taxes & fees
22 June - 23 June
Whimsy on B | 2BR + Studio Near OSF
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, 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 NZ$194 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?

Chateau Herb ~ Miranda Carriage House Apt: This highly rated holiday home rental in Ashland offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind. Our travellers also rate Gorgeous Lakeside BarnHOUSE + SAUNA! as a favourite home for rent in Ashland.

How many holiday rentals are there in Ashland?

Choose from 104 Expedia holiday rentals in Ashland for a memorable holiday.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Angus Bowmer Theatre, whereas Lithia Park and Rogue River-Siskiyou National Forest are a couple of picturesque spots to enjoy the outdoors. Oregon Shakespeare Festival and Oregon Cabaret Theatre 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.