Ashland Holiday Rentals

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Holiday Rentals in Ashland

Hyatt Lake Mountain Retreat
Fridge, microwave, oven, stovetop

Hyatt Lake Mountain Retreat

9.8 out of 10, Exceptional, (82)
"The cabin was comfortable, clean, and our family of four had plenty of room. We would certainly book again!"
Hyatt Lake Mountain Retreat
A Cowslip's Belle Inn
Terrace/patio

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (36)
"This was the perfect place to stay. Very charming and cute. Steve, the property manager, was awesome. Not only did he take the time to walk us through everything when we arrived but he also gave us restaurant recommendations where we could take our pups. Highly recommend. "
The price is HK$1,521
HK$2,132 total
includes taxes & fees
25 Aug - 26 Aug
A Cowslip's Belle Inn
Chateau Herb ~ Miranda Carriage House Apt
Outdoor spa tub

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 HK$1,139
HK$1,680 total
includes taxes & fees
26 Aug - 27 Aug
Chateau Herb ~ Miranda Carriage House Apt
Chateau Herbe ~ Oberon Suite w/ Kitchen
Outdoor spa tub

Chateau Herbe ~ Oberon Suite w/ Kitchen

9.6 out of 10, Exceptional, (14)
"This was such a beautiful property and our suite was so clean! We will be back :)"
The price is HK$1,477
HK$2,031 total
includes taxes & fees
14 Sept - 15 Sept
Chateau Herbe ~ Oberon Suite w/ Kitchen
Ashland Lodge w/ Lake Views & Game Room Loft
Exterior

Ashland Lodge w/ Lake Views & Game Room Loft

10.0 out of 10, Exceptional, (73)
"Clean, beautiful great location and pond."
Ashland Lodge w/ Lake Views & Game Room Loft
Grandview of Ashland
Terrace/patio

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 HK$1,942
HK$3,624 total
includes taxes & fees
2 Sept - 3 Sept
Grandview of Ashland
Barclay Klum House by WanderLodges
Private kitchen

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is HK$1,121
HK$2,258 total
includes taxes & fees
2 Sept - 3 Sept
Barclay Klum House by WanderLodges
The Red Dragon House
Exterior

The Red Dragon House

10.0 out of 10, Exceptional, (91)
"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 HK$1,368
HK$1,571 total
includes taxes & fees
25 Aug - 26 Aug
The Red Dragon House
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Outdoor spa tub

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 HK$2,048
HK$4,601 total
includes taxes & fees
23 Sept - 24 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!
Fridge, microwave, oven, stovetop

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!
In the historic railroad district, walking distance to all the best of Ashland!
Outdoor dining

In the historic railroad district, walking distance to all the best of Ashland!

10.0 out of 10, Exceptional, (188)
"We thoroughly enjoyed our stay in the house with easy access to everything in the theater district! The house is comfortable and well stocked. We'll be back!"
In the historic railroad district, walking distance to all the best of Ashland!
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40
Fridge, microwave, oven, stovetop

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 HK$1,387
HK$2,506 total
includes taxes & fees
7 Sept - 8 Sept
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
Terrace/patio

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

10.0 out of 10, Exceptional, (26)
"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.
Homey Rustic Cabin in the Cascades
Exterior

Homey Rustic Cabin in the Cascades

The price is HK$1,141
HK$2,608 total
includes taxes & fees
16 Sept - 17 Sept
Homey Rustic Cabin in the Cascades
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake
Outdoor dining

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 HK$1,305
HK$2,407 total
includes taxes & fees
7 Sept - 8 Sept
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake
Hanna's House by WanderLodges
Private kitchen

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 HK$946
HK$1,660 total
includes taxes & fees
7 Sept - 8 Sept
Hanna's House by WanderLodges
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
Exterior

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."
The price is HK$1,669
HK$3,471 total
includes taxes & fees
7 Sept - 8 Sept
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
Hiking Trail On-site: Mtn-view Eagle Point Retreat
Interior

Hiking Trail On-site: Mtn-view Eagle Point Retreat

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very cute and cozy place to stay in the country. We met a bunch of wild turkey and deer in trip back and forth to home. The place was clean, inviting and privare. Enjoyed our stay!"
Hiking Trail On-site: Mtn-view Eagle Point Retreat
Rocky Point Resort
Sun deck

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (367)
"Great stay!"
The price is HK$767
HK$870 total
includes taxes & fees
27 Aug - 28 Aug
Rocky Point Resort
Peach Street Inn by WanderLodges
Private kitchen

Peach Street Inn by WanderLodges

2.0 star property
9.0 out of 10, Wonderful, (22)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
The price is HK$785
HK$1,450 total
includes taxes & fees
26 Aug - 27 Aug
Peach Street Inn by WanderLodges
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
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"Homey family owned hotel. Staff was super friendly and helpful. Breakfast was fresh and delicious, NOT your typical hotel packaged continental food."
Cheryl 1-night trip
Posted 9 hours ago
Callahan's Mountain Lodge

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?

Barclay Klum House by WanderLodges: This highly rated holiday home rental in Ashland is located near the airport, and has a private garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Our travellers also rate Ashland Lodge w/ Lake Views & Game Room Loft as a favourite home for rent in Ashland.

How many holiday rentals are there in Ashland?

Choose from 131 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.