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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
Exceptional
4 bedrooms3 bathroomsSleeps 8

Popular amenities

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

Explore the area

View map
  • Place, Oregon Shakespeare Festival
  • Place, Lithia Park
  • Place, Southern Oregon University
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)

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.

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Amenities

Washing machine
Dryer
Pet-friendly
Air conditioning
Parking available

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
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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. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit 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
  • Allen Elizabethan Theatre - 5 min walk - 0.4 km
  • Oregon Shakespeare Festival - 5 min walk - 0.5 km
  • Lithia Park - 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).

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
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

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

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

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

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

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

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

jill t.

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

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

Richard B.

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

Vacation 2

Good place to stay.
Stayed 4 nights in Jul 2023

10/10 Excellent

Devi B.

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

Our Home in Ashland

We love staying at the Heritage House.
Stayed 4 nights in Jul 2019

10/10 Excellent

Joann Kink M.

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

Great location

Relax on the porch in charming cottage.
Stayed 5 nights in Jun 2022

10/10 Excellent

Susie C.

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

Wonderful location

We came to Ashland to attend a family wedding. We especially appreciated the location of the cottage as it’s very walkable to shopping and restaurants. Lovely.
Stayed 4 nights in Aug 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Richard B.

Good location and comfortable living space.

We really like the neighborhood feeling and the easy walk to every place.
Stayed 4 nights in Aug 2016

10/10 Excellent

Olivia K.

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

Great location!

We loved staying here. Great location near OSF and the shops and restaurants downtown. Appreciated the porch lights welcoming us home after the late shows, ice cream in hand.
Stayed 4 nights in Jul 2023

10/10 Excellent

Jason P.

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

Cute Cottage, great location

Was the perfect space for our family! In walking distance from everything.
Stayed 4 nights in Jul 2021

10/10 Excellent

Fred G.

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

Great rental house for going to OSF

Very clean home located close to co-op and the OSF theaters. Living room is a great area for guests to sit and share experiences.
Stayed 4 nights in Jul 2024

10/10 Excellent

Ann R.

Cosy cottage in Ashland

Well supplied charming cottage walking distance to all Ashland theatres and shops and restaurants.
Stayed 2 nights in May 2019

10/10 Excellent

Mildred T.

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

Lovely hime great locstion

The home was lovelyandSugar was very responsive to all my questions.It was great to be able to walk to plays and we appreciated the restaurant recommendations
Stayed 2 nights in Jun 2024

10/10 Excellent

Jodi G.

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

Great stay!

Loved our few days at the cottage and exploring Ashland. The location is quiet but easy walking to downtown, and short driving to wonderful wineries. Beautiful neighborhood. Recommend!
Stayed 3 nights in Apr 2022

10/10 Excellent

Gwendolyn B.

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

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

10/10 Excellent

Darleen H.

Perfect for a small group

This was our 5th stay at the cottage and we hope to add many more to that number. Clean, cozy, close to the main streets of Ashland. If a rental cottage is what you're after then this is it.
Stayed 3 nights in Jun 2018

10/10 Excellent

Christopher M.

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

Perfect porch, best location

We had a great time here! Close walking distance to downtown, stores, restaurants, ect. Great food and friendly people in Ashland, we spent a lot of time sitting outside and enjoying the great front porch. Couldn’t be happier with our stay.
Stayed 3 nights in Jun 2019

10/10 Excellent

Lorraine K.

Clean, comfortable, close to everything we needed

Always a great place to stay. Walk to town and theaters in minutes. Love the comfy front porch! Owner knows how to do it right.
Stayed 3 nights in Jul 2018

10/10 Excellent

Ruth B.

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

2nd Street

Wonderful location & well appointed cottage—everything we needed for a pleasant & comfortable week
Stayed 7 nights in Aug 2019

10/10 Excellent

Jayne H.

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

Perfect Place for a Family Visit

House is adorable, roomy, very well equipped and very convenient location. Manager was friendly and accessible although we didn't need much, everything is there and as described in the listing. Would stay there again. Thanks for a wonderful home base!
Stayed 5 nights in May 2022

8/10 Good

justin a.

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

2 night stay

Perfect location, could use more ac upstairs.
Stayed 2 nights in Jul 2021

About the host

Hosted by Haley Miller

Host profile image

Languages:

English
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