Historic Railroad District stay.At this Historic Railroad District vacation home, you'll be within a 5-minute walk of Ashland Library and Oregon Cabaret Theatre. Allen Elizabethan Theatre and Angus Bowmer Theatre are also within half a mile (1 km).
Allen Elizabethan Theatre - 5 min walk - 0.3 miles
Oregon Shakespeare Festival - 5 min walk - 0.3 miles
Lithia Park - 5 min walk - 0.3 miles
Southern Oregon University - 17 min walk - 0.9 miles
Getting around
Rogue Valley Intl. Airport (MFR) - 29 min drive
Restaurants
Noble Coffee Roasting - 4 min walk
Ruby's - 5 min walk
The Growler Guys - 2 min walk
Zoey's Cafe - 4 min walk
Gils - 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.
Historic Heritage House in the heart of Ashland! Walking distance to downtown
Welcome to The Heritage House at Second Street Cottages! Located in the historic railroad district, walking distance to everything Ashland has to offer, including OSF, shops, spas, Lithia Park, and amazing restaurants. It is located on a lovely, quiet residential street. We welcome guests to spacious, fresh rooms and wonderful outdoor spaces. We can comfortably accommodate up to 8 guests with 4 bedrooms and 3 full bathrooms there is plenty of room for larger groups.
Similar properties
2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.
2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.
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.
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.
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)
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 18
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.
Pets
Pets are welcome
Only dogs are allowed
Maximum 2 pets
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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 private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.
Frequently asked questions
How close is Historic Heritage House in the heart of Ashland! Walking distance to downtown to the airport?
This vacation home is 16.2 mi (29-min drive) away from the Rogue Valley Intl. Airport (MFR) airport, the closest popular airport to the property.
Does Historic Heritage House in the heart of Ashland! Walking distance to downtown have an airport shuttle?
Airport shuttle services are not available at this vacation home.
Does Historic Heritage House in the heart of Ashland! Walking distance to downtown offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Historic Heritage House in the heart of Ashland! Walking distance to downtown?
No, there is no casino at this vacation home.
What time is check-in at Historic Heritage House in the heart of Ashland! Walking distance to downtown?
Check-in begins at 4:00 PM.
Is there free parking at Historic Heritage House in the heart of Ashland! Walking distance to downtown?
Free parking is not available at this vacation home.
Does Historic Heritage House in the heart of Ashland! Walking distance to downtown have a pool?
This vacation home does not have a pool.
Does Historic Heritage House in the heart of Ashland! Walking distance to downtown have a spa?
There are no spa services available at this vacation home.
How close is Historic Heritage House in the heart of Ashland! Walking distance to downtown to downtown Ashland?
This vacation home is 0.2 mi away from Ashland.
Reviews
Historic Heritage House in the heart of Ashland! Walking distance to downtown Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
Rating 10 - Excellent. 185 out of 193 reviews
10 - Excellent
185
Rating 8 - Good. 8 out of 193 reviews
8 - Good
8
Rating 6 - Okay. 0 out of 193 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 193 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 193 reviews
2 - Terrible
0
Reviews
10/10 Excellent
Barb Z.
Sep 30, 2025
Liked: Cleanliness
Great location, Dining area was a bit cramped but we spent must of our time on the veranda which was lovely
Barb Z.
Stayed 5 nights in Sep 2025
10/10 Excellent
Chris S., Sacramento, California
Sep 22, 2025
Liked: Cleanliness
This lovely home is so convenient to the plays, restaurants and stores. The kitchen table is great for 4 or 5 people but we enjoyed many meals on the front porch.
Chris S.
Stayed 3 nights in Sep 2025
10/10 Excellent
Jen H., Bend, Oregon
Sep 11, 2025
Liked: Cleanliness
Great location and comfy house. Hot water, good water pressure, comfortable beds and linens, quiet neighborhood, safe, walking distance to plays and downtown. Communication with host very efficient.
Jen H.
Stayed 3 nights in Sep 2025
10/10 Excellent
katherine R.
Sep 1, 2025
Liked: Cleanliness
Lots of books and games. Suggestions for sightseeing and places to dine. Lovely spot in a walkable area
katherine R.
Stayed 8 nights in Aug 2025
10/10 Excellent
Dee L.
Aug 27, 2025
Liked: Cleanliness
All great, we even git to meet Sugar!
Dee L.
Stayed 3 nights in Aug 2025
10/10 Excellent
Nancie P.
Aug 22, 2025
Liked: Cleanliness
Perfection, as always. We are repeat visitors because Sugar has created a perfect base for exploring all things Ashland. The beds are sleep magnets. The kitchen fully outfitted. The porch divine at all times of the day and evening. A “bonus” this year was the family or deer — a doe with two babies — who regularly patrolled the neighborhood stopping traffic and gladdening hearts.
Nancie P.
Stayed 3 nights in Aug 2025
10/10 Excellent
Michael R.
Aug 18, 2025
Liked: Cleanliness
Well maintained, clean and close to everything.
Michael R.
Stayed 3 nights in Aug 2025
10/10 Excellent
Scott H., Chico, CA
Aug 4, 2025
Liked: Cleanliness
Perfect location and great property for a last minute guys trip to mountain bike Ashland. Neighborhood was great, very friendly people and the host was great!
Scott H.
Stayed 2 nights in Aug 2025
10/10 Excellent
Amy C., Happy Valley
Aug 2, 2025
Liked: Cleanliness
We had a lovely visit to Ashland to see plays and our VRBO rental was great. The house was very nice, just as stated. The owner was attentive and everything was clean, it had all the useful things needed. This was a very nice stay.
Amy C.
Stayed 3 nights in Jul 2025
10/10 Excellent
Andrea L.
Jul 27, 2025
Liked: Cleanliness
Wonderful work lave to stay for the Shakespeare festival. Walking distance to everything and yet still in a quiet peaceful street. Well-stocked kitchen, comfy beds, and a very pleasant front porch for relaxing.
Andrea L.
Stayed 4 nights in Jul 2025
10/10 Excellent
Melinda W.
Jul 21, 2025
Liked: Cleanliness
Excellent location, clean, bright interior, kitchen well appointed, prompt responses from Owner.
Melinda W.
Stayed 4 nights in Jul 2025
10/10 Excellent
Sharon L.
Jul 17, 2025
Liked: Cleanliness
Fab front porch in great location
Our three generations family have stayed here multiple times and the house continues to work out very well! Easy walk to OSF theatres, restaurants, Lithia Park and the Co-op.We’ll be back again next year!
Sharon L.
Stayed 5 nights in Jul 2025
10/10 Excellent
Jeff and Julie K., San Ramon
Jul 9, 2025
Liked: Cleanliness
Jeff and Julie K.
Stayed 3 nights in Jun 2025
10/10 Excellent
Jeff G.
Jul 5, 2025
Liked: Cleanliness
Our Eighth Year (or so)
We have been coming to Ashland and OSF for 30 years. We have stayed at many places -- motels out by the freeway, hotels in town, B&Bs, but this place has been our favorite. We have been coming here for the last 8 years or so, this year for four nights. We cooked two nights, and got take out two nights (pizza and Thai from a place down by the University). It is more economical than eating out and more fun. A great family tradition!
Jeff G.
Stayed 4 nights in Jun 2025
10/10 Excellent
Barbara M., Palo Alto, CA
May 20, 2025
Liked: Cleanliness
Great House!!
We thoroughly enjoyed our stay in the house with easy access to everything in the theater district! The house is comfortable and well stocked. We'll be back!
Barbara M.
Stayed 5 nights in May 2025
10/10 Excellent
Denise K.
May 8, 2025
Liked: Cleanliness
Ashland Fringe Fest performance
We came as a group to perform. It was important to stay together to rehearse and bond. We did. The house was perfect for that.
Denise K.
Stayed 3 nights in May 2025
10/10 Excellent
Amy Y.
Apr 29, 2025
Liked: Cleanliness
Wonderful cottage in Ashland
The cottage is very conveniently located, walkable to everything in downtown Ashland. Very cozy, and the kitchen is well stocked with all essentials. Easy check in and check out process. The hostess was very responsive to all our questions. We all had a great time and would book again!
Amy Y.
Stayed 2 nights in Apr 2025
10/10 Excellent
jill t., Los Angeles
Dec 4, 2024
Liked: Cleanliness
Nothing better in Ashland
This small cozy house was perfect for our group over the Thanksgiving Holiday. Great kitchen with every item we needed. Cannot beat the location. We will be back.
jill t.
Stayed 4 nights in Nov 2024
10/10 Excellent
Rebecca E.
Oct 18, 2024
Liked: Cleanliness
The perfect place for two families to stay!
The property could not have been more perfect for our group of eight (three moms, five kids aged 6-10). We appreciated the big front yard and huge covered porch, where the kids could run around, play board games, and get the wiggles out, the proximity to everything (we never drove anywhere, just walked), and how clean and inviting everything was. The beds were COMFORTABLE. Three bathrooms! All with showers! We are already planning our next visit. We had one minor challenge with check-in (not getting the door code in advance) but Sugar was so responsive and friendly and continued to check in with us during our stay.
Rebecca E.
Stayed 2 nights in Oct 2024
10/10 Excellent
Brent B.
Oct 15, 2024
Liked: Cleanliness
Adorable Cottage, Great location
Adorable cottage in an adorable town. Cottage had all we (4 adults) needed and was within a half mile of theaters and restaurants. We particularly enjoyed the front porch in the quiet neighborhood. Kitchen was very well equipped - thanks for the snacks and candy! I highly recommend this property and we hope to return soon.
Brent B.
Stayed 7 nights in Oct 2024
10/10 Excellent
Darleen H., Roseville, CA
Oct 9, 2024
Liked: Cleanliness
Great overall for an enjoyable retreat
Lovely old-fashioned cottage for friends to share
Darleen H.
Stayed 4 nights in Sep 2024
10/10 Excellent
Jerry S., Los Altos, California
Oct 1, 2024
Liked: Cleanliness
Wonderful house and location
We have been here many times. Enjoy its location, layout, cleanliness and the wonderful owner.
Jerry S.
Stayed 4 nights in Sep 2024
10/10 Excellent
Chris S., Sacramento, California
Sep 20, 2024
Liked: Cleanliness
Love the porch
This is the 2nd time we have stayed here for our family reunion in Ashland. It is a very comfortable home. The dining space is a little small for 7 but the front porch is so comfortable we used it often.
Chris S.
Stayed 3 nights in Sep 2024
10/10 Excellent
La N.
Sep 15, 2024
Liked: Cleanliness
We had a great stay!
We had a great stay! Sugar was an awesome host. She was very responsive - and gave great recs too! The location is perfect - within walking distance to everything. The house itself is charming. Highly recommend.
La N.
Stayed 3 nights in Sep 2024
10/10 Excellent
Gwendolyn B.
Sep 13, 2024
Liked: Cleanliness
Shakespeare would have approved
Decided on a house for our annual Shakespeare weekend this year .
We enjoyed the house so much we shopped and ate all meals there to better enjoy each other