See all properties
Entire home

The Ashland Cottage, walk to town

Photo gallery for The Ashland Cottage, walk to town

Exterior detail
Interior
Private kitchen
Room
Living area

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1+ bathroomSleeps 4600 sq ft

Popular amenities

  • Onsite parking available
  • Kitchen
  • Air-conditioning
  • Outdoor barbecue
  • Deck or patio
  • Internet access

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

About this property

The Ashland Cottage, walk to town

Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtown
Licensed by the City of Ashland, PA14-01726

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Oberon
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
Historic Downtown District
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (121 reviews)
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

House Rules

Check in after 3:00 PM
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Return the keys
Simply leave the keys on the counter and we will take care of everything else
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

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. Travelling with kids? Consider ScienceWorks Hands-On Museum and The RRRink.
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

  • ‪Martolli's Hand Tossed Pizza - ‬11 min walk
  • ‪Skout Taphouse & Provisions - ‬11 min walk
  • ‪Zoey's Cafe - ‬9 min walk
  • ‪Rogue Valley Roasting Company - ‬13 min walk
  • ‪The Growler Guys - ‬7 min walk

Frequently asked questions

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

No, pets are not allowed at this property.

How much does it cost to stay at The Ashland Cottage, walk to town?

As of 2 May, 2026, prices found for a 1-night stay for 2 adults at The Ashland Cottage, walk to town on 1 Aug, 2026 start from S$220, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 the centre of Ashland, this family-friendly 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. 211 out of 221 reviews
Rating 8 - Good. 10 out of 221 reviews
Rating 6 - Okay. 0 out of 221 reviews
Rating 4 - Poor. 0 out of 221 reviews
Rating 2 - Terrible. 0 out of 221 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

10/10 Excellent

Janet R.

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

10/10 Excellent

Corrbette P.

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

10/10 Excellent

Susan K.

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

10/10 Excellent

Carey C.

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

10/10 Excellent

Connie B.

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

10/10 Excellent

E'eowyn F.

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

10/10 Excellent

Kurt A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a gem of a place! So well-stocked and a comfy vibe throughout! Short walk to the OSF Theatre although a couple quick hills to climb. Beautiful setting. The only thing we wish we had was a small table or even a foldable card table to play some games in the evening. Just a small quibble in an otherwise fantastic place. We would definitely recommend and we would very much look forward to staying here again!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Andrew D.

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Erin T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was beautifully designed and very clean. The kitchen seemed well stocked. I thought it was nice to find sparkling water in the fridge (and cream if you drink coffee). The bed was very comfortable, and the natural light that pours in from every angle was fantastic. My only criticism would be that I arrived at 2 mins until check in and they were still cleaning, so I had to wait a bit for the floors to dry, but that was probably a one time thing. Also, I do feel like the cleaning fee is rather high for a small space, especially when I only stayed one night. Other than those two things, everything was really nice and I would definitely want to stay there again if I come back to Ashland.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

David S.

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

10/10 Excellent

Kathleen P.

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

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our fourth stay at The Ashland Cottage. Always a wonderful treat for us. Superb location, excellent host, and a clean well designed cottage. Highly recommend.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Chris H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My sister and i had a wonderful time staying in this sweet cottage. Located in a really nice neighborhood; we walked easily to the theaters, restaurants and Lithia Park. The floorplan of the cottage is great and it is very clean and cozy. A good kitchen and deck rounded out the place. We hope to be back next year.
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Tamara H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for a couple. Nice house. Good location.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Jeanette S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was beautiful and just as described. We were rewarded with a kitty visit on the deck in the mornings while we drank our tea and coffee. Perfect distance from town, able to walk but not in all of the hubbub.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Gabrielle T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

Perfect! Our new favorite place to stay in Ashland!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Belle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house in a great location!

Loved it.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Marilyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Marilyn

We had a wonderful stay at the Ashland cottage. It’s located close to the theaters downtown, as well as some terrific restaurants.We are definitely coming back again.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Kim F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy cottage

Cute, friendly and convenient.
Stayed 6 nights in Apr 2025
Verified

10/10 Excellent

Carolyn R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Get-away!!

A weekend in Ashland was just what the doctor ordered! And this cottage was perfection! Margaret met us on arrival, and we entered our clean, comfortable, well-appointed, cozy “home”. The location is only a few blocks from downtown - shops, restaurants, bars, Shakespeare Festival - and it was a short drive to the wineries! All in all, a perfect place from which to enjoy Ashland!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

John B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Staying there, gave us a great taste of what it was like to live in Ashland. Proximity to downtown was great.
Stayed 1 night in May 2023
Verified

10/10 Excellent

Vicki F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Enjoyable

Such a comfortable cottage. We were able to make meals, enjoy the patio, and walk to the downtown area for great ice cream. What a lovely community. Hosts allowed us privacy while being very responsive to my questions. I would definitely stay again.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Marilyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property

The house is very orderly and well appointed. It’s in a neighbor that is walking distance to downtown and the Oregon Shakespeare Festival. And the owner is highly communicative and a lovely person. We would come back any time.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Cindy E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet, convenient, lovely cottage

We'll be back!
Stayed 1 night in Jan 2025

About the host

Hosted by Margaret Machala

Host profile image
We are the Machala family, on-site owners, Mark and Margaret, and our three children, as well as our beloved dogs, a pug and a toy poodle, three friendly cats and small flock of hens. Mark is a chiropractor with a wellness practice a few blocks from our home. We relocated to Ashland in 2009 from Southern California and we greatly appreciate this wonderful small town. We are happy to help you plan your stay.

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback