Cottage vacation rentals in Jackson County

This an incredibly beautiful and peaceful setting! Amazing place to unwind with plenty of adventures nearby!

very conveniently located and super cute inside. bed was very comfortable. I loved being able to hear the river and the hot tub was the perfect touch. the bed was also incredibly comfortable. would definitely stay here again.

We absolutely enjoyed our stay and exactly what i needed for a weekend away . We will definitely be booking again in future.

Stayed with Stay Rouge for a week. Communication was great and the response return time was very fast! Would stay again!

Beautiful location and views of the valley. Didn’t realize it was connected with the winery which was a real plus! Food and wine and service at the winery was spectacular.

Such a cute little home away from home! My husband and I went to celebrate turning 40 and had the best time! We loved the hot tub, the massage chairs and how cute and private everything was! Nice walking trails nearby and really good food all around. Enjoyed one of the local wineries down the street and the fire pit at night in the rain! Thanks to the hosts for being so accommodating of their space!

We enjoyed staying here very much! The home is in the country very close to Jacksonville, a very cool old West town. Medford and Cenral Point were just a few minutes away. It was so peaceful and quiet here! Having a full kitchen helped, as we cooked breakfast both mornings of our stay. We will try to book this place again when we are in the area again. Don't hesitate at all, this is a great place with great hosts!

Margaret and John were great hosts and their place was absolutely lovely. The interior of the Carriage House is beautifully decorated, comfortable and has all the amenities one could ask for and more. The surrounding garden was peaceful and beautiful with many blooming flowers. The location was perfect, in close proximity to Lithia Park and down town. Margaret provided us with the very best home made granola, fruit, coffee and oat milk which was an extra treat and the kitchen was well stocked with cooking supplies. We highly recommend staying here!

From watching the sun rise with my coffee in the morning to watching the sun set with a glass of wine in the evening, Mary's cottage was a peaceful country getaway! I thoroughly enjoyed my stay!

The family and I had a wonderful experience staying at The Red Dragon House! The house is clean, the hosts are friendly and responsive, and the location is peaceful. This is a great place to stay if you don't mind being just a few minutes from downtown Ashland - for us, this was preferable. There are thoughtful touches throughout the house, and you can tell the hosts spent time considering the care and comfort of their guests. We've stayed here twice now, and can't wait to return for our next visit to Ashland!

what a beautiful location. river view was beautiful, river access is a little tough, but managed. Steve and Jayne are super friendly and although they live above, we really never heard them. It was a great stop for our mini Vaca and would love to revisit.

A tranquil setting, magnificent surroundings, beautiful house, and Elizabeth and Richard are particularly gracious hosts: what more can I say? My daughter and son appreciated easy access to Mt Ashland Ski Area only 15 miles away. Can’t wait to come back again. Pierre

The studio is a cozy snuggery! Some highlights: super comfortable bed, fun art in bathroom, cute flannel sheets with woodland creature print. But the best part was GG herself. Even before I got to town, she was able to give me insider information….the restaurant I wanted to visit would be closed on that day. Then, the night I arrived I took several wrong turns on my way to the property and needed a LOT of help from her to find my way. GG even stood outside the house on that bitterly cold night to guide me in. So kind and helpful! A wonderful experience!

I needed a place to stay, and this was a perfect place to meet locals, see the town vibe, and enjoy yourself.

Very clean, comfortable, and great location to walk everywhere in charming historic Jacksonville. Would highly recommend!

We have stayed here for 4 years in a row and will be back next year. Thank you Deanna!

I am a retired contractor and the inside of the house was so well done. Looked like a recent paint job which was perfect. I thought it was very well done

Our whole theatre board needed a place to work and also allow time for rest and play. This cottage was perfect! Plenty of room for all of us to spread out to work, eat, and sleep. We spent time inside and enjoyed the outside porch and patio. Plus we were so close to OSF and downtown Ashland that we could walk easily to dinner and the Festival. It was incredible! Practically speaking, it was easy to find, parking worked for our carpool, and the amenities were great!

Awesome location and very sweet little cottage! This was perfect for a weekend for us with our two kiddos. We enjoyed being able to walk to restaurants and the co-op. Thank you!

We stayed here for our Wedding weekend and are so glad we did! The cottage was so comfortable and the location is excellent! We will definitely stay again!

Loved this cottage and our stay in Ashland. Cozy, comfortable, clean, well equipped and conveniently walkable to restaurants and shops. The owner, Brad, is a great guy who gave us interesting background on the Abbott Cottages and the artists and creative side of Ashland. Could not have been happier with our stay in the Raven cottage.