Entire home

Helman Street Penthouse with a View

Photo gallery for Helman Street Penthouse with a View

A modern kitchen with a large island, built-in dishwasher, and a stone fireplace.
A residential street with a house featuring a stone retaining wall, a paved sidewalk, and lush greenery including shrubs and trees.
An open door leading to a balcony with a table and chairs, a view of trees and buildings in the background.
A spacious living area with a large sofa, a coffee table, and a leather armchair. There is a kitchen area with a bar and a dining table in the background.
A modern kitchen with stainless steel appliances, a marble countertop, and wooden flooring.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
This vacation home, located along the river in the city center, features 2 bedrooms and 2 bathrooms, accommodating up to 4 guests. Enjoy outdoor relaxation on the balcony while being close to nearby attractions like Lithia Park and Ashland Library. The property offers a unique blend of urban convenience and natural beauty with the mountains just a short distance away.

Highlights

  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Oregon Shakespeare Festival
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Balcony

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.)
    ‪22 min drive‬

Where you'll sleep

2 bedrooms (sleeps 4)

Master Bedroom

1 King Bed

Second Bedroom

1 Queen Bed

2 bathrooms

Master Bathroom

Bidet · Shower only · Jetted bathtub

Second Bathroom

Bathtub or shower · Toilet

Spaces

Kitchen
Balcony

About this property

Helman Street Penthouse with a View

This award winning building is located in Ashland's Historic railroad district just 3 blocks to Ashland's Plaza.
A light and airy second floor, the private penthouse offers an open floor plan, hardwood floors, 2 bedrooms, 2 full bathrooms, an office, a private single car garage, and a large private deck with great views!
The fully equipped kitchen offers everything, marble countertops, and top notch appliances.

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

Entry way- welcome to The Ashland Social
The Ashland Social | Main House
Ashland
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (38 reviews)
The Ashland Social | Main House

House Rules

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

Children

Adults only
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 2287353vb
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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

About the area

Ashland

Located in Ashland, this holiday home is in the city centre and on a river. Allen Elizabethan Theatre and Angus Bowmer Theatre are cultural highlights, and some of the area's landmarks include Oregon Cabaret Theatre and Medford Carnegie Library. Looking to enjoy an event or a game while in town? See what's happening at The RRRink or Lithia & Driveway Fields.
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
  • Angus Bowmer 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.) - 20 min drive

Restaurants

  • ‪Skout Taphouse & Provisions - ‬7 min walk
  • ‪Louie's Bar and Grill - ‬6 min walk
  • ‪Mix Sweet Shop - ‬6 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬7 min walk
  • ‪Brothers' Restaurant - ‬5 min walk

Frequently asked questions

Is Helman Street Penthouse with a View pet-friendly?

No, pets are not allowed at this property.

How much is parking at Helman Street Penthouse with a View?

On-site parking is available at the property.

What time is check-in at Helman Street Penthouse with a View?

Check-in begins at 3:00 PM.

What time is check-out at Helman Street Penthouse with a View?

Checkout is at 11:00 AM.

Where is Helman Street Penthouse with a View located?

Located in the heart of Ashland, this holiday home is within a 10-minute walk of Ashland Creek, Lithia Park and Angus Bowmer Theatre. Allen Elizabethan Theatre and Thomas 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. 44 out of 44 reviews
Rating 8 - Good. 0 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic place, we'll be back!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property and location. We loved it! It’s beautiful.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is beautiful, light-filled, and spacious. It was the perfect spot for relaxing after our day's adventures. We hope to come back soon.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a perfect place! It is large, spacious, beautifully decorated, and impeccably maintained. The enclosed garage was a real plus. We have already made reservations for next year. Without a doubt, it is the best rental unit we have ever stayed in.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another Five Star Stay.Kristin’s place was, once again, the perfect spot for our annual OSF trip. Great unit. Fabulous location. Wonderful host.Whether you are only there in the mornings and late, like us, or want to hang on the deck, this spot is perfect. Everything is clean and everything works! Kristin is super easy to work with. We will be back next year!!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

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

Great place

Close to everything - all good
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place. Beautiful area. Loved Oregon Shakes
Stayed 14 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay! The property was clean and well equipped. The location was a five minute walk to downtown. We will want to stay here again when we visit Ashland in the future!
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was beautiful. Everything needed was there and everything seemed like it was new.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

Elegant and Cozy

The penthouse was bright, airy, and private. It was impeccably clean, and located close to downtown. We had a marvelous stay.
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

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

Another Great Stay

Our third stay at Kristen’s lovely condo was as great as before. We even had a tiny glitch and got to see her jump into action for immediate resolution. Close to downtown, but just far enough away.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

VRBO

This property is outstanding in so many ways: well stocked with household goods, easy walking to theaters, balcony patio, and an owner who is kind and responded quickly toinquiries.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

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

Lovely stay

Great abode! Well-designed layout for my husband, his sister, and I to spend a week. Spacious with great separation of space for sleeping. Easy walk to the theaters, downtown restaurants, and the food co-op. We enjoyed the kitchen/open living area and entertained friends on the deck for dinner one night. Recommend!
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

Fabulous place in Ashland!

We were a family of four adults and this place was perfect. The photos do not do it justice! Absolutely beautiful townhome and fully stocked - truly a home away from home. Great location, walking distance to everything. Took advantage of the Coop to stock up on groceries and had fun cooking as a family. Thank you for a wonderful stay - we hope to be back soon!
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

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

Great for a gathering

plenty of room for two couples to cook , eat and talk but separated sleeing and bathroom areas. Lovely deck.
Stayed 5 nights in Sep 2023
Verified review

10/10 Excellent

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

Beautiful Penthouse

We stayed 2 nights at the Penthouse and it was just perfect. The home is clean, nicely decorated, and close to town. We walked to town more than once. We have family in Ashland and this is where we will stay when we return.
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

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

Relaxing penthouse experience

A great girlfriend getaway option. Spacious, clean, comfortable and the rooftop deck was perfect for morning coffee, afternoon reading and happy hours. Split bedrooms and a nice layout and fully equipped kitchen are really lovely. Highly recommend!
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

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

Ashland Gem

The Helman Street Penthouse was perfect for our girlfriend's retreat. The home is clean, beautifully decorated and had all the necessary amenities. We were able to walk to all the shops, restaurants and Shakespeare plays. I definitely would recommend staying here during your visit to Ashland.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Beautiful and comfortable apartment

We had a wonderful stay at Kristin’s penthouse apartment. Beautifully decorated and the kitchen as well stocked with everything you need for meal preparation. Plenty of room to relax on comfortable furniture and we especially enjoyed dining on the rooftop deck. Easy walking distance to downtown Ashland and the Oregon Shakespeare Festival. One of our best VRBO experiences.
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very lovely apartment: clean, spacious and well supplied with towels, toilet paper, and kitchen essentials. We were a foursome and the layout worked perfectly for us to be together for dining, watching a movie, chatting as well as for alone time. It is a very nice/easy location with a car to the Shakespearean Festival. There is good parking. The hostess was very responsive to my texts to ensure that we got in ok, and also when we asked for some additional help. Definitely a five star experience.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

Girls trip

My friends and I had a wonderful stay. The location is perfect to walk everywhere. We went into town to shop, eat, see Shakespeare. We enjoyed high tea and a concert in the park. The house was perfect. There were three of us and we had everything we needed for a great stay. There is no question we would stay again. Thank you for taking such great care of us. We loved your home
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

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

An excellent spot in Ashland

This large, well-appointed rental was a great spot for a long weekend visiting the Oregon Shakespeare Festival and taking advantage of the outdoor activities in and around Ashland. The two bedrooms are on separate ends of the unit and the large kitchen is very well appointed. We made liberal use of the outdoor dining area and grill. The location is perfect, just outside the downtown core, a 10 to 15 minute walk to the theatres and restaurants. Highly recommended!
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

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

Beautiful

The property was beautiful, light, and immaculately clean. The host went above and beyond by leaving us a personalized welcome card, chocolates, coffee, and fresh flowers. The beds were comfortable, and the rooftop patio was a wonderful place to relax. In the interest of full disclosure, the house is right next to the train tracks, but during our 3 day stay the train only went by once. Overall the property was amazing and the host was very easy to work with. We would definitely stay there again.
Stayed 3 nights in Jun 2021
Verified review

10/10 Excellent

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

An Ashland gem!!

Lovely time Kristen! Center view window shade doesn't lower ... seems stuck and I didn't want to work it out (engineer in me!!). Otherwise - Wonderful stay. I recognized your name from the family construction company in Ashland. Small world indeed. I'll be back! Catherine Mater
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

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

Can we give 6 Stars? A Wonderful Stay.

Our second stay at Kristin's lovely Penthouse with a View was just as wonderful as our first. Everything about this stay is top notch. Kristin is easy and communicates extremely well. The unit is spotless and clever, and decorated beyond most short stay units. It is comprised of a large master bedroom with very large bath and a second - still large 2nd BR. The accompanying bath is not technically en-suite, but is as close to being so as can be, around a corner and down a small hallway. Two couples feel very private. Walking distance to OSF and downtown restaurants, and Lithia Park. It's a real pleasure to arrive, park, and not use the car again until we head home. This was our second stay...it will not be our last.
Stayed 4 nights in Jun 2023

About the host

Hosted by Kristin Batzer

Host profile image

Languages:

English

Premier Host

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