See all properties
Entire home

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

Holiday home in Ashland

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

Exterior detail
Interior
Exterior
Exterior
Terrace/patio

Reviews

10 out of 10, Loved by Guests
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Parking available

Explore the area

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

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

3 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

About this property

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.

Add dates for prices

Amenities

Washing machine
Dryer
Pet-friendly
Air conditioning
Parking available

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
Indulgent Retreat: 3 King Suites, Pool & Hot Tub
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (26 reviews)
Indulgent Retreat: 3 King Suites, Pool & Hot Tub

House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs (limit 2 total)
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to 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 rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.

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

About the area

Ashland

Historic Railroad District, a neighbourhood in Ashland, is home to this holiday home. Oregon Cabaret Theatre and Medford Carnegie Library are local landmarks, and some of the area's attractions include ScienceWorks Hands-On Museum and The RRRink.
View more Holiday homes in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Oregon Cabaret Theatre - 3 min walk - 0.3 km
  • Lithia Park - 5 min walk - 0.4 km
  • Thomas Theatre - 5 min walk - 0.4 km
  • Oregon Shakespeare Festival - 5 min walk - 0.5 km
  • Southern Oregon University - 17 min walk - 1.4 km

Getting around

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

Frequently asked questions

Is Historic Heritage House in the heart of Ashland! Walking distance to downtown pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Historic Heritage House in the heart of Ashland! Walking distance to downtown?

On-site parking is available at the property.

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.

What time is check-out at Historic Heritage House in the heart of Ashland! Walking distance to downtown?

Checkout is at 11:00 AM.

Where is Historic Heritage House in the heart of Ashland! Walking distance to downtown located?

Located in Historic Railroad District, this holiday home is within a 5-minute walk of Ashland Library and Oregon Cabaret Theatre. Allen Elizabethan Theatre and Angus Bowmer Theatre are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Barb Z.

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

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

katherine R.

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

Jen H.

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

Michael R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well maintained, clean and close to everything.
Stayed 3 nights in Aug 2025

10/10 Excellent

Melinda W.

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

10/10 Excellent

Dee L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
All great, we even git to meet Sugar!
Stayed 3 nights in Aug 2025

10/10 Excellent

Scott H.

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

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

Sharon L.

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

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

Barbara M.

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

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

Nancie P.

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

Darleen H.

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

Great overall for an enjoyable retreat

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

10/10 Excellent

Amy Y.

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

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

Meryl C.

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

Great location

Comfortable stay and close to everything.
Stayed 3 nights in Aug 2021

10/10 Excellent

Brian & Laurie H.

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

Nice place to stay

Clean safe neighborhood close to everything
Stayed 7 nights in Jun 2022

10/10 Excellent

Denise K.

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

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

Susan H.

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

Great location

We loved our stay here. Very clean, very convenient, fit our needs.
Stayed 2 nights in Oct 2019

10/10 Excellent

Michael R.

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

A perfect stay.

Very charming cottage within walking distance of shows, shops and places to eat. Very clean and comfortable. A perfect stay in Ashland.
Stayed 3 nights in Jun 2024

10/10 Excellent

Jerry S.

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

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

Jeff G.

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

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

Liz B.

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

Wonderful stay

Sugar is an amazing host and her property is beautiful.
Stayed 2 nights in Sep 2022
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Lorraine K.

Continues to be a great place to stay in Ashland

Clean, comfortable accommodation. Close to everything, convenient to town, festival venues.
Stayed 3 nights in Sep 2017

10/10 Excellent

Richard B.

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

Vacation 2

Good place to stay.
Stayed 4 nights in Jul 2023

About the host

Hosted by Haley Miller

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback