Pets allowed:
Wi-Fi available:

2 Full baths

Description from owner

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TripAdvisor Property ID: 8610364

About the area

Built in the late 1800s, the Sherwin House is located in the heart of downtown Ashland, just one and a half blocks from the famed Oregon Shakespeare Festival. The perfect choice for large groups and those looking to park the car and enjoy an Ashland getaway on foot.

Interaction with guest

Guest have full access to the property. You'll have all the privacy you need on site unless of course, you need us. We are located close by and are always available to assist our guests with making plans for theater, restaurants, shopping, wine tasting, hiking, water sports, and so much more!

Owner profile

Daniel Perry &.

Tourist License
Listed as Oak Street Cottages

Years listed:

Languages spoken: English

About the owner

I have been a local Interior Designer, focusing on Historic Restoration, for more than fifteen years. Originally from Santa Cruz, CA, I, along with my fiancé Andrew, enjoy all that Southern Oregon has to offer… hiking, rafting, camping, and the Oregon Shakespeare Festival. In Ashland...

View owner's full profile


Check in time:15:00, Check out time:11:00
If you have any questions about check-in or check-out times, please contact the owner/manager.
This rental can only be paid for online through Vacation Home Rentals using your credit/debit card or PayPal (never by bank or wire transfer).
No smoking at this property
Cancellation policy
View Policy



  • Bedroom 1: Queen Bed
    Bedroom 2: Queen Bed
    Bedroom 3: Bunk bed
    Bedroom 4: Twin bed
    Beds in other rooms: Sofa beds 2 Twin beds


  • Air conditioning
  • Balcony/Terrace
  • Grill
  • Heating
  • Fireplace
  • Private garden
  • Housekeeping Included
  • High Speed Internet
  • Linen provided
  • Parking Included
  • Balcony/Terrace
  • Pet Friendly
  • Towels provided
  • Wi-Fi available


  • Dishwasher
  • DVD player
  • High chair
  • Freezer
  • Hair dryer
  • Iron
  • Kettle
  • Refrigerator
  • Satellite TV
  • Microwave
  • Stove
  • Telephone
  • Toaster
  • TV
  • Video player


  • Cycling Trips
  • Golf
  • Water sports
  • Horse riding


  • 2 Full baths

Reviews (6)

Very Good – based on 6 reviews Very Good
6 reviews

“Perfect location!”

Reviewed 29 Sep 2015

The cottage was exactly as advertised and pictured. Maybe even better! The minute we opened the door and smelled the fresh baked cinnamon bread we knew we were on to something. And the location could not be more ideal. We would stay here again in a heartbeat. Thank you!!

Owner's reply: Thanks, Linda and family! It's always nice to have new guests to introduce to the Oak Street many of our guests are returning now, some of them for 22 years! Glad to have you with us! Constance, Manager

“Excellent location, room for everyone”

Reviewed 1 Mar 2011

We were pleasantly surprised that this little cottage really had beds for all 9 (plus infant) of us, and still had an empty sofa/bed if we had more. The kitchen is small, but stocked well. Dining room table really could fit us as well. So it was easy to cook meals here together. 1-2 blocks to everything in town (theatre & restaurants), made it the perfect location for our ski & theatre trip to Ashland.

“Our stay at Oak Street Cottage”

Reviewed 28 Dec 2010

We were very pleased with our experience. They thought of everything to make our stay comfortable and relaxing.

“Just Right”

Reviewed 16 Apr 2010

The cottage was just what we needed to accommodate our Board of Directors for sleeping arrangements and meeting space. It was comfortable, spacious, tastefully decorated, and homey. The freshly baked bread that greeted us upon arrival was a nice touch. The only drawback was a difficulty in parking.

“Wonderful Location”

Reviewed 3 Sep 2008

Constance, Thank you so much for accomodating us at the last minute. We had a wonderful time at your cottage. It was quaint, cozy and quiet.The location to downtown was perfect.It couldn't have been closer. We would love to come back and will definitely recommend you to all our friends and relatives. Kind regards, Kelly Rodrigo and Family

“Excellent Accommodations”

Reviewed 24 May 2008

The cottage was as represented and in a perfect location. We had a great time, appreciated the home baked bread that greeted us upon arrival, and can't think of anything that would have made it better. Thank you.

Review 1-6 of 6
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