Search Vacation Homes in Historic Jacksonville

"We have stayed there twice now. Our art gallery reception was last night in Medford. Today I visited a friend in Ashland. Debbie’s Diner is very close for breakfast and Starbucks down the road. The house has an elegant feel to it, high ceilings and lots of windows to the backyard. Thank you so much."

"Every detail thought of for an enjoyable stay. "

"This house is in a very nice, quiet neighborhood but really centrally located to surrounding amenities. A beautiful and clean home - love the way it is decorated!! Jill was a great host. Her response time to any communication was almost instant."

"We loved this house so much. The views were absolutely amazing. We did stargazing at night and watched the sunrise out there. Beautiful house with great windows. Relaxing and quiet spot!"

"Cozy home, we had a wonderful stay. Close to Crater lake and the airport which was important to us. Plenty of room and a beautiful view "

"My husband and I have stayed at many of the rentals in Ashland over the years. We really enjoyed the location of Hellman House. One could walk just about anywhere to dine, have drinks, shop, visit famous Lythia Park. The home was clean, and the property manager was very responsive. My only nitpicky thought is that the upstairs bedroom doesn’t have a door. Kind of odd. Should be easy enough to add one. Our daughter and her fiancé stayed with us two nights, and so we had to be quiet downstairs as...

"This was perfect for our needs. We needed a place to stay while spending time with our family, so we didn't spend much time at the home. It's right on a busy road. The house itself is clean and basic. Appreciate being able to have our dog with us. "

"We came to Medford for high school graduation. We had 4 adults, 1 child and 1 dog staying with us. We were pleasantly surprised the moment we walked in on just how big this place was. The back yard was heaven for a nice warm weekend. The neighborhood is quiet and well kept. This house has everything you need and has great vintage character. Definitely family friendly. This location is close to everything you need and made our trip easy. The check in and check our process was so simple that I...

"We enjoyed the home. "

"Clean. Tidy. comfortable. Well appointed. But we left a pair of walking polls behind and would like Sugar to keep them for us and we will pick them up when we stay again in the fall of 2025. David Roberts"

"Such a warm, inviting and cozy home! My family had such a wonderful time! We really enjoyed the beautiful pool, the large kitchen, and the open floor plan that made the family room our great meeting & games place! The owners are wonderful human beings! We can’t wait to visit again!"