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

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Outdoor dining
Property grounds
Interior
4 bedrooms, iron/ironing board, WiFi, bed sheets
Fridge, microwave, oven, stovetop

Entire home

4 bedrooms3 bathroomsSleeps 81550 sq ft

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Outdoor Space
  • Air conditioning

Explore the area

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

Room options

About the neighborhood

Ashland

Located in Historic Railroad District within a 5-minute walk of Ashland Library, this vacation home is within a 15-minute stroll of Oregon Cabaret Theatre. The vacation home includes a kitchen, a balcony, and a refrigerator.
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What's nearby

  • Oregon Cabaret Theatre - 3 min walk - 0.2 miles
  • 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) - 21 min drive

Restaurants

  • ‪Martolli's Hand Tossed Pizza - ‬7 min walk
  • ‪Case Coffee Roasters - ‬6 min walk
  • ‪Larks Home Kitchen Cuisine - ‬4 min walk
  • ‪Pony Espresso - ‬3 min walk
  • ‪Oregon Cabaret Theatre - ‬5 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.

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.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony or patio, and there's space to spread out with 4 bedrooms. Guests can expect to find a TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Sugar Mejia

Languages

English

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Fridge, microwave, oven, stovetop

Railroad District, steps to downtown, everything you need to enjoy Ashland!

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
10.0 out of 10, Exceptional, 141 reviews
Railroad District, steps to downtown, everything you need to enjoy Ashland!

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free internet

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

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

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

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

Things to do

  • Golf
  • Optional golf privileges
  • Snow sports gear
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking 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

  • This property doesn't allow pets

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
Safety features at this property include a fire extinguisher, a security system, a first aid kit, and a deadbolt lock
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
  • Check-out: 11:00 AM

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, a first aid kit, and a deadbolt lock.

Frequently asked questions

What can I see around this vacation home?

This vacation home is situated in Historic Railroad District, just steps from Ashland Library, and within a 10-minute walk of Oregon Cabaret Theatre and Allen Elizabethan Theatre. You'll also find Oregon Shakespeare Festival and Lithia Park less than a mile away.

Is there parking available at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at In the historic railroad district, walking distance to all the best of Ashland!?

Amenities that appeal to couples at this historic vacation home include a kitchen as well as tennis and a garden.

Are there hot tubs at In the historic railroad district, walking distance to all the best of Ashland!?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Rogue Valley Intl. Airport (MFR), which is 16.3 mi away (21 minutes by car).

Are there rooms with balconies that I can book at In the historic railroad district, walking distance to all the best of Ashland!?

Yes, every accommodation at In the historic railroad district, walking distance to all the best of Ashland! comes with a balcony.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 175 out of 183 reviews
Rating 8 - Good. 8 out of 183 reviews
Rating 6 - Okay. 0 out of 183 reviews
Rating 4 - Poor. 0 out of 183 reviews
Rating 2 - Terrible. 0 out of 183 reviews

10/10

Cleanliness

Reviews

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

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