Kid-friendly holiday rentals in Jackson County

I truly enjoyed my stay at Dahely’s charming place. I loved the layout and design of the house - it has great stylistic touches. The home was very clean and well-appointed. The drive into Ashland is close and super easy. Daley is great with communication and a wonderful host! Overall beautiful stay!

We came for my daughters birthday and grandaughters 1st birthday during the week of 8/4. We were able to have family from California visit at different intervals and enjoyed rafting on the Rogue (twice) and a jetboat brunch tour to Hellgate. The property is so beautiful and centrally located for our needs. We enjoyed cooking at the well furnished kitchen and playing in the game room. It was hard to leave and wish we owned a place in this beautiful location!

The communication was great. That's really important if you're unsure about things. Kitchen was stocked amazingly well with things I needed for baking & cooking. Fenced yard & patio was enjoyed by everyone and there was plenty of room for 4 adult, 2 children & 2 small dogs. We will enjoy our memories made here in Medford Oregon!

I’ve stayed at this location previously with a friend, and it’s consistently a good spot! Very cozy and the location is close to so downtown Medford. There were a few minor issues, but the host was very responsive and quickly addressed them!

Convenient to Crater Lake. Everything was great. Enjoyed the view. My only suggestion is to get a pitcher for the kitchen. We are tea drinkers and had nothing to make tea in. We would definitely stay here again if in the area.

Very nice place to come back to after a hard day of work.

Cynthia was very responsive. The space was great and a quick drive to downtown Ashland.

I, along with my 12 year old son, and another mom and her son stayed here for our boys baseball tournament. It was SUCH a great, welcoming space to spread out and have a more relaxing experience than staying at a hotel. The boys loved being able to stretch out on the sofa to watch basketball in the evenings on the big TV's , and the bonus space in the garage was such a fun addition. Thanks for a great spot!

Michael's place is perfect, we loved how the room was located upstairs. It is decorated beautifully and very clean. Location is perfect, walkable to the park and library. Hosts are responsive and friendly. Would definitely stay here again, very recommended!

This is easily the best experience I’ve had using this app. This host is responsive, and the accommodations are exactly what you’re hoping for. Specifically if you’re visiting for OSF, this location is the bomb because it’s not down downtown so it feels quaint not crowded and the restaurants nearest don’t fill up as fast as they do closer to theaters. Having a Safeway across the street is a dream.

It was just what we needed and the bed is the most comfortable I’ve been on

Jim and his son both were very helpful , and helped me in every way to make my stay the best it could be. Jim was friendly and really listened to my needs during the stay. I loved the place and I was able to park in the driveway for my entire stay. I would definitely stay again should I be back in the area. I could not ask for better people to be staying next to me, in a time of personal crisis.

Cute little place, thank you!

This was our second spring staying at Leslie's beautiful rental. You can't beat the location. We parked on Friday and didn't drive again til we headed home. We explored Ashland by foot with great food, live music, visual art and plays just steps away. We will 100% be returning!

Jennifer has gone above and beyond to make Suite Madrona a very comfortable place to stay. I was there for a full week and could not have asked for more. She has attended to every detail. In addition, she recommended some wineries in the area I did not know about. This lovely enclave is only 15 minutes from Ashland without charging Ashland prices, and very close to the airport. I highly recommend Suite Madrona.

Very clean and comfortable space. Well organized and easy to find what we needed. Hosts are very friendly and helpful. Would definitely stay here again!

The apartment is just as beautiful in person as the pictures. Everything is clean, roomy and location is perfect to walk around. There’s a cute coffee shop next door. Ryan/property manager responded quickly to my inquiry. I wouldn’t recommend the place if you have issues with stairs. Our family definitely would stay here again and recommend it to our family and friends.

beautiful place just a little too much pic's on the rooms

We visit Ashland regularly to visit family. I’ve traveled a lot, and this was one of those rare good finds. The host is wonderful, and so is the place. I loved the modern, minimalist, yet natural and warm interior and it’s very convenient (the Co-Op, etc). It was very quiet, too. We’d stay here again in a heartbeat.

The condo penthouse was amazing in every way. Beautiful, spacious, clean, and in a great location.

Awesome space. I stayed here and attended UBI which is only a 5 minute walk from the “campus”. Town is an easy walk & a huge bonus was the sauna & spa baths right across the railroad tracks.

The perfect place to stay for the Shakespeare festival. Valisatie was so helpful, even when we needed to move our reservation by a day. Walking distance to everything in town — dinner, shows, shops, Lithia Park — we were truly able to park the car and leave it there until we headed out. Thank you so much!

This is my second stay at the condo. I love the location as everything is walkable from this spot. Didn't need my car at all during my 4 day stay. The space gets great light and there are nice views of the surrounding hills. Everything worked great and the entire condo was spotless. If one were planning on doing a lot of cooking, you would need to bring provisions as only salt/pepper and oil are provided. Not a concern for me as there are so many restaurants nearby, and the Ashland Co-op is just down the street. Nice to be so close to everything and yet also in a nice, quiet location. I will be back.

Each time we visit everyone is pleased with the house layout and how convenient and well equipped the unit is. The house is modern, comfortable, clean and easy to relax and work in. We enjoy walking and the location is excellent for walk/access to town and local features. We will look forward to our next visit!