Holiday Rentals in Ashland

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Holiday Rentals in Ashland

Hyatt Lake Mountain Retreat

9.8 out of 10, Exceptional, (81)
"The cabin was comfortable, clean, and our family of four had plenty of room. We would certainly book again!"
Hyatt Lake Mountain Retreat

Ashland Lodge w/ Lake Views & Game Room Loft

10.0 out of 10, Exceptional, (73)
"What an incredible property with so much history! We had a fantastic friends long weekend here - the house was well appointed and the property and surrounding land had so much room for activities. Loved our time here, and hope to come back in the future."
Ashland Lodge w/ Lake Views & Game Room Loft

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (35)
"What a wonderful place to stay! The owners were very cordial and offered suggestion about places to go. We particularly loved to Koi pond right off our deck. "
The price is €235
includes taxes & fees
5 Aug - 6 Aug
A Cowslip's Belle Inn

Chateau Herb ~ Miranda Carriage House Apt

10.0 out of 10, Exceptional, (3)
"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 €277
includes taxes & fees
3 Sept - 4 Sept
Chateau Herb ~ Miranda Carriage House Apt

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is €264
includes taxes & fees
1 Sept - 2 Sept
Barclay Klum House by WanderLodges

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

10.0 out of 10, Exceptional, (47)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
The price is €536
includes taxes & fees
22 Aug - 23 Aug
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

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

10.0 out of 10, Exceptional, (186)
"Lovely old-fashioned cottage for friends to share"
In the historic railroad district, walking distance to all the best of Ashland!

Hyatt Prairie Mountain Cabin

10.0 out of 10, Exceptional, (55)
"Great cabin , loved our stay"
Hyatt Prairie Mountain Cabin

Chateau Herbe ~ Oberon Suite w/ Kitchen

9.6 out of 10, Exceptional, (13)
"This was such a beautiful property and our suite was so clean! We will be back :)"
The price is €205
includes taxes & fees
5 Aug - 6 Aug
Chateau Herbe ~ Oberon Suite w/ Kitchen

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

10.0 out of 10, Exceptional, (1)
"Very comfortable will definitely be staying again."
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

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.

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

10.0 out of 10, Exceptional, (141)
"A very comfortable space with easy access to theaters and restaurants."
Railroad District, steps to downtown, everything you need to enjoy Ashland!

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."
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

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 €187
includes taxes & fees
11 Aug - 12 Aug
Hanna's House by WanderLodges

232 4th Street

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location with easy access to downtown Ashland. We were able to walk nearly everywhere we wanted to go and enjoyed the neighborhood shops. Overall the neighborhood was quiet and the accommodations were what we wanted. "
232 4th Street

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

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 €447
includes taxes & fees
5 Aug - 6 Aug
Grandview of Ashland

HOT TUB! Mountain Lake Cabin 33

10.0 out of 10, Exceptional, (1)
"Absolutely amazing cabin! Clean, comfortable and very well equipped with everything you need to enjoy your stay. We spent most of our time enjoying the spacious deck playing cards and relaxing in the hot tub. We cannot wait to return! Thank you for sharing your beautiful cabin with us, it was exactly what we needed to recharge and rest,"
HOT TUB! Mountain Lake Cabin 33

Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat

3.5 star property
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat

Whispering Pines Cabin Retreat

3.5 star property
Whispering Pines Cabin Retreat
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

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?

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 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.