Stay at the Historic Hillcrest Orchard Estate

Entire home hosted by Terry & Barbara

  1. 16 guests
  2. 5 bedrooms
  3. 6 beds
  4. 4.5 baths
Self check-in
Check yourself in with the keypad.
Great check-in experience
100% of recent guests gave the check-in process a 5-star rating.
Experienced host
Terry & Barbara has 166 reviews for other places.


Every booking includes free protection from Host cancellations, listing inaccuracies, and other issues like trouble checking in.
Located on the grounds of the 250 acre Hillcrest Orchard Estate and RoxyAnn Winery this house was designed by well known architect Frank C. Clark and was built in 1917 with great care and craftsmanship during an era void of technology.

Hillcrest Orchard has been a landmark estate in the Rogue Valley for over a hundred years. The United States Department of the Interior added Hillcrest Orchard to the National Register of Historic places in 1984 for its historic and architectural significance.

The space
A rural feel but close to many amenities. RoxyAnn Winery is on the same property. A rural feel but close to many amenities. RoxyAnn Winery is on the same property. Great local coffee shop across the street. Approximately 10 miles to the Britt Festival Pavilion and 14 miles to the Oregon Shakespeare Festival in Ashland. Crater Lake is only a 1 1/2 hour drive.
We are the perfect halfway point between Seattle and the Bay Area

5 bedrooms, but please note: One of the doubles is only accessed by walking through another bedroom. There is a door separating the rooms. The bedroom with the queen bed is rather small.

The nightly fee is for a maximum of 10 guests. There are sleeping porches available for summer months only that can accommodate 8 additional guests for $50 each

Due to the age of the house we do not allow fires in the fireplaces.

The space is not child proofed.

Where you'll sleep

Bedroom 1
1 king bed
Bedroom 2
1 double bed
Bedroom 3
1 double bed

What this place offers

Free parking on premises
TV with standard cable
Patio or balcony
Hair dryer

Select check-in date

Add your travel dates for exact pricing

4.38 out of 5 stars from 8 reviews


Where you’ll be

Medford, Oregon, United States

Hosted by Terry & Barbara

  1. Joined in June 2016
  • 174 Reviews
  • Identity verified
We have been a part of Hillcrest Orchard for 36 years.

During your stay

This is a self check in listing. We will not disturb you during your visit.
We just ask that you text or communicate through the Airbnb ap to let us know that you arrived and when you leave so we can arrange cleaning.
  • Response rate: 100%
  • Response time: within an hour
To protect your payment, never transfer money or communicate outside of the Airbnb website or app.

Things to know

House rules

Check-in: 3:00 PM - 8:00 PM
Checkout: 1:00 PM
Self check-in with keypad
Not suitable for children and infants
No smoking
No pets
No parties or events

Health & safety

Airbnb's COVID-19 safety practices apply
Carbon monoxide alarm
Smoke alarm
Security Deposit - if you damage the home, you may be charged up to $500

Cancellation policy