Search Vacation Homes in Ashland

"Amazing stay with beautiful views. Deep in the mountains better than expected.. would recommend to anyone looking to stay in a getaway in Ashland"

"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"

"Clean and comfortable "

"Enjoyed the open floor plan. Plenty of space for the entire family and pets. Close to everything in town. We had some issues with the microwave since it kept locking us out and you have to unlug it to get it to open again. Shower was on timer and shot ice cold water with no warning. The backyard has thorny twigs which I had to pull out of my dogs paw. Those are some things that could use some improvements."

"A little noisy with traffic, but the location was perfect. The lighting and ventilation in the kitchen was not the best, but throughout the rest of the house was great. Unfortunately, we burnt a little bit of our dinner and the smoke alarm went on (which was good) but we couldn't turn it off. Otherwise, great place and I would consider returning again."

"This house was wonderful and filled all of our needs. Well stocked, very private (behind a gated driveway), and sits on a gorgeous piece of land on the river. Highly recommend! "

"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."

"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."

"Beautiful property on the winery. Nicely decorated room & large shower. Separate living, kitchenette & bedroom area. The only downside is the room we had had the parking area on one side & the winery tasting room on the other. So we kept our curtains closed. Also the hot tub was dirty. We were looking forward to using it. "

"super cool"

"The home was tastefully decorated with holiday seasonal touches that made us feel immediately comfortable and welcomed. The kitchen is well-equipped. The local property manager (Ryan) was extremely helpful, polite, and timely in response. Thank you for a great weekend and we hope to visit again next time we are in the area."