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)
"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 €359
includes taxes & fees
22 Apr - 23 Apr
Grandview of Ashland

The Red Dragon House

The Red Dragon House
Ashland
10.0 out of 10, Exceptional, (106 reviews)
"Fun place, great theme, easy place to stay!"
United States
Garrett P.
The price is €177
includes taxes & fees
4 May - 5 May
The Red Dragon House

Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt
Ashland
9.6 out of 10, Exceptional, (5 reviews)
"Perfect huge Chateau territory! Clean rooms) quiet territory. The hosts are always available. "
United States
Irina
The price is €198
includes taxes & fees
19 Apr - 20 Apr
Chateau Herb ~ Miranda Carriage House Apt

Gorgeous Lakeside BarnHOUSE + SAUNA!

Gorgeous Lakeside BarnHOUSE + SAUNA!
Ashland
9.2 out of 10, Wonderful, (7 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 €268
includes taxes & fees
19 Apr - 20 Apr
Gorgeous Lakeside BarnHOUSE + SAUNA!

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 €224
includes taxes & fees
30 Apr - 1 May
Cabin #4 at Hyatt Lake Resort

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 €192
includes taxes & fees
17 Apr - 18 Apr
Owl Creek Cabin Mountain Getaway near Ashland, Oregon

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)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is €300
includes taxes & fees
19 Apr - 20 Apr
The Mountain Ave House by WanderLodges

Moody Ashland Escape: Luxe Suite, Copper Tub

Moody Ashland Escape: Luxe Suite, Copper Tub
Historic Railroad District
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our overnight stay. The place is centrally located, easy walking distance to downtown, and cozy. We loved the heated bathroom floors and the decor. Nice off street parking. Highly recommend. "
United States
Jon W.
Moody Ashland Escape: Luxe Suite, Copper Tub

Hot tub | Sauna |Firepit |Sleeps 6!

Hot tub | Sauna |Firepit |Sleeps 6!
Ashland
10.0 out of 10, Exceptional, (5 reviews)
"Great home in a nice location with a wonderful view. Well-appointed and clean. "
United States
Ryan G.
The price is €398
includes taxes & fees
22 Apr - 23 Apr
Hot tub | Sauna |Firepit |Sleeps 6!

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Excellent location for in Ashland Easy acces to all local areas and the beds were comfortable! Kitchen stocked with all dishes need to cook meals."
United States
Carmen
The price is €214
includes taxes & fees
19 Apr - 20 Apr
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 €241
includes taxes & fees
19 Apr - 20 Apr
Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

Cabin #5 at Hyatt Lake Resort

Cabin #5 at Hyatt Lake Resort
Jackson County
The price is €236
includes taxes & fees
20 Apr - 21 Apr
Cabin #5 at Hyatt Lake Resort

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, (65 reviews)
"The home was very comfortable and had everything that was needed for a comforable stay"
United States
Andrea S.
The price is €452
includes taxes & fees
17 Apr - 18 Apr
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Downtown Ashland House - Walk to Plaza and OSF!

Downtown Ashland House - Walk to Plaza and OSF!
Ashland
9.8 out of 10, Exceptional, (46 reviews)
"Comfortable house & coveniently located a short walk to downtown Ashland's Main Street restaurants, shops & Oregon Shakespeare Festival theaters."
United States
Richard S.
The price is €299
includes taxes & fees
27 Apr - 28 Apr
Downtown Ashland House - Walk to Plaza and OSF!

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

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.
Swank Suites | Step Free King

East Main Downtown Bungalow

East Main Downtown Bungalow
Historic Railroad District
9.4 out of 10, Exceptional, (46 reviews)
"Great location. Cozy bungalow. Clean. "
United States
Chuck K.
The price is €183
includes taxes & fees
27 Apr - 28 Apr
East Main Downtown Bungalow

Chateau Herb ~ Juliet Carriage House Studio

Chateau Herb ~ Juliet Carriage House Studio
Ashland
9.0 out of 10, Wonderful, (7 reviews)
"Beautiful property, room very clean and well-appointed. "
United States
Anonymous traveller
The price is €190
includes taxes & fees
20 Apr - 21 Apr
Chateau Herb ~ Juliet Carriage House Studio

The Ashland Social | Main House

The Ashland Social | Main House
Ashland
10.0 out of 10, Exceptional, (29 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 €471
includes taxes & fees
19 Apr - 20 Apr
The Ashland Social | Main House

The Ashland Social | Entire Estate

The Ashland Social | Entire Estate
Ashland
10.0 out of 10, Exceptional, (12 reviews)
"What a beautiful, peaceful and creative space. It was PERFECT for our needs. We hope to return. "
United States
Peter B.
The price is €586
includes taxes & fees
19 Apr - 20 Apr
The Ashland Social | Entire Estate
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
369
Accommodation
269 Holiday Homes
Lowest Price
€177
Highest Price
€586