Entire home·Private host

In the historic railroad district, walking distance to all the best of Ashland!

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Property grounds
Fridge, microwave, oven, stovetop
Interior
Miscellaneous
Exterior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8144 sq m

Popular amenities

  • Washer
  • Parking available
  • Air conditioning
  • Kitchen
  • Dryer
  • Outdoor space

Explore the area

Map
Ashland, OR
  • Oregon Shakespeare Festival
    ‪7 min walk‬
  • Lithia Park
    ‪7 min walk‬
  • Southern Oregon University
    ‪17 min walk‬
  • Medford, OR (MFR-Rogue Valley Intl.)
    ‪21 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

In the historic railroad district, walking distance to all the best of Ashland!

COVID-19 PANDEMIC - please call direct for information on cleaning protocols and further information on cancelation policies 541-821-8925 - cell
Welcome to The Heritage Suite at Second Street Cottages!
(Permit#:06-01959)
The Heritage Suite is located just two blocks from the center of Ashland, including the Oregon Shakespeare Festival theaters, delightful shops, and unique restaurants.

It is one of two separate suites at Second Street Cottages: a turn-of-the-century home now completely renovated as a travelers' accommodation. It is located on a lovely, quiet residential street in the historic Railroad District. We welcome guests to spacious, fresh rooms and wonderful outdoor spaces.

The Heritage Suite:
- 4 bedrooms, 3 full bathrooms (sleeps up to 8 people)
Consisting of:
* Two bedrooms with private baths and queen beds, and
* Two bedrooms with twin beds and a shared bath
- Living room, dining area
- Large, fully-equipped kitchen
- Oversized front porch and patio

The Heritage Suite has all the amenities: spacious rooms, hardwood floors, finely-appointed furnishings, TV/DVD player, free WiFi, and central air/heat.

The Heritage Suite has its own private entrance, an oversized front porch with table and chairs (seats 6) for outdoor dining – as well as casual sitting area for enjoying coffee, drinks, or just relaxing.

Please note there are security cameras on the exterior of the property.

Life is uncertain - we strongly recommend purchasing Travel Insurance for your trip. In the event of a last minute emergency or need to cancel, travel insurance offers peace of mind for all. Please consider this as we cannot offer refunds outside of our stated policies.

Second Street Cottages also has a charming 2 bedroom/2 full bathroom unit: The Garden Suite. It can be seen at VRBO listing # 737950. Although the two suites are independent units, they can be rented together at the same time (depending upon availability). Please call for availability of a one night reservation. We are happy to accommodate if possible.
During your stay at this holiday home, you're just a quick walk from Ashland Library. Features include free WiFi in public areas. The holiday home offers a kitchen and 3 bathrooms.
  • Air-conditioned home with kitchen, washing machine and 3 bathrooms
  • Free Wi-Fi in some public areas
  • On-site recreation includes tennis courts
  • Just a 5-minute walk from Ashland Library and 5 minutes on foot from Oregon Cabaret Theatre
In the historic railroad district, walking distance to all the best of Ashland! offers its guests a garden. WiFi is free in public spaces.

Property manager

Sugar Mejia

Languages

English

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free internet

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • TV with cable/satellite channels
  • Video library

Outdoor areas

  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Golf
  • Optional golf privileges
  • Snow sports gear
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Kayaking nearby
  • Motor boating nearby
  • Rafting nearby
  • Rock climbing nearby
  • Sailing nearby
  • Sledding nearby
  • Wildlife walks nearby
  • Winery tours nearby

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)
  • First aid kit
  • Security system
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,550 square feet

Policies

Check-out

Check-out before 11:00 AM

Special check-in instructions

Guests can access their accommodation through a private entrance
You will receive an email from the host with check-in and check-out instructions

Access methods

Private entrance

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
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, a security system, a first aid kit and a deadlock
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
Guests can access their accommodation through a private entrance. 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.

In the historic railroad district, walking distance to all the best of Ashland! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 168 out of 176 reviews
Rating 8 - Good. 8 out of 176 reviews
Rating 6 - Okay. 0 out of 176 reviews
Rating 4 - Poor. 0 out of 176 reviews
Rating 2 - Terrible. 0 out of 176 reviews

10/10

Cleanliness

Reviews

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

10/10 Excellent

Linda T.

Liked: Cleanliness
Fabulous
Great lodging. Great host. Great location within walking distance to theaters.
Stayed 5 nights in Aug 2024

10/10 Excellent

Susie C.

Liked: Cleanliness
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

10/10 Excellent

Kathleen W.

Liked: Cleanliness
Our new favorite place to stay in Ashland.
We spent 5 nights here with friends and family. Everything was as advertised and we even lucked out with the weather. We saw five plays and they were all fantastic. Incredible production value and top notch talent. Everyone should come back to Ashland!
Stayed 5 nights in Aug 2024

10/10 Excellent

Richard B., Portland, OR

Liked: Cleanliness
We keep coming back...
Apex rental option. We've rented this house twice in the past 2 years and will do it again when we return to Ashland. Sugar is a most gracious, responsive host. The house is well stocked, nicely furnished, clean and so convenient to the theaters, restaurants, the great Ashland Co-op and the galleries. We didn't use our car the whole time (4 nights) we were there! Love the front porch any time of the day and the ease of parking.
Stayed 4 nights in Aug 2024

10/10 Excellent

Fred G.

Liked: Cleanliness
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

Richard B.

Liked: Cleanliness
Home
We have stayed at this property for years and it feels like a home away from home.
Stayed 4 nights in Jul 2024

10/10 Excellent

Jeff G.

Liked: Cleanliness
A Family Tradition
This was our 30th annual trip to Ashland (starting in 1994 and skipping one year due to Covid). We have been staying at this house for about 7-8 years. It is the best. Sugar was very communicative, responding quickly to a question we had and checking in to make sure everything was in working order. It was. We have already made our reservation for next year.
Stayed 4 nights in Jul 2024

10/10 Excellent

Mildred T., Davis CA

Liked: Cleanliness
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

Michael R.

Liked: Cleanliness
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

Linda T.

Liked: Cleanliness
Annual visit to 2nd St. Cottages
We love this house. The plays were great this year and the house is so close to the theaters.
Stayed 5 nights in Jun 2024

10/10 Excellent

nancy d.

Liked: Cleanliness
A pleasure to return to stay
We are repeat visitors to this property. It's clean, comfortable, in a great location, and the manager is very helpful.
Stayed 2 nights in May 2024

10/10 Excellent

david w.

Liked: Cleanliness
Ashland
Shout out to the people of Ashland! Sunshine everyplace we visited and that was everywhere!!
Stayed 4 nights in May 2024

10/10 Excellent

Janet B.

Liked: Cleanliness
Absolutely charming
Such a charming cottage! Well maintained and stocked. Very clean and comfortable. The location is superb, just a short walk to downtown. The host was easy to communicate with. Our stay was wonderful and we would definitely stay again.
Stayed 3 nights in Nov 2023

10/10 Excellent

Susan E L., Bandon, OR

Liked: Cleanliness
Incredible location!
Sugar made sure there was everything we might need and checked to make sure our stay was perfect. Our friend owns the house across the street, so the location was great for visiting with her. We ate in some wonderful restaurants and saw lots of art and Lithuania Park in full fall colors.
Stayed 3 nights in Oct 2023

10/10 Excellent

Michele F.

Liked: Cleanliness
Very nice home in a great location!
The house is in a great location with everything needed for our weekend away. Neighborhood is quiet and only a few blocks from downtown. Very clean and well kept inside and out. Would definitely recommend this home, great for couples, families or friends.
Stayed 3 nights in Oct 2023

10/10 Excellent

Jerry S., Los Altos, California

Liked: Cleanliness
As usual, excellent stay.
We have stayed at this property many times and it only gets better. Very nice, well equipped house in a great location. The front porch is an added bonus. The house is very well maintained and Sugar is a wonderful host. Highly recommended
Stayed 4 nights in Oct 2023

10/10 Excellent

Fred G.

Liked: Cleanliness
Lovely stay
Lovely property very convenient to theaters, restaurants and Lithia park. Owner was very helpful. We definitely want to come and stay here again.
Stayed 3 nights in Sep 2023