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The Ashland Cottage, walk to town

Family-friendly cottage in Ashland

Photo gallery for The Ashland Cottage, walk to town

Exterior detail
Interior
Private kitchen
Room
Living area

Reviews

10 out of 10
Exceptional
1 bedroom1+ bathroomSleeps 455.7 sq m

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill

Explore the area

View map
Ashland, OR
  • Place, Lithia Park
    ‪6 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪8 min walk‬
  • Place, Southern Oregon University
    ‪14 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪26 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 King Bed

Living Area

1 Double Futon

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

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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

We should mention

A car is not required for transport to and from this property

About the area

Ashland

Located in Ashland, this cottage is in the city centre. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore North Mountain Park and Cascade-Siskiyou National Monument. 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

  • 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
  • Allen Elizabethan Theatre - 9 min walk - 0.8 km
  • Southern Oregon University - 14 min walk - 1.2 km

Getting around

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

Restaurants

  • ‪The Growler Guys - ‬7 min walk
  • ‪Rogue Valley Roasting Company - ‬13 min walk
  • ‪Taqueria Picaro - ‬10 min walk
  • ‪RedZone Sports Bar N' Grill - ‬7 min walk
  • ‪Blue Toba - ‬10 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 3 November 2025, prices found for a 1-night stay for 2 adults at The Ashland Cottage, walk to town on 4 November 2025 start from NZ$420.54, 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.

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. 199 out of 209 reviews
Rating 8 - Good. 10 out of 209 reviews
Rating 6 - Okay. 0 out of 209 reviews
Rating 4 - Poor. 0 out of 209 reviews
Rating 2 - Terrible. 0 out of 209 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

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

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

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

10/10 Excellent

Laurie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely stay at this cottage and would stay here again for the 2 of us. It’s on the hill so about 3.5 blocks walk up or down hill to and from town. Fine for us. We ate in 3 out of 4 nights. Kitchen is well equipped but be aware the oven is a convect counter top oven and the stove is a 2 burner plug in. It worked for us and we used the BBQ which was great. There is a plug in skillet that worked well for eggs, browning potatoes and bacon. Gorgeous back deck with table for 4 and lots of shade from a huge tree. Highly recommend staying here.
Looking toward loft
Loft bedroom
Living area
Deck
Stayed 4 nights in Sep 2025

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

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

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

10/10 Excellent

Jessamin

Liked: Cleanliness, amenities, property conditions & facilities, communication
We enjoyed our stay at Ashland Cottage. The property is beautiful, well stocked and has amenities we didn’t even expect….love the heated floors.

10/10 Excellent

Marina N.

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

Beautiful location

We had a wonderful time staying at the Ashland cottage! It was exactly as described, just lovely! We would like to come again.
Stayed 2 nights in Aug 2023

10/10 Excellent

Adam P.

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

Great spot!

Perfect-sized cottage on a quiet street - within walking distance of downtown (though it's a bit of a climb). Cottage was very clean and the hosts thought of everything - lots of details well-attended to. Definitely a return spot for us! Thanks!
Stayed 2 nights in Sep 2024

10/10 Excellent

Jeanine H.

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

Wonderful Ashland Cottage

This was our third time staying at the Ashland Cottage, and we have enjoyed every visit. The hosts, Margaret and Mark, are unfailingly friendly and accommodating. The cottage is very comfortable and stocked with necessities. And we love the fact that there are two bathrooms.
Stayed 4 nights in Jul 2024

10/10 Excellent

shelley w.

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

Business/pleasure trip to Ashland

Wonderful stay. It is a lovely, warm, and comfortable place. It was central to everything. We highly recommend.
Stayed 2 nights in Oct 2023

10/10 Excellent

vicki N.

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

Ashland Cottage

Beautiful little cottage inside, great neighborhood and perfect location. Very comfortable. I would definitely stay there again.
Stayed 1 night in Jun 2023

10/10 Excellent

Carol W., St. Paul, MN

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

Wonderful Tree-Top Stay!

This was a perfect place for us while we explored Ashland! The B&B is beautifully appointed, clean, and very private - even though it's only 10-minute walk to the downtown area. Margaret was a lovely and responsive host. I hope to go back soon!
Stayed 3 nights in Aug 2023

10/10 Excellent

Julie S.

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

An Ashland gem

We love the location and peaceful property. Perfect walking distance to theatres and restaurants. The hosts have thought of everything to make the cottage perfect
Stayed 4 nights in Oct 2023

10/10 Excellent

Lawrence T.

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

A Great Spot to Stay in Ashland

The Ashland Cottage was just perfect for my wife and me: so well appointed, comfortable, and well located. We enjoyed the layout of the cottage with its loft-like upstairs bedroom with an enormous and gorgeous window. The neighborhood is quaint and safe as can be. Our walks to the Shakespeare Festival and all the downtown cafes and restaurants and quaint shops were easy. The owners were friendly and accommodating. Our stay was great.
Stayed 6 nights in Apr 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Robert S., Seattle

Wonderful Home Base in Ashland

We very much enjoyed our stay at the Ashland Cottage. The cottage is well equipped and has a very nice feel. The layout works very well and everything is clean and well maintained. The hosts are very gracious and welcoming. We would not hesitate to stay again next time our travels take us to Ashland.
Stayed 4 nights in Sep 2015

10/10 Excellent

m b.

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

Ashland's Cozy Haven

We very much enjoyed our stay at the "Ashland Cottage". It was a beautiful home. It was impeccably clean, well decorated and had plenty of supplies ( towels, etc). The neighborhood is quiet and beautiful. A big window upstairs has an incredible view of the rooftops and mountains. The owners are great. They are very good at communicating. They are also very friendly.
Stayed 1 night in Apr 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Jennifer K.

Comfort, privacy and great location!

All the reviews I read were right on about this place, a great spot in a great town. And on top of it, wonderful hosts to round out a perfect stay. Very comfortable, brand new house, clean and cozy. What a find in Ashland. While some houses that allow pets can feel and smell like a kennel, this one is super clean and is obviously very well attended. You won't be disappointed, young or old, pets or not, this is a great place to stay!!

10/10 Excellent

Patricia L.

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

The Perfect Stay

The Ashland Cottage was superb--full of charm and warmth, just like its owners, Margaret and Mark. We loved the cottage itself--artsy and homey, tucked into the woods of Ashland, with a private deck and gorgeous views of hills. Margaret goes above and beyond, supplying visitors with every comfort of home (plus fresh eggs for our breakfast!). And the location is so peaceful and quiet--nothing but the occasional soft sound of the hens--yet it's walking distance to amazing restaurants, the OSF theatres, Southern Oregon U, the Ashland Food Co-op, and enchanting Lithia Park. I almost cried this morning when we had to leave--it was the perfect stay!
Stayed 6 nights in May 2024

10/10 Excellent

Sara D.

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

Cute Ashland Cottage!

Beautiful cottage hidden on back alley with very nice finishings inside. Convenience to theatre, restaurants and shops. Easy arrival. Communicated via phone for arrival and departure as had no problems during three night stay. Very well kept & clean. Split level, bedroom upstairs with half bath, kitchen and full ( with tub ) bathroom down. Lovely stay.
Stayed 3 nights in Aug 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Robert H.

Superb Location for Walkers

Very comfortable, airy and well stocked cottage in a pleasant and quiet neighborhood a few minutes "up the hill" from downtown and the theater complex. Virtually all of Ashland's attractions are within moderate walking distance even though the cottage is very removed from tourist traffic. Helpful and friendly hosts will engage as much, or as little, as guests prefer. My first choice for future Ashland visits!

10/10 Excellent

Gretchen K.

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

Great Location & Cottage!

This is the perfect location for walking around the Oregon Shakespeare Festival and downtown Ashland area. The loft has a great bed with beautiful views, and we enjoyed the bathroom up there. Really high quality finishes throughout. The sofabed, sadly, was super uncomfortable, so we don't recommend that for anyone staying longer than one night. Otherwise, the space easily accommodated 2 adults and 2 children.
Stayed 1 night in Jun 2022
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Svetlana A.

Charming cottage

Compact, clean and beautifully designed cottage with great views, a comfortable bed set in a quiet neighborhood within walking distance of downtown. I was a little surprised to find an electric hot plate instead of a stove, but it was augmented by a toaster oven and microwave, so be prepared if you plan on cooking. The hosts made themselves easily available, yet gave us all the privacy we could ask for. We would love to return.
Stayed 5 nights in Sep 2017
This review was submitted before 2018 and has not been verified.

8/10 Good

Jennifer W.

Great Property, great contact with the owner, few small changes would have made it perfection!

This was a great place to stay during our time in Ashland for OSF. The cottage is lovely for two people, the bed very comfy, and the short distance to downtown is great. Property owner was awesome, good communication and setup. There are a few small (really, super minor) things that didn't really detract from our stay, but would have been nice: - The alley that you access the cottage (which is at the back of the owner's property) from is not paved. This didn't matter for driving, but as we walked many places, knowing this ahead of time would have changed what I packed as gravel and high heels really don't mix. - While the back doors for accessing the porch do have curtains for them, the large bay window does not. As we were on vacation and would have liked it to be darker as we slept in, this wasn't great. It also means extra planning for every shower as our clothes were upstairs in the bedroom, but the shower is downstairs past said window. The robes provided were nice, but should not have felt like a requirement when just grabbing a shower. - There is basically no lighting in the alley that you use to access the cottage. We, like many visitors I'm sure, were in town for the Shakespeare Festival and seeing evening plays. It would have been nice if some small flashlights (something that could fit in a purse) were provided so that we weren't trying to navigate in the dark. So, in summary, really great place to stay for our week in Ashland. Will definitely be considering the property for future stays, but a few small adjustments would make it a 5-star guaranteed recommendation to anyone.
Stayed 6 nights in Sep 2017

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

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