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

5.0

Outstanding(173 Reviews)

House in Ashland, OR

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Free cancellationFull refund if you change your mind

Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more

About this house rental

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.

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Dishwasher

Garden

Family friendly

Map of Ashland, OR

Nearby attractions

Rogue Valley ZipLine Adventure

22.9 mi

Crater Rock Museum

17.2 mi

Cascade-Siskiyou National Monument

15.8 mi

Escape Ashland - "The Scottish Play"

0.2 mi

$$$$

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

$$$$

5.0

Outstanding(173 Reviews)

House in Ashland, OR

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Free cancellationFull refund if you change your mind

Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more

About this house rental

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Dishwasher

Garden

Family friendly

Map of Ashland, OR

Nearby attractions

Rogue Valley ZipLine Adventure

22.9 mi

Crater Rock Museum

17.2 mi

Cascade-Siskiyou National Monument

15.8 mi

Escape Ashland - "The Scottish Play"

0.2 mi

Reviews

5.0

Outstanding(173 Reviews)

5.0

Sep 2024

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.

5.0

Sep 2024

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

5.0

Sep 2024

Great lodging. Great host. Great location within walking distance to theaters.

5.0

Aug 2024

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.

5.0

Aug 2024

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!

5.0

Aug 2024

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.

5.0

Aug 2024

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.

5.0

Jul 2024

We have stayed at this property for years and it feels like a home away from home.

5.0

Jul 2024

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.

5.0

Jul 2024

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

5.0

Jun 2024

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

5.0

Jun 2024

We love this house. The plays were great this year and the house is so close to the theaters.

5.0

Jun 2024

We are repeat visitors to this property. It's clean, comfortable, in a great location, and the manager is very helpful.

5.0

May 2024

Shout out to the people of Ashland! Sunshine everyplace we visited and that was everywhere!!

5.0

Nov 2023

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.

5.0

Oct 2023

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.

5.0

Oct 2023

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.

5.0

Oct 2023

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

5.0

Oct 2023

Lovely property very convenient to theaters, restaurants and Lithia park. Owner was very helpful. We definitely want to come and stay here again.

5.0

Sep 2023

Cozy, well-equipped cottage has everything you need and is steps away from shops, restaurants and bars. We thoroughly enjoyed it.

5.0

Sep 2023

We stayed in the front home which is a 4 bedroom, 3 bath unit. It was perfect for our annual family reunion in Ashland. The home is lovely and comfortable. The dinning area is small, but there is room on the front porch to dine if the weather is good. It's a short walk to the theater and restaurants, or to the co-op to buy groceries.

5.0

Aug 2023

Sugar’s cottage was a perfect spot for me and my sisters and nieces! Centrally located, filled with all of the comforts of home. Sugar was a delightful host! We will be back!

5.0

Aug 2023

There were seven of us staying here. Four over 50 and three under 25. This location gave us all a lot of flexibility to come and go. No need for a car to enjoy Ashland. Well stock and comfortable home.

5.0

Aug 2023

We had a family reunion of 8 and found this to be the perfect place to visit and attend plays. Everything was within walking distance and the house was comfortable in every way.

5.0

Aug 2023

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.

5.0

Jul 2023

Good place to stay.

5.0

Jul 2023

This was our 30th annual family trip to Ashland (not counting the two years we missed because of COVID), and this is about our 6th or 7th time at this property. Over the years, we have stayed at many places, but this house is our favorite. It is close to everything, has a well-stocked kitchen, and has a great porch to eat, relax, and watch the locals go by. We are already planning for next year.

5.0

Jul 2023

We were three couples and the house suited us so well. Sitting on the porch each afternoon after biking and before the plays was a highlight. Amazing location for walking to the main part of town.

5.0

Jun 2023

We couldn’t have asked for a more perfect home to celebrate retirements and attend a play. The beds were very comfortable and the house was well-equipped. The front porch is so inviting and was where we spent most of our time. My only suggestion is to clarify that the access code will be sent after 1:00 on the day of your arrival.

4.0

Jun 2023

The property is charming and in a great location which allows walking access to downtown Ashland. The twin beds are on the small side so not really great for adults. The home also had a bit of a mothball odor.

5.0

Jun 2023

The cottage was perfect for four friends visiting Ashland. Location was great for walking to town. We even had some deer visit us a couple of times. Look forward to returning in the future!

5.0

Jun 2023

This adorable home was perfect for our family's rendezvous. It is only blocks away from restaurants, Lithia Park, and the Shakespeare Festival. There was plenty of parking for our 3 cars.

5.0

Jun 2023

It's our home away from home!

5.0

May 2023

We have stayed at the 2nd Street Cottages several times and have enjoyed it every time.The location is perfect, the house spotless and comfortable for three couples. Our favorite part of the house is the lovely front porch, with plenty of space for all of us to enjoy our surroundings.

5.0

Jan 2023

Wonderful house for a family getaway, walking distance to the theaters and downtown restaurants, and ice skating in the park! Comfortable beds for 8, and a great kitchen and dining area, the only place to improve would be a few more comfy seats in the living room. We’ll definitely be back!

5.0

Dec 2022

This home was lovely and comfortable for our family of 8 to hang out, play games, and relax. It was our Christmas celebration so we did a lot of cooking. The kitchen had everything we needed. The location to downtown was perfect-we walked everywhere. The space was immaculate and well-maintained. Sugar is an amazing host, very responsive. It was perfect and we would definitely stay there again.

5.0

Nov 2022

The 4 bedrooms were very adequate and the kitchen very well stocked. There were 4 adults, i toddler and I baby. Sleeping arrangements were great. The sitting area could be improved with additional, more comfortable seating. We had Thanksgiving dinner sounds on the front porch to accommodate additional family members, one of whom provided a folding table. The weather was beautiful and we had a lovely dinner!

5.0

Oct 2022

We can't say enough about this house and host. Everything is spotless, every detail is thought out. Convenient, cozy and perfect!!!

5.0

Oct 2022

Sugar is an amazing host and her property is beautiful.

5.0

Oct 2022

Fantastic location, good amenities and very usable space

FAQs

How much does this house cost compared to others in Ashland?

The average price for a rental in Ashland is $161 per night. This rental is $347 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at In the historic railroad district, walking distance to all the best of Ashland!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is In the historic railroad district, walking distance to all the best of Ashland! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at In the historic railroad district, walking distance to all the best of Ashland!?

We found 10 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, parking, and laundry.

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House in Ashland, OR

Reasons to book

About this house rental

Amenities

Map of Ashland, OR

Nearby attractions

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

House in Ashland, OR

Reasons to book

About this house rental

Amenities

Map of Ashland, OR

Nearby attractions

Reviews

FAQs

How much does this house cost compared to others in Ashland?

Is parking included with this house?

Is there a pool at this house?

Is In the historic railroad district, walking distance to all the best of Ashland! pet friendly?

What amenities are available at In the historic railroad district, walking distance to all the best of Ashland!?

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