Kid-friendly holiday rentals in Jackson County

Had a fantastic stay at Amanda's place. Everything was carefully labeled and it had everything we could think of. The beds were spacious and comfy and the house is close to everything! Would absolutely recommend or stay again.

This Airbnb was lovely and decorated so nicely; felt like home. I loved the kitchen, it was well stocked with the basics, like sugar, spices, a variety of utensils, pots, pans, tin foil, olive oil; when traveling, you don't want to haul these items around, it was a plus to have these items available; you don't find too many Airbnb's with these amenities. The location was perfect, we were in Medford for our son's wedding, being held at Edenvale Winery, 6-8 minutes away, as well as Jacksonville, where we held the rehearsal dinner. Our daughter, son in law, 3 grandchildren, 2 pups, my husband and myself fit very comfortably in this home and the fenced backyard was also lovely for all. The attention to details and the hosts friendly welcoming attitudes, made our stay a lovely memorable experience. We will certainty be using this Airbnb again in the near future.

This was our 2nd time staying here, and it was great! Steffanie was a great host and the house felt like a home away from home. It matched the description and had everything we needed and more.

Beautiful cabin in great location! Everything was clean and fully equipped for cooking and relaxing with family and friends. We had a great stay!

We loved our stay here. Great location... walkable to restaurants, coffee shops and grocery store in Talent, and easy drive to Ashland, Phoenix, Medford and Jacksonville. House is cute, cozy, private, clean, and has everything you need for making meals at home. Beds and bedding were very comfortable. Highly recommend!

I had a fantastic stay at this Airbnb! The place was exactly as described clean, cozy, and well-equipped with everything I needed. The location was perfect, close to local attractions but still quiet and peaceful at night. The host was very responsive and friendly, and making check-in super easy. I especially appreciated the thoughtful touches like fresh towels, coffee, and fast Wi-Fi. I would definitely stay here again and highly recommend it to anyone visiting the area!

I have stayed at a lot of places but this was by fare the most pleasant place to stay. I make a yearly trip to this area to fish and will stay no place else from now on. Clean and comfortable, with privacy to relax.

Fabulous location right off of the I5 about 10 miles north of Medford. Sparkling clean, with those extra touches that make it really feel like a home. There is a 50 amp EV charger available at no extra charge. Plug is a J1772 so Tesla folks bring your adapter. Yoga mats, comfortable beds, and ample air conditioning were just a few of those extra touches. We even had the privilege of meeting one of the co-owners while staying which was a treat. Great space when visiting the Shakespeare Festival in Ashland, seeing a show at the Britt, or just passing through like we were. We will be back!

Great place with all the amenities and very comfortable. This was my 2nd stay here and I plan to stay again in the future!

This was a great place! We were able to check in early and they responded super promptly and were very kind. Place was super clean and was just right for us! I really appreciate you guys and allowing us to spend some time in your place!!

My husband and I were in Ashland for the Shakespeare Festival, and enjoyed a fantastic stay at Katy and Jesse’s cottage-above-the-garage. They were delightful hosts who were quick to answer questions, but gave us plenty of space to make ourselves at home. The location was perfect— super quiet and a quick walk to theaters and restaurants. Everything was clean; the air conditioners were nearly silent, and the uncluttered, well-equipped space worked beautifully for us. Highly recommended! We look forward to returning!

All good, just tough to find the first night after dark. Lovely little bungalow feel.

Well worth the 14 minute drive out of town. The ranch is gorgeous with thoughtful features throughout (fire pit, roping practice, rope swing, seating areas with the best views in mind). We spent the majority of our trip just enjoying the house and space as the entire ranch feels like a vacation! Quiet. Hut tub was clean and warm. The pool was lovely, we would consider coming back in the summer just to enjoy the pool!

We have been staying here for years, and this is THE perfect spot for a getaway weekend to watch plays. A short walk to the shows, breakfast down the hill, high tea a block away. The room is spotless and the full kitchen is a blessing.

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.

Anna was a great host and her place fit our needs at a time when we were celebrating the passing of a very close family member. Butte Falls and the Prospect area was where I spent some of my childhood. Even the cemetery in Butte Falls has ancestors from the 1800s of mine. The little tavern down the way makes some of the best pizza and had some of the friendliest people. Thank you, Anna! Ron & Kristina

What a wonderful place! It was spotless and had everything needed for a great stay. Ryan was extremely helpful and responsive. There is a lovely coffee shop just outside and plenty of nice restaurants in the area. I would definitely stay here again and have already recommended it to my family.

Such a great spot. Beautiful space. We enjoyed our time and felt well rested after a long travel day.

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.

Well appointnted, modern, clean place, centrally located in downtown Ashland. Would happily stay again.

We come into town every few years to visit a relative in Medford. This is the first time we stayed in Ashland. We just love both Ashland and this condo as our springboard to the town of Ashland itself, and the Ashland area. The hiking nearby is amazing- so many options within 20-30 min. drives. The unit is spacious and very well appointed in terms of furnishings and kitchen equipment. We loved the view of the mountains and the shifting lighting from the private balcony, and the living room windows. We made use of open windows for airflow. The unit is close enough to town to walk if need be, but also enough removed from town to be serene, with breezes flowing through the unit. When the temp hit 100 ° we made use of the excellent air conditioning systems. Ashland is such a fun town- shopping and restaurants galore, plus hiking right from downtown Lithia Park. Communication with Claudia was smooth, and her instructions were all clear and easy to follow. Highly recommend!!

Second time here...just fantastic place if you want to be in Ashland and be able to walk around the main downtown area. Can't say the two plays were particularly memorable, but the town is still fun and this airbnb is a wonderful space all round. Wish there were units like this in many other places!

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.

Incredible spot! Location is perfect for visiting downtown Jacksonville and the local wineries. The apartment itself was perfect for our family! The vintage-style arcade machine was delightful for the kids and everything was well thought out. Amazing master bed/bath! Highly recommend this place!