Entire home

Downtown Ashland House - Walk to Plaza and OSF!

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

A two-story house with a porch, a wooden fence, and a paved driveway.
A two-story house with a covered porch, a front door labeled "Mansion House," and a small garden area with a pathway leading to the house.
A living room with two grey sofas, a round coffee table, and a blue carpet.
A bedroom with two beds, a nightstand, and a wall-mounted lamp.
A kitchen with a microwave, coffee maker, kettle, and coffee cups on the counter.

Reviews

9.8 out of 10
Exceptional

Entire home

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, Oregon Shakespeare Festival
    ‪8 min walk‬
  • Place, Oregon Cabaret Theatre
    ‪9 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪22 min drive‬

Room options

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About the area

Ashland

At this holiday home you'll be within just a 10-minute stroll of Ashland Creek and Lithia Park. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 2 bathrooms, a patio and a sofa bed. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a fenced private garden and a Smart TV are also available. .Sights within a 15-minute walk of this Ashland holiday home include Allen Elizabethan Theatre and Angus Bowmer Theatre.

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
  • Ashland Library - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪Skout Taphouse & Provisions - ‬6 min walk
  • ‪Louie's Bar and Grill - ‬5 min walk
  • ‪Mix Sweet Shop - ‬4 min walk
  • ‪Brothers' Restaurant - ‬4 min walk
  • ‪Dobrà Tea - ‬4 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Downtown Ashland House - Walk to Plaza and OSF!

Helman House ~ Old Ashland Charm, Short Walk to the Plaza



★HOME OVERVIEW★

One and a half blocks away from Main St. on a quiet, tree-lined street you’ll find old-Ashland charm in the Helman House. Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning wineries, and restaurants Ashland is famous for, The Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer.



★SLEEPING ACCOMMODATIONS★



We can sleep 8 total!



Front House Bedroom 1: King Bed, ensuite bathroom with walk in shower

Front House Bedroom 2: 2 Queen beds. This bedroom is up a narrow staircase and has no door.

Front House Living Room: Queen fold out couch

There is another full bathroom with bathtub off of the kitchen



★LIVING AREA★

Relax on our sofa and stream your favorite shows on our Smart TV (Roku). Enjoy access to Netflix, Hulu, Prime Video, and Apple TV by simply entering your password.

‎

★KITCHEN★

The kitchen is perfect for simple meal prep when you need a night in. You'll find all your basics to get breakfast, lunch or dinner on the table. Enjoy a 2-in-1 coffee maker with both Keurig and drip options.

‎

★BATHROOMS★

There are 2 full bathrooms total; one newly renovated with a bathtub/ shower combo and the other with a full sized shower. Towels, shampoo, conditioner and body wash are provided.



★LAUNDRY ROOM★

There is a full sized washer and dryer in the bathroom off the kitchen



★PARKING★

There is 1 off street parking space reserved for you behind the house as well as ample street parking.



★FRONTYARD★

Enjoy a cup of coffee on our Adirondack chairs while people watching or a quick bite on our table for 4 on the front porch.



★RESTAURANTS & BARS★

The best of the best on the Ashland Plaza is a 6 minute walk away!



★HEATING & AC★

The house has a central heat and AC.



There are 2 cottages in the back of the property available for rent separately, perfect for a multi-party getaway.



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.



There is a pet fee of $150 (up to 2 pets)



IMPORTANT REMINDERS:

- Please review our House rules and requests before booking.

- Garden maintenance occurs on Fridays. Our team ensures the garden remains in excellent condition for your enjoyment.



Pet Policy Reminder

We love welcoming well-behaved pets to our property! To help ensure a safe and enjoyable experience for everyone, we kindly ask that all pets be kept on a leash when outdoors and not left unattended in shared areas.

Thank you for your understanding and cooperation!





Cancellation Policy: 50% refund up until 60 days prior to arrival. No refund if cancelled within 60 days.



Check-In / Check-Out:

- Check-in is at 4:00 PM and check-out is at 10:00 AM.

- If you need to arrive much earlier or leave much later, we recommend booking the previous or following night.

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Guests are required to sign a rental agreement
Security deposit required
Minimum age to rent is 21 years old, No smoking allowed

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 20 lb per pet)
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.

Property Registration Number 14005217

Property is also known as

orp5b63d7ex

Frequently asked questions

Does Downtown Ashland House - Walk to Plaza and OSF! have a pool?

No, this holiday home doesn't have a pool.

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

You bet! With amenities such as a playground, laundry facilities and travel cots, it's no surprise that Downtown Ashland House - Walk to Plaza and OSF! is a winner with our family travellers.

Is there a free airport shuttle available at Downtown Ashland House - Walk to Plaza and OSF!?

No, Downtown Ashland House - Walk to Plaza and OSF! does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Downtown Ashland House - Walk to Plaza and OSF! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 42 out of 48 reviews
Rating 8 - Good. 6 out of 48 reviews
Rating 6 - Okay. 0 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay and so close to shops and restaurants.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

Tons of space

There was so much room for our family. Lots of little spots to read or eat. Beds were extremely comfy.
Stayed 4 nights in Mar 2024