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Helman Street Penthouse with a View

Photo gallery for Helman Street Penthouse with a View

Exterior
Living area
Living area
Private kitchen
Interior

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Barbecue grill

Explore the area

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

Rooms & beds

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Parking available
Barbecue grill

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Adults only
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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
Onsite 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

About the neighborhood

Ashland

Located in Ashland, this vacation home is in the city center 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 Vacation Homes in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Allen Elizabethan Theatre - 6 min walk - 0.6 km
  • Lithia Park - 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

  • Rogue Valley Intl. Airport (MFR) - 20 min drive

Restaurants

  • ‪Local 31 Pub - ‬6 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬7 min walk
  • ‪Mix Sweet Shop - ‬6 min walk
  • ‪Case Coffee Roasters - ‬7 min walk
  • ‪Creekside Pizza Bistro - ‬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 does it cost to stay at Helman Street Penthouse with a View?

As of Apr 24, 2026, prices found for a 1-night stay for 2 adults at Helman Street Penthouse with a View on May 4, 2026 start from $481, 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?

Onsite 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?

Check-out is at 11:00 AM.

Where is Helman Street Penthouse with a View located?

Located in the heart of Ashland, this vacation 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 labeled.
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Rating 10 - Excellent. 37 out of 37 reviews
Rating 8 - Good. 0 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

sharon f.

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

Great place

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

10/10 Excellent

Christine W.

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

10/10 Excellent

Michael M.

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

10/10 Excellent

Fred G.

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

10/10 Excellent

Matthew S.

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

10/10 Excellent

Julie R.

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

10/10 Excellent

Verified traveler

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

10/10 Excellent

Pam A.

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

10/10 Excellent

Martha A.

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

10/10 Excellent

Ann L.

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

10/10 Excellent

Karen B.

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

10/10 Excellent

Jeanne N.

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

10/10 Excellent

Katrina N.

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

10/10 Excellent

Theresa D.

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

10/10 Excellent

Valerie J.

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

10/10 Excellent

Kathy D.

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

10/10 Excellent

Alison H.

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

10/10 Excellent

Terah B.

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

10/10 Excellent

Catherine M.

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

10/10 Excellent

Matthew S.

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
Verified

10/10 Excellent

Barbara G.

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

Perfect, we’ll appointed home

We have stayed in a few different places in Ashland. This place was the best. It was immaculate, comfortable and beautiful..an easy walk to the coop, to theaters and to restaurants and cafes. The owner provided complete details for arrival and departure…would gladly stay here again.
Stayed 4 nights in Oct 2022
Verified

10/10 Excellent

Andrea H.

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

Great penthouse!

This is a lovely place to stay, particularly for two couples who appreciate comfortable bedrooms/baths and well-appointed and spacious living spaces. Even in October, we enjoyed having our breakfasts out on the deck. Since we were in Ashland to see plays, it was great being just a short walk away from the theaters. We would definitely stay here again!
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Michelle C.

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

Perfect location

Beautiful penthouse with a lovely rooftop patio. Well equipped with even an espresso machine. Very responsive host. Walking distance to everything.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Michele M.

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

Great place close to downtown.

Super clean, super comfy. We loved being able to use the garage door opener while we stayed. . The house is upstairs and they have a great second floor patio. Nice laundry machines. Nice linens and beds. Beautiful hardware and lighting throughout the house. It’s very close to downtown. It was a great place to stay while dropping off our son for school at SOU. I can’t think of anything that wasn’t readily available. Great house.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Anne L.

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

Ashland Penthouse with a view

Great property - Spacious, airy, well equipped, immaculate! Easy walk to town and some great restaurants. Lovely walk by the railroad track each morning. No train noise throughout our entire 3 day stay! 👍👍😀😀
Stayed 3 nights in Sep 2022

About the host

Hosted by Kristin Batzer

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Premier Host

They consistently provide great experiences for their guests
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