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The Greenwood Villa

Jonathan User Profile

The Greenwood Villa

Entire guesthouse
4 guests2 bedrooms2 beds1 bath
4 guests
2 bedrooms
2 beds
1 bath
Jonathan is a Superhost
Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
Great location
95% of recent guests gave the location a 5-star rating.
Sparkling clean
14 recent guests said this place was sparkling clean.

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Policies and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on Instagram @thegreenwoodvilla


Free parking on premises
Entire place
You’ll have the space to yourself and will only share it with those you’re traveling with.

Sleeping arrangements

Bedroom 1
1 queen bed
Bedroom 2
1 double bed



108 reviews
Stylish space
Sparkling clean
Quick responses
David User Profile
October 2019
The Greenwood Villa is absolutely magical. If you’re looking for a place to slow down and enjoy life’s simple pleasures, this is the perfect place to recharge. I wholeheartedly recommend staying here!
Russ User Profile
September 2019
A beautiful space in a serene location with ready access to Ashville, Medford and Jacksonville.
Caroline User Profile
September 2019
The building is lovely and well designed. The beds were amazingly comfortable and we loved the views. We found it convenient to Ashland and easy to find.
Thomas User Profile
September 2019
Such a cool place to stay. We were not disappointed by our stay at the Greenwood Villa.
Ryan User Profile
September 2019
The absolute best place to stay when visiting Southern Oregon!
Aimee User Profile
September 2019
We loved our stay at the Greenwood Villa. The space is so special and beautifully decorated. Jonathan was quick to respond and even accommodated an early check in for us so we could make it to our excursion on time. We love drinking our coffee in the morning on the back patio or…
Julian User Profile
September 2019
The Villa was beautiful and idyllic. It definitely exceeded our expectations in almost every way. We hope to stay there again soon.

Hosted by Jonathan

Medford, ORJoined in September 2012
Jonathan User Profile
108 Reviews
Jonathan is a SuperhostSuperhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
I am married to my best friend, Rachael. I love cooking really good meals for my wife and I, and hope to make restaurant quality dishes for people in the future. We have an Australian Shepherds named Briar, and a grey cat named Roguen, who's got the most personality ever. I am…
Interaction with guests
We love hosting and making our guests feel welcome. Although we both work and are involved in multiple projects in the city and on the property, we make it a priority to be available to our guests, we love Southern Oregon and will happily make suggestions for places to visit. We…
Languages: English
Response rate: 100%
Response time: within a few hours
Always communicate through AirbnbTo protect your payment, never transfer money or communicate outside of the Airbnb website or app.
About this place
When you stay in an Airbnb, you’re staying at someone’s place.
This is Jonathan’s place.
Rachael helps host.

The neighborhood

Things to keep in mind

Check-in: 3PM - 10PM
Checkout: 11AM
3PM - 10PM

House Rules

  • Not suitable for infants (under 2 years)
  • No smoking
  • No parties or events
  • Pets are allowed