Holiday Homes in Ashland

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Our top choices for Ashland holiday homes

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (5 reviews)
"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. "
United States
Monica
The price is €411
includes taxes & fees
2 Mar - 3 Mar
Grandview of Ashland

The Red Dragon House

The Red Dragon House
Ashland
10.0 out of 10, Exceptional, (106 reviews)
"House was definitely pet friendly. Dogs always enjoy staying there. Very relaxing place. Beds are comfortable. House is always clean excellent place to stay"
United States
karen
The price is €175
includes taxes & fees
6 Mar - 7 Mar
The Red Dragon House

Cabin #4 at Hyatt Lake Resort

Cabin #4 at Hyatt Lake Resort
Jackson County
10.0 out of 10, Exceptional, (1 review)
"Everybody here has been so nice. This has been an amazing experience we will be back. "
United States
izak p.
The price is €213
includes taxes & fees
2 Mar - 3 Mar
Cabin #4 at Hyatt Lake Resort

Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt
Ashland
9.6 out of 10, Exceptional, (5 reviews)
"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 €187
includes taxes & fees
2 Mar - 3 Mar
Chateau Herb ~ Miranda Carriage House Apt

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is €244
includes taxes & fees
2 Mar - 3 Mar
Barclay Klum House by WanderLodges

Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen
Ashland
10.0 out of 10, Exceptional, (3 reviews)
"Lovely stay in a nicely restored historic home. We were very comfortable and the location is great in central Ashland."
United States
Casey K.
The price is €271
includes taxes & fees
2 Mar - 3 Mar
Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

Charming house two blocks from downtown Ashland

Charming house two blocks from downtown Ashland
Historic Railroad District
9.4 out of 10, Exceptional, (10 reviews)
"Charming as can be and at the perfect location for all that Ashland has to offer. The neighborhood is quiet and friendly with lots to offer."
United States
Bill B.
Charming house two blocks from downtown Ashland

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (3 reviews)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is €183
includes taxes & fees
4 Mar - 5 Mar
Hanna's House by WanderLodges

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!"
United States
Montgomery
The price is €379
includes taxes & fees
8 Mar - 9 Mar
The Mountain Ave House by WanderLodges

Gorgeous Lakeside BarnHOUSE + SAUNA!

Gorgeous Lakeside BarnHOUSE + SAUNA!
Ashland
9.0 out of 10, Wonderful, (6 reviews)
"House was very clean and taken care of. A beautiful destination right across the street from lake access. Went down with a group and had an excellent stay!"
United States
Hannah D.
The price is €269
includes taxes & fees
10 Mar - 11 Mar
Gorgeous Lakeside BarnHOUSE + SAUNA!

Hot tub | Sauna |Firepit |Sleeps 6!

Hot tub | Sauna |Firepit |Sleeps 6!
Ashland
10.0 out of 10, Exceptional, (4 reviews)
"Great home in a nice location with a wonderful view. Well-appointed and clean. "
United States
Ryan G.
Hot tub | Sauna |Firepit |Sleeps 6!

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

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Ashland
10.0 out of 10, Exceptional, (64 reviews)
"Perfect spot.We really enjoyed our stay."
United States
Cecilia K.
The price is €363
includes taxes & fees
2 Mar - 3 Mar
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Owl Creek Cabin Mountain Getaway near Ashland, Oregon
Ashland
7.0 out of 10, Good, (2 reviews)
"Very cute little spot, feels very private. The host is very friendly and helpful. "
United States
Jacob E.
The price is €189
includes taxes & fees
3 Mar - 4 Mar
Owl Creek Cabin Mountain Getaway near Ashland, Oregon

European Style Straw Bale Retreat

European Style Straw Bale Retreat
Ashland
10.0 out of 10, Exceptional, (4 reviews)
"Our one month stay was incredible! Highly recommended. Secluded, yet very close to town. Very quiet. The hot tub was great. 5 star."
United States
Scott B.
European Style Straw Bale Retreat

Indulgent Retreat: 3 King Suites, Pool & Hot Tub

Indulgent Retreat: 3 King Suites, Pool & Hot Tub
Ashland
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous place! Especially enjoyed the pool and hot tub! Very comfy, quiet, and we loved the location. "
United States
Pretty W.
The price is €469
includes taxes & fees
2 Mar - 3 Mar
Indulgent Retreat: 3 King Suites, Pool & Hot Tub

Hanna`s House | Downtown Retreat, Steps to OSF

Hanna`s House | Downtown Retreat, Steps to OSF
Historic Railroad District
10.0 out of 10, Exceptional, (170 reviews)
"Excellent quaint cottage….great location….easy check in….very well stocked and very comfortable….second year at this cottage and will be back next year!!"
United States
Jim L.
Hanna`s House | Downtown Retreat, Steps to OSF

Swank Suites | Step Free King

Swank Suites | Step Free King
Historic Railroad District
8.8 out of 10, Excellent, (3 reviews)
"Cute property with a great location to downtown, we we were able to walk there."
United States
Julie S.
The price is €153
includes taxes & fees
2 Mar - 3 Mar
Swank Suites | Step Free King

Quiet and peaceful cottage close to downtown

Quiet and peaceful cottage close to downtown
Siskiyou-Hargadine Historic District
9.8 out of 10, Exceptional, (65 reviews)
"The property was very pleasant and clean... great directions to get to it, friendly host, sweet outdoor space, clean and welcoming. "
United States
Sue P.
The price is €215
includes taxes & fees
4 Mar - 5 Mar
Quiet and peaceful cottage close to downtown

Downtown Ashland House - Walk to Plaza and OSF!

Downtown Ashland House - Walk to Plaza and OSF!
Ashland
9.8 out of 10, Exceptional, (45 reviews)
"Comfortable house & coveniently located a short walk to downtown Ashland's Main Street restaurants, shops & Oregon Shakespeare Festival theaters."
United States
Richard S.
Downtown Ashland House - Walk to Plaza and OSF!

Cabin #15 at Hyatt Lake Resort

Cabin #15 at Hyatt Lake Resort
Jackson County
Cabin #15 at Hyatt Lake Resort
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

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Ashland Holiday Homes information

Number of reviews
510
Accommodation
254 Holiday Homes
Lowest Price
€153
Highest Price
€469