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Historic Heritage House in the heart of Ashland! Walking distance to downtown

2.0 star property

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Photo gallery for Historic Heritage House in the heart of Ashland! Walking distance to downtown

Microwave, oven, stovetop, dishwasher
TV
Outdoor dining
Interior
Exterior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathrooms

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet-friendly
  • Air conditioning

Explore the area

View in a map
Ashland, OR
  • Place, Oregon Shakespeare Festival
    ‪5 min walk‬
  • Place, Lithia Park
    ‪5 min walk‬
  • Place, Southern Oregon University
    ‪17 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪25 min drive‬

Room options

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Fridge, microwave, oven, stovetop
Railroad District, steps to downtown, everything you need to enjoy Ashland!
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
The price is €504
includes taxes & fees
6 Nov - 7 Nov
Railroad District, steps to downtown, everything you need to enjoy Ashland!

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.
During your stay at this vacation home, you're just a quick walk from Ashland Library. Features include laundry facilities. The vacation home offers 3 bathrooms and a TV.
  • Air-conditioned home with washing machine, 3 bathrooms, and TV
  • Amenities include laundry facilities
  • Just a 5-minute walk from Ashland Library and 5 minutes by foot from Oregon Cabaret Theatre
This vacation home offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Food and drink

  • Dishwasher
  • Hob
  • Microwave
  • Oven

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • TV

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

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)

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Reviews

Historic Heritage House in the heart of Ashland! Walking distance to downtown Reviews

10

Exceptional

10/10

Cleanliness
Rating 10 - Excellent. 185 out of 193 reviews
Rating 8 - Good. 8 out of 193 reviews
Rating 6 - Okay. 0 out of 193 reviews
Rating 4 - Poor. 0 out of 193 reviews
Rating 2 - Terrible. 0 out of 193 reviews

Reviews

10/10 Excellent

Barb Z.

Liked: Cleanliness
Great location, Dining area was a bit cramped but we spent must of our time on the veranda which was lovely
Stayed 5 nights in Sep 2025

10/10 Excellent

Chris S., Sacramento, California

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.
Stayed 3 nights in Sep 2025

10/10 Excellent

Jen H., Bend, Oregon

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.
Stayed 3 nights in Sep 2025

10/10 Excellent

katherine R.

Liked: Cleanliness
Lots of books and games. Suggestions for sightseeing and places to dine. Lovely spot in a walkable area
Stayed 8 nights in Aug 2025

10/10 Excellent

Dee L.

Liked: Cleanliness
All great, we even git to meet Sugar!
Stayed 3 nights in Aug 2025

10/10 Excellent

Nancie P.

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.
Stayed 3 nights in Aug 2025

10/10 Excellent

Michael R.

Liked: Cleanliness
Well maintained, clean and close to everything.
Stayed 3 nights in Aug 2025

10/10 Excellent

Scott H., Chico, CA

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!
Stayed 2 nights in Aug 2025

10/10 Excellent

Amy C., Happy Valley

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.
Stayed 3 nights in Jul 2025

10/10 Excellent

Andrea L.

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.
Stayed 4 nights in Jul 2025

10/10 Excellent

Melinda W.

Liked: Cleanliness
Excellent location, clean, bright interior, kitchen well appointed, prompt responses from Owner.
Stayed 4 nights in Jul 2025

10/10 Excellent

Sharon L.

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!
Stayed 5 nights in Jul 2025

10/10 Excellent

Jeff and Julie K., San Ramon

Liked: Cleanliness
Stayed 3 nights in Jun 2025

10/10 Excellent

Jeff G.

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!
Stayed 4 nights in Jun 2025

10/10 Excellent

Barbara M., Palo Alto, CA

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!
Stayed 5 nights in May 2025

10/10 Excellent

Denise K.

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.
Stayed 3 nights in May 2025

10/10 Excellent

Amy Y.

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!
Stayed 2 nights in Apr 2025

10/10 Excellent

jill t., Los Angeles

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.
Stayed 4 nights in Nov 2024

10/10 Excellent

Rebecca E.

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.
Stayed 2 nights in Oct 2024

10/10 Excellent

Brent B.

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.
Stayed 7 nights in Oct 2024

10/10 Excellent

Darleen H., Roseville, CA

Liked: Cleanliness

Great overall for an enjoyable retreat

Lovely old-fashioned cottage for friends to share
Stayed 4 nights in Sep 2024

10/10 Excellent

Jerry S., Los Altos, California

Liked: Cleanliness

Wonderful house and location

We have been here many times. Enjoy its location, layout, cleanliness and the wonderful owner.
Stayed 4 nights in Sep 2024

10/10 Excellent

Chris S., Sacramento, California

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

La N.

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Gwendolyn B.

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
Stayed 2 nights in Sep 2024