Helman House and Cottages ~ Old Ashland Charm, Short Walk to the Plaza
Just a few short blocks to Ashland Plaza on a quiet, tree-lined street you’ll find old-Ashland charm in the Helman House and Cottages. 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.
Your reservation will include the Helman House and two cottages (sleeps 10). Updated with all modern amenities, Helman House boasts two large bedrooms, a king-size bed downstairs and two queens upstairs, two full baths, and a basic kitchen for light and simple meal preparation. Enjoy the bright kitchen nook for your sunny morning coffee or a long soak in the cast iron clawfoot tub. Located directly behind the house, each of the two studio cottages feature a king-size bed, sitting area, and kitchenette.
The main house has a central heat and AC. The studios are also equipped with window units that have both heat and AC.
Perfect for a multi-party or family gathering, the Helman House and Cottages provide comfort and convenience for all.
Other things to note:
Please note that the wall shared by both studios is relatively thin as far as soundproofing. If you’d like, please inquire about other units that may be more sound proof.
There is more than one unit at this property. There are security cameras at this property.
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.
Please be aware that if you're bringing a pet, there will be an additional fee of $150 for a pet fee. Thank you.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Ashland
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Ashland Group Retreat! The RedTail Inn offers 3 full suites within one booking, sleeping up to 12. Great location for the Shakespeare Festival. Ample space for your large family or friend group.
Siskiyou-Hargadine Historic District
Ashland Group Retreat! The RedTail Inn offers 3 full suites within one booking, sleeping up to 12. Great location for the Shakespeare Festival. Ample space for your large family or friend group.
Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
default
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
Property Registration Number 14005217
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
About the area
Ashland
Ashland is home to this holiday home. The area's natural beauty can be seen at North Mountain Park and Cascade-Siskiyou National Monument, while Allen Elizabethan Theatre and Angus Bowmer Theatre are cultural highlights. Travelling with kids? Consider ScienceWorks Hands-On Museum, or check out an event or a game at Lithia & Driveway Fields.
Medford, OR (MFR-Rogue Valley Intl.) - 23 min drive
Restaurants
Local 31 Pub - 5 min walk
Case Coffee Roasters - 6 min walk
Martolli's Hand Tossed Pizza - 6 min walk
Mix Sweet Shop - 4 min walk
Skout Taphouse & Provisions - 6 min walk
Frequently asked questions
Is House + 2 Studios- 3 blocks from the Plaza! 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 House + 2 Studios- 3 blocks from the Plaza!?
As of 7 May, 2026, prices found for a 1-night stay for 2 adults at House + 2 Studios- 3 blocks from the Plaza! on 11 Jan, 2027 start from S$522, 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 House + 2 Studios- 3 blocks from the Plaza!?
On-site parking is available at the property.
What time is check-in at House + 2 Studios- 3 blocks from the Plaza!?
Check-in begins at 4:00 PM.
What time is check-out at House + 2 Studios- 3 blocks from the Plaza!?
Checkout is at 10:00 AM.
Where is House + 2 Studios- 3 blocks from the Plaza! located?
This family-friendly Ashland 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
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The location and private parking made our trip very convenient. It was walking distance from many delicious restaurants and coffee shops. The layout of the house makes it a great option for families or a group of friends. Our kids loved that there were games there.
Ashley F.
Stayed 2 nights in Dec 2025
Response from VrboOwner on 27 Dec, 2025
Thanks so much for the review Jacob! Hope to host you again soon.
The combination of a main house with two separate cottages created tremendous flexibility and suited our needs perfectly. The proximity to downtown and the Shakespeare festival was also wonderful.
Cynthia W.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 9 Sept, 2025
Thanks so much for the 5 star review Cynthia! Hope to host you again soon.
Great location with easy walk to Shakespeare theaters and plenty of restaurants. House and studios were plenty big with fully equipped. All 8 of us agreed we would stay there again.
Dennis S.
Stayed 3 nights in Sep 2025
Response from VrboOwner on 19 Sept, 2025
Thanks so much for the 5 star review Dennis! Hope to host you again soon.
We appreciated the comfortable beds, lovely comforters. The house was just a few blocks from the stage where the performances were. We walked to those, Lithia Park, shops and restaurants. We used all the units and each had our own room an
Debra B.
Stayed 4 nights in Oct 2025
Response from VrboOwner on 29 Nov, 2025
Thanks so much for the 5 star review Deb! Hope to host you again soon.
Perfect place to stay with family. Location is walking distance to downtown Great check in Loved keypads all same code. Dog welcoming Super communication
Ruth W.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 12 Jul, 2025
Thanks so much for the 5 star review Ruth! Hope to host you again soon.
Our family loved everything about our stay! The location is less than half a mile to the OSF--we felt safe and comfortable walking, even after the plays ended around 11PM, back to the Helman House. We appreciated that the lights were labeled and check-in/out/entry was so easy. We appreciated the roominess of the property, A/C, and provision of ample towels and bedding. We loved the uber comfortable beds and furnishings--which were not overcrowded nor sparse--everything was just right for our four-day, three-night stay.
Lisa N.
Stayed 3 nights in Sep 2025
Response from VrboOwner on 25 Sept, 2025
Thanks so much for the 5 star review Lisa! Hope to host you again soon.
This was the ideal place for my daughter, nieces and me. It’s not fancy, but it’s perfect for what we wanted Plus it’s within easy walking distance to downtown and the theaters. Everyone had their own separate space. The main house has a large bedroom with a king bed downstairs and the top floor is one bedroom with two queen beds. The mattress and bedding were very comfortable. I thought the downstairs bed would be too hard, but it was the best sleep I’ve had! The separate apartments outside the house had everything you need in them. The walls were very thin, so you could hear everything in the other room, but my nieces didn’t mind since they were with each other. The only problem we had were tiny ants on the kitchen counters and floor. The owners were glad I let them know and were getting it taken care of. The communication was excellent. We would hear back in minutes. For the space and convenience it is wonderful! I would come back again.
The house and studios were perfect for my 4 friends and myself. The location was amazing and we could walk to most of our destinations. I highly recommend staying at this house.
Julie T.
Stayed 3 nights in Sep 2024
Response from VrboOwner on 29 Oct, 2024
Thanks so much for the review Julie! Hope to host you again soon.
Our group of 3 separate families really appreciated the walk ability and space of the Helman House. A really great set up for a mixed group!
Heather P.
Stayed 3 nights in Mar 2024
Response from VrboOwner on 16 Apr, 2024
Thanks so much for the 5 star review Heather! Hope to host you again soon.
From a partner site
10/10 Excellent
Kelly H.
15 Dec, 2023
Great Location & Gracious Hosts
We really enjoyed staying at the Helman House Mega! Lots of space for extended families and walkable to downtown Ashland, Lithia Park and wonderful restaurants. Great off street parking, nice soaking tub in separate bath and W/D on site. Great communication from hosts, easy check in and out. A great place to spread out with extended family.
Overall the house plus the duplex apartments are a unique set-up close to downtown. However it feels neglected and in need of updating, An example of lack of attention was the cable to internet switch which was obviously not thought-through since it was password blocked from getting any major channel-apps onto Roku in order to sign-in. Overall if you are looking for value its good but it feels forgotten by the owners.
The Helman Street Guest Houses were a great retreat for our family's multi-generational family vacation. We had three families meet up and use the main house and two studios for our spring break. There was plenty of space for the nine of us and our dogs. The location was wonderful and was a quick walk to the main downtown area. Communication was easy with Sylvie and they were always quick to respond. We would love to come back to the Helman House for a future family vacation!
Cozy, comfy, perfect home for our very large group!
The Helman House (Mega) was the absolute perfect home for our stay in Ashland. We are a group of eleven 25-45 year old women going through a certification program and our teacher is in Ashland. It took us so long to find the perfect place for us to stay in Ashland as our group is so big. We really wanted to stay together, close to downtown Ashland, and this house made that possible. The beds were all so comfortable, the living room was perfect for having our circles in, the kitchen had everything we needed, and the bathrooms were great. Both of the two apartments were well furnished and just as lovely as the main house. Sylvie (the owner) and Kat (her PA) were wonderful hosts and we are so grateful we stayed here. We will absolutely stay here again next time we come together in Ashland!
Tamara N.
Stayed 6 nights in Sep 2023
Response from VrboOwner on 24 Nov, 2023
Thank you for your wonderful review Tamara! We're thrilled to hear that your stay was the perfect fit for your group. It was a pleasure hosting you, and we look forward to welcoming you back in the future!
Verified
10/10 Excellent
Ryan V.
1 Feb, 2026
Ryan V.
Stayed 2 nights in Jan 2026
About the host
Hosted by Sylvie McCracken
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests