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Downtown Ashland House - Walk to Plaza and OSF!

Holiday home in Ashland with kitchen and patio

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

Master bedroom (King bed)
Master bedroom (King bed)
Master bedroom with ensuite
Master bedroom with ensuite
2nd bedroom (2 Queen) is upstairs with no door

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Air conditioning
  • Kitchen

Explore the area

View map
  • Place, Lithia Park
  • Place, Oregon Shakespeare Festival
  • Place, Southern Oregon University
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
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

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

We should mention

A car is recommended for transport to and from this property

About the area

Ashland

Ashland is home to this holiday home. Oregon Cabaret Theatre and Medford Carnegie Library are local landmarks, and some of the area's activities can be experienced at Grizzly Peak Winery and Weisinger Family Winery. ScienceWorks Hands-On Museum and The RRRink are also worth visiting.
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
  • Oregon Shakespeare Festival - 8 min walk - 0.7 km
  • Oregon Cabaret Theatre - 9 min walk - 0.8 km
  • Southern Oregon University - 4 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪Creekside Pizza Bistro - ‬4 min walk
  • ‪Mix Sweet Shop - ‬4 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬6 min walk
  • ‪Brickroom - ‬5 min walk
  • ‪Case Coffee Roasters - ‬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 7 November 2025, prices found for a 1-night stay for 2 adults at Downtown Ashland House - Walk to Plaza and OSF! on 9 November 2025 start from NZ$559.49, 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 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 11:00 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

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 37 out of 43 reviews
Rating 8 - Good. 6 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

Reviews

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

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

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

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

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

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

8/10 Good

Erica S.

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

Happy feeling home.

We all enjoyed our stay at the Hellman House. The joy of the day was sitting on the front porch and enjoying each others company. There is a king size bed downstairs and two queens in the room upstairs. The drawback for me was getting up the stairs. We are in our late 70's. No bathroom upstairs. We did enjoy being there...Nice warm feeling happy place.
Stayed 4 nights in May 2025

10/10 Excellent

Stacey O.

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

60th Birthday Celebration

Sylvie responded to my questions in a prompt and polite manner. The location is perfect! A short walk to all the shops, restaurants and shows. I will be looking to book again with my family or friends for other adventures!
Stayed 2 nights in Nov 2024

10/10 Excellent

Judy N.

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

Review

We had stayed at Helman House many times before it became a VRBO and were not disappointed
Stayed 2 nights in Jun 2024

10/10 Excellent

Terry Q.

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

Great Location, Beautiful House

We thoroughly enjoyed our stay at Helman House. It's located less than a five or ten minute walk to downtown Ashland (theaters, restaurants and great shopping) and beautiful Lithia Park.Besides the great location, you will enjoy the luxurious bedding and comfortable beds! The adorable front porch with table set and rocking Adirondack chairs are perfect to sit, relax, and enjoy the quiet neighborhood. We appreciated the private, off the street parking spot.We enjoyed the different areas of the house to join together to eat, relax, talk and/or play games.The bathrooms were well stocked and there was plenty of hot water for all four of us to shower each day. Extra bedding was easily available and the washer and dryer were very convenient! The house was clean and orderly and very comfortable.Sylvie is an excellent host - she responded very quickly to any questions we had before and during our stay! We will definitely stay at Helman House again!
Stayed 3 nights in Mar 2025

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

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

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

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

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

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

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

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

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

10/10 Excellent

Robyn B.

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

Short Walk to All the Action

My husband and I have stayed at many of the rentals in Ashland over the years. We really enjoyed the location of Hellman House. One could walk just about anywhere to dine, have drinks, shop, visit famous Lythia Park. The home was clean, and the property manager was very responsive. My only nitpicky thought is that the upstairs bedroom doesn’t have a door. Kind of odd. Should be easy enough to add one. Our daughter and her fiancé stayed with us two nights, and so we had to be quiet downstairs as not to wake them over our early morning coffee.
Stayed 7 nights in Oct 2024

10/10 Excellent

Jackie G.

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

Wkend in downtown Ashland

We were in town to visit our daughter who is a student @ SOU it’s was absolutely prefect. We walked to the market blocks away then stopped at the shops on the strip the house was size an amenities were perfect! The only issue we had was we checked in an the Tv was broke we didn’t have tv til about 1pm Saturday which made us have a small delay in our trip which was a bummer bc we were only in town for 2days but thanks to Lennon who was absolutely awesome & got us a working tv!! He was very very friendly & worked with us quickly so we could enjoy the rest of the day thank you for everything all in all the host was great an very responsive too still get a 5star from us !! Thank for everything
Stayed 2 nights in Oct 2024

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

10/10 Excellent

Anne C.

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

Perfect Ashland Home

This place has what I’m looking for in a rental; clean, quiet, great communication with owner, super comfy bed, parking and a quick walk to everywhere we want to eat/visit. Thank you! We will be back!
Stayed 4 nights in Sep 2024

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

10/10 Excellent

Terence A.

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

Great home and location

Our group had a one night stay at this home. All went perfectly. The booking process was easy. Check in was smooth. Great communication along the way. The home is in a nice safe neighborhood. The home was clean and had everything we needed. I would definitely stay in this home again.
Stayed 1 night in Aug 2024

About the host

Hosted by Sylvie McCracken

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Languages:

English, Spanish

Premier Host

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