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Downtown Ashland House - Walk to Plaza and OSF!

Photo gallery for Downtown Ashland House - Walk to Plaza and OSF!

Master bedroom (King bed)
Living room (Queen fold out)
Dining Area
Breakfast nook off the kitchen
Master bedroom (King bed)

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Ashland, OR
  • Place, Lithia Park
    ‪6 min walk‬
  • Place, Allen Elizabethan Theatre
    ‪6 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪8 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪19 min drive‬

Rooms & beds

2 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Bedroom 3

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

Downtown Ashland House - Walk to Plaza and OSF!

Step in from the quiet, tree-lined street to this century-old house updated with all modern amenities. A few short blocks to Ashland Plaza, Helman House boasts two large bedrooms, a king-size bed downstairs and two queens upstairs, two full baths, and a basic kitchen for light & simple meal preparation. Enjoy the bright kitchen nook for your sunny morning coffee or a long soak in the cast iron clawfoot tub that will spoil you with the charm of Old Ashland.

Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival, boutique shops, award-winning wineries, and restaurants Ashland is famous for, Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer.

Two studio cottages are available separately behind the house off the brick terrace parking, making Helman House perfect for a multi-party getaway.

This home has a central heat and AC.

There is more than one unit at this property. There are security cameras at shared properties.

What are you waiting for? Book your stay today!

Please be aware that if you're bringing a pet, there will be an additional fee of $150 for a pet fee. Thank you.

Other things to note:

For safety, there is a ring doorbell at the front door. It is active 24/7. Video and sound recording is motion activated. The home is also equipped with a decibel monitoring sensor located inside and outside of the home. It is 100% privacy compliant and is required on this property. Tampering with or disabling the ring doorbell and noise monitoring sensor will immediately cancel the reservation.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted
Guests are required to sign a rental agreement
Security deposit required
Minimum age to rent is 21 years old, No smoking allowed

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 and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number 14005217

About the area

Ashland

Ashland is home to this holiday home. Oregon Cabaret Theatre and Medford Carnegie Library are local landmarks, and the area's natural beauty can be seen at North Mountain Park and Cascade-Siskiyou National Monument. Looking to enjoy an event or a game while in town? See what's happening at Lithia & Driveway Fields or The RRRink.
View more Holiday homes in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Lithia Park - 6 min walk - 0.6 km
  • Allen Elizabethan Theatre - 6 min walk - 0.6 km
  • Thomas Theatre - 6 min walk - 0.6 km
  • Oregon Shakespeare Festival - 8 min walk - 0.7 km
  • Oregon Cabaret Theatre - 9 min walk - 0.8 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 23 min drive

Restaurants

  • ‪Local 31 Pub - ‬5 min walk
  • ‪Mix Sweet Shop - ‬4 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬6 min walk
  • ‪Case Coffee Roasters - ‬6 min walk
  • ‪Skout Taphouse & Provisions - ‬6 min walk

Frequently asked questions

Is Downtown Ashland House - Walk to Plaza and OSF! pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet.

How much does it cost to stay at Downtown Ashland House - Walk to Plaza and OSF!?

As of 6 April 2026, prices found for a 1-night stay for 2 adults at Downtown Ashland House - Walk to Plaza and OSF! on 25 May 2026 start from NZ$446, 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 Downtown Ashland House - Walk to Plaza and OSF!?

On-site parking is available at the property.

What time is check-in at Downtown Ashland House - Walk to Plaza and OSF!?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Ashland House - Walk to Plaza and OSF!?

Checkout is at 10:00 AM.

Where is Downtown Ashland House - Walk to Plaza and OSF! located?

Situated in Ashland, this holiday home is within a 10-minute walk of Ashland Creek, Lithia Park and Allen Elizabethan Theatre. Angus Bowmer Theatre and Thomas Theatre are also within 10 minutes.

Reviews

9.8

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. 39 out of 45 reviews
Rating 8 - Good. 6 out of 45 reviews
Rating 6 - Okay. 0 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Nancy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes! The host was incredible! She answered any questions almost immediately! The historical house itself was the standout. Right at edge of Ashland downtown, walkable. Plenty of sleeping & private areas. Cooking and very cute kitchen nook were fun. It was a BDay weekend for my sis & niece & we enjoyed!!
Stayed 4 nights in Feb 2026
Verified

8/10 Good

Richard S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable house & coveniently located a short walk to downtown Ashland's Main Street restaurants, shops & Oregon Shakespeare Festival theaters.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Liz B.

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

Great stay

Perfect location; cute house - enjoyed our stay very much !
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Julie O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice house, fit our family of 6 comfortably. Perfect location!! Easy walk to the theaters and lots of grat places to eat. Would definitely stay here again.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Janice A.

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

Loving Ashland on Helman Street

Our stay at Helman House in Ashland was perfect. The house was lovely and comfortable, with enough space for everyone to sleep, eat, cook, play cards, and watch TV--when we were not out and about in Ashland! Will stay there again.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Kara V.

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

Great spot!

We really like this place….. we’ve stayed before & hope to stay again….
Stayed 4 nights in Feb 2025
Verified

10/10 Excellent

teresa b.

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

Lovely Stay

Everything about this place was lovely. Great location for walking into town. Super clean, super comfortable beds and bedding, and even a bidet in one of the bathrooms. A nicely stocked kitchen with everything you need to cook. Don’t look any further and you won’t be sorry.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Kacee V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly as described. Communication with host was very responsive. Great little spot to stay when going through town. Thank you for sharing the home.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Gavin M.

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

Close to everything

Very short walk to trails for running/hiking and all the restaurants and shops that are in the center of town. Cute home, no complaints.
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Jeff

Liked: Cleanliness, amenities, property conditions & facilities, communication
Had a great time
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Teriece B.

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

Great location!

You can’t beat the location! And the price!
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Amy M.

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

Comfy and plenty of room

In town for an SOU graduation. Our family fit nicely in the house. Beds were comfortable. Enjoyed our stay.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Tina B.

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

Sweet locale!

We traveled up to Ashland for the Shakespeare festival for our first time with family and absolutely loved this sweet house beautifully located within walking distance of downtown. It was clean and quiet and perfect for our visit.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Diane M.

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

Comforts of home

We loved the Helman house. It had all the comforts of home. The location allowed us to walk to all our favorite places in Ashland. The security and getting in and out was so easy.
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Aaron A.

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

Great trip!

As expected from the listing. Worked well for us, no issues and great location.
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Ann S.

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

Just Perfect

We stayed for a week and it met all our needs. We loved the location, the beds were comfortable, the house was very clean and we felt safe. Thanks for a relaxing stay.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Margaret B.

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

Perfect

Very clean and comfortable in a nice neighborhood. Hope to return another time
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Sarah M.

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

Best Location and Super Cute Home

Great little house. Stayed comfortable during big heatwave.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Susan P.

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

Ashland Cottage

We enjoyed our stay in this sweet cottage near downtown Ashland and the Shakespeare Festival. It was clean, comfortable, and well appointed.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Shaun S.

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

Beautiful cozy spot with a great location

We loved this place and would book again! We never had to drive the car after we parked as downtown and the theaters are a quick walk
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Barbara S.

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

Great location. Amenities

Small but functional kitchen. Comfortable beds. Good for 2 couples
Stayed 3 nights in Sep 2024
Verified

8/10 Good

Michael L.

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

Great Location

What a great place to stay in Ashland- the location is ideal-you can park the car off street and walk to restaurants, the food Coop and of, course the theatres! The kitchen is adequately supplied, bedrooms and baths nice and clean.
Stayed 1 night in Jun 2024
Verified

10/10 Excellent

Valerie R.

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

Wonderful!

This is the type of house I someday wish to own as a vacation home!
Stayed 1 night in Oct 2023
Verified

10/10 Excellent

Mary Beth B.

Liked: Cleanliness, communication, location, listing accuracy

Perfect location, clean and friendly owners

Stayed here for Thanksgiving. Home is located walking distance to everything Ashland! We had a little snafu checking in but the owner was immediately available to fix the problem. Would definitely stay here on our next visit.
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Sandy C.

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

My Book Club's Retreat

Very comfortable, and we were thrilled with how close it was to all of our favorite shops and theaters. We were able to walk everywhere. Hope to stay again next year!
Stayed 3 nights in Oct 2024

About the host

Hosted by Sylvie McCracken

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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