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The Ashland Cottage, walk to town

Photo gallery for The Ashland Cottage, walk to town

A house with a wooden deck, a stone wall, and a wooden fence.
A room with a white sofa, two decorative pillows, a clock on the wall, and a window with a view of trees and a house.
A two-story house with a wooden deck, stone steps, and a stone wall.
A wooden staircase leading to a deck with a ceiling fan, large windows, and outdoor furniture.
A sign for The Ashland Cottage.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Near Oregon Shakespeare Festival

Popular amenities

  • Patio
  • Barbecue grill
  • Internet access
  • Air-conditioning
  • Refrigerator
  • Onsite parking available

Explore the area

View in a map
Ashland, OR
  • Place, Ashland Library
    ‪5 min walk‬
  • Place, Lithia Park
    ‪6 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪8 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪24 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 King Bed

Living Area

1 Queen Sofa Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

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About the area

Ashland

Located in Ashland, this cottage is in the city centre. Oregon Cabaret Theatre and Oregon Shakespeare Festival are cultural highlights, and some of the area's activities can be experienced at Weisinger Family Winery and Grizzly Peak Winery. Looking to enjoy an event or a game while in town? See what's happening at The RRRink or Lithia & Driveway Fields.
View more Cottages in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Ashland Library - 5 min walk - 0.4 km
  • Oregon Cabaret Theatre - 6 min walk - 0.6 km
  • Lithia Park - 6 min walk - 0.6 km
  • Oregon Shakespeare Festival - 8 min walk - 0.7 km
  • Southern Oregon University - 15 min walk - 1.3 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 22 min drive

Restaurants

  • ‪Skout Taphouse & Provisions - ‬11 min walk
  • ‪Louie's Bar and Grill - ‬11 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬11 min walk
  • ‪Case Coffee Roasters - ‬11 min walk
  • ‪Ruby's - ‬11 min walk

Frequently asked questions

Is The Ashland Cottage, walk to town pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Ashland Cottage, walk to town?

On-site parking is available at the property.

What time is check-in at The Ashland Cottage, walk to town?

Check-in begins at 3:00 PM.

What time is check-out at The Ashland Cottage, walk to town?

Checkout is at 11:00 AM.

Where is The Ashland Cottage, walk to town located?

Located in Siskiyou-Hargadine Historic District, this cottage is within a 10-minute walk of Ashland Library, Oregon Cabaret Theatre and Oregon Shakespeare Festival. Thomas Theatre and Angus Bowmer Theatre are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 229 out of 241 reviews
Rating 8 - Good. 12 out of 241 reviews
Rating 6 - Okay. 0 out of 241 reviews
Rating 4 - Poor. 0 out of 241 reviews
Rating 2 - Terrible. 0 out of 241 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful property. We enjoyed our time in Ashland and hope to stay here again next year!
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely property. Was just right for us! Margaret was a great host.
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our favorite VRBO of the many we've stayed at. Amazingly well appointed cottage....best ever! Margaret has thought of everything! The beauty of the place and trees and quiet....big gratitude for your care, Margaret!
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Overall terrific! Thanks Margaret!
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location, comfortable, and nice touches! Loved our stay here.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little one bedroom cabin! Gas grill worked perfectly. Easy off street parking. Margaret was very accessible and helpful. 5 stars all around!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a cute cozy cottage and very well equipped. Note there isn’t a washer /dryer. The unit is walkable to the theater and great restaurants. We highly recommend the Cottage.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot, close to town, cozy and comfortable!
Stayed 4 nights in Feb 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was clean, well-equipped, quiet and in a great location. Host was responsive and provided little extras - sparkling waters and half & half which was really sweet. The only downside was that the sunlight came into the bedroom in the very early morning making it difficult to sleep in.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect! A great location, great property, lovely experience.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully designed ADU. Margaret is a wonderful host.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was well stocked and very clean.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Stay!
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a cute little cottage close to the Shakespeare Festival. Very clean and lovely. Perfect for a couple.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely cottage tucked in a quiet neighborhood. The cottage was very clean, spacious, had an outdoor deck, a nice kitchen, and over all was very comfortable.Communication with the host was seamless. I enjoyed staying there very much. A real gem in Ashland. I hope to return the next time that I pass through.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and comfortable accommodations. This is our second time staying here.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Do not hesitate to book! This lovely home was truly a dream and we did not want to leave. The place was spotless, and was so thoughtfully crafted. Everything in the unit was perfect. We had an amazing time. The hosts are incredibly warm and nice too. This is where I'll be booking for future visits to Ashland. If they have openings, book immediately. You won't be disappointed!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful little home. We were very satisfied with what was provided and had a great time using the kitchen!
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This lovely cottage exceeded our expectations. Beautiful natural light and trees all around and views of local hills. Nice and quiet. All the amenities you could walk. Comfy beds even the sleeper sofa. Easy parking in back. Fun neighborhood to walk and explore. Wonderfully appointed kitchen and bathrooms. We would stay here again in a heartbeat. AAA
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun, functional, and super easy! Will stay here again
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay near downtown Ashland. The kitchen was very well stocked which made it easy for us to prepare our own breakfasts before going out to enjoy a play, shopping and hiking in the area. The king sized bed in the loft was extremely comfortable. It was great to have a bathroom on each floor. The neighborhood was very quiet. The owner was easy to communicate with and the check-in and out process was easy.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
An ideal stay! And a friendly, thoughtful host. My adult daughter and I both wished that we could live in a cottage exactly like this one. Charming, well-designed, clean, spacious, filled with light, effective air conditioning w fans kept the cottage cool while the temps in Ashland were mid90s - 100 degrees. Most comfortable sleeper couch ever! The lbedroom in the loft was super comfortable too and had its own half-bath; full bath downstairs. Nice to have parking right in front of the cottage. Great location: off the main streets, but close enough to walk to and around Lithia Park, OSF venues, downtown restaurants, and grocery store. It is a hilly area and some of the streets are steep. Due to the heat, we took our long walks early. On our second day, I did drive to find street parking close to the theaters to avoid an uphill walk after the matinee, in the hottest part of the day. For my next trip to Ashland, I may plan our stay around the availability of this cottage. It was that special.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Margaret was always quick to respond to our questions and the Cottage was lovely, comfortable and cozy. Beautifully designed and supplied. We loved our stay there and would definitely stay again!
Stayed 8 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was everything we needed for a relaxing weekend. It was perfect.
Stayed 4 nights in Nov 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Ashland Cottage is a lovely place to stay! We especially loved the shaded deck, where we spent the evening Happy Hour time and also ate our dinner ( Market of Choice yummy deli items!) . This is a well-designed separate, detached cottage, sharing the owners back yard. Margaret was very responsive when I texted her, shortly after we arrived in the early evening, kindly asking her to bring her 2 pups inside, as they were doing quite a bit of loud barking. We are dog lovers, too, and have one of our own at home. However, after a long & tiring day of driving, we really just wanted to sip our wine and enjoy sitting on the beautiful tree shaded deck in peace & quiet. The interior is just beautiful & charming! The shower is especially wonderful. The kitchen is equipped with everything you could possibly need. The upstairs, loft bedroom is lovely, if a bit tight to move around in due to the King size bed, which takes a lot of space. It is comfortable, however a bit tricky to get into on the left side...so close to the wall. And, on the right side the bottom corner is super close to the half wall, so a person needs to be extra careful not to bump into that wall. ....A plus, for sure, is having a half bath upstairs w/ the bedroom, and the whole bath downstairs w/ the terrific shower! This cozy cottage is a very special place to stay in Ashland. You will be so happy & comfortable here! We hope to stay here again some day! We wish the kind owners continued success!
Stayed 1 night in Oct 2026
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