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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, Loved by Guests
1 bedroom1+ bathroomSleeps 4600 sq ft

Popular amenities

  • Fireplace
  • Barbecue grill
  • Kitchen
  • Outdoor space

Explore the area

View in a map
Ashland, OR
  • Place, Lithia Park
    ‪5 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪8 min walk‬
  • Place, Southern Oregon University
    ‪14 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪22 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
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Air conditioning
Outdoor space
Parking available
Barbecue grill
Mountain view

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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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Property # 651189vb

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. 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

  • Lithia Park - 5 min walk - 0.4 km
  • Oregon Cabaret Theatre - 6 min walk - 0.6 km
  • Oregon Shakespeare Festival - 8 min walk - 0.7 km
  • Thomas 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
  • ‪Zoey's Cafe - ‬9 min walk
  • ‪RedZone Sports Bar N' Grill - ‬7 min walk
  • ‪Taqueria Picaro - ‬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 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

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
Rating 10 - Excellent. 200 out of 210 reviews
Rating 8 - Good. 10 out of 210 reviews
Rating 6 - Okay. 0 out of 210 reviews
Rating 4 - Poor. 0 out of 210 reviews
Rating 2 - Terrible. 0 out of 210 reviews

Reviews

10/10 Excellent

Verified traveller

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

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

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

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

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

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

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

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

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

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

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

Jan O.

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

The Cottage in Ashland

From the quality of the linens and pillows to the well-stocked kitchen to the basket of toiletries (if you forget something) - it's clear the owner takes great care and pride in this cottage. I highly recommend it!
Stayed 2 nights in May 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

8/10 Good

Tracy M.

Liked: Check-in, communication, location
Our family had a lovely stay in Ashland! This was our first time visiting to see the Oregon Shakespeare Festival, and we will definitely be back!The Ashland Cottage was very quaint and cozy, and a great home base during the OSF. We could walk to shops, restaurants and shows, and the neighborhood felt very safe and family-friendly. Even though we shared a yard with the host family, it still felt very private, and there is even a beautiful view of the mountains out the loft bedroom windows.The kitchen had everything we needed, though a table would have helped (there are two seating spaces at the kitchen counter and an outdoor table we could enjoy as long as it wasn't raining or wet). The one day it rained made it a little crowded inside during mealtimes. We also encountered a few ants.Margaret was a gracious host, and made herself available when we needed help with streaming services. She was very responsive, and even let us enjoy some fresh eggs from her chickens. Yum!Overall, our family enjoyed our time at the Ashland Cottage. We made many great memories here!
Stayed 5 nights in Aug 2025

10/10 Excellent

Alice M.

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

Wonderful little cottage

This property is just as pictured/described. Clean and comfortable, and we had everything we needed. Our host was very helpful and responsive. We hope to stay again when we’re back in Ashland.
Stayed 6 nights in Jan 2025

10/10 Excellent

Nick B.

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

Would like to return

Nice cozy cottage It was private and peaceful We enjoyed our stay
Stayed 2 nights in Sep 2024

10/10 Excellent

Mark F.

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

Ashland Cottage

Clean and comfy
Stayed 1 night in Nov 2024

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

10/10 Excellent

Christopher S.

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

Great location and great hosts!

Repeat stay, close to our family in Ashland and super convenient to town. Quiet and well appointed space, love the complimentary coffee and fresh creamer!!!
Stayed 5 nights in Jan 2023

10/10 Excellent

Verified traveller

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

Another Enjoyable Stay in the Ashland Cottage

This was our second stay at the Ashland Cottage and we enjoyed it as much as the first! It is a great location, with a clean, efficient, and comfortable cottage. The two Husky dogs are friendly and fun to visit with. We are looking forward to returning for another stay in the near future!
Stayed 5 nights in Sep 2024

10/10 Excellent

Susan A.

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

Ashland Getaway

We loved our stay at this little cottage. It was as advertised, very cute and very clean. We had everything we needed down to coffee pods and real half and half in the fridge. We would definitely stay again.
Stayed 2 nights in Sep 2024

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

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