Kid-friendly vacation rentals in Jackson County

Always great to stay at one of Michelle’s properties! We will be back!

This was just a short stop for me, but I could feel the care and heart that’s been poured into this place the moment I walked in. It’s beautifully decorated, cozy, and truly one of the most thoughtfully prepared stays I’ve experienced. You can tell the owners genuinely love this home and want their guests to feel welcomed and cared for. From the basket of goodies to the fully stocked bathroom (yes—Qtips, feminine products, all the little things you always wish places had), it’s clear they go above and beyond. Those extra touches? They don’t go unnoticed. The home was spotless, peaceful, and warm—and I left feeling grateful. Thank you for your kindness and for creating such a lovely space. It’s rare, and it’s deeply appreciated.

Wow!! This home is absolutely gorgeous. Beautiful furnishings, well equipped kitchen, gorgeous yard with fire pit that we enjoyed, wonderful bathrooms, spacious and extremely tasteful. Our host was completely accessible. Not sure what else to say except that this was a stellar experience. Thank you Paula and Leann.

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.

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!

Hanna's place is bright, cozy and peaceful. I slept great! A great place to stay while exploring the surrounding areas. There's walking and driving access to fishing and rafting near by and this is a really peaceful place to come back to after a day of outdoors adventures. the view is gorgeous from the large deck and it would make a fun space for bbqs. We had a small car, but Hanna was really proactive about making sure we had parking based on our needs so just touch base with her if you have a big truck. we loved it here and felt totally at home. Highly recommend if visiting the Rogue Valley, Rogue River, Crater Lake, Applegate, etc.

We had a great one night stay at Valente's place. I had to change something about our reservation and he was very understanding and friendly and able to accommodate us. The place was easy to find and very close to retail, yet in a quiet neighborhood that felt safe. The space was nice- large and open, good kitchen, very nice bathrooms. There were lots of beds. A couple of the mattresses in the bunk room were a little saggy but the king beds were excellent. The place could use a deep clean but all in all, I found it neat on the surface and would stay here again.

This is a great family home, lots of games to keeps kids entertained, beautiful art decorations around the house. Our kids loved it there they didn't want to leave! Very well thought out vacation rental, has everything you might need. The views are amazing, we loved our stay and will definitely stay here again. Great host with flexible check in time. Thanks again Jessica !

Although I could easily write an essay about how awesome my experience was here, for the sake of brevity I’ll keep it concise. To start, Chris was a very communicative and proactive host. Before I even checked in, he reached out and emphasized that I could contact him with any needs or questions during my stay. Prior to checking in, Chris mentioned that he was going to stop by and drop off extra toilet paper, which he promptly did the next day. The apartment itself was not only immaculate, but also expertly decorated, equipped, and furnished as well. There were absolutely no corners that were cut and it’s obvious that Chris genuinely cares about his guests. Not only would I stay here again in a heartbeat, but I would highly recommend this apartment to anybody looking to stay in the area.

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

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!

Our stay was excellent! We did not move our cars once. Everything we wanted to do was in walking distance. It was the perfect space for 3 friends - who all want their own room. Just how we roll.

Great location and excellent owners! Highly recommend to all!

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.

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.

Gorgeous space, comfy beds, all the amenities and more. Would absolutely return to this location!

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.

We stayed for a week. We found the condo spacious and clean. The neighborhood is quiet and we felt safe. There was plenty of parking for our full sized pickup. The kitchen was well equipped with dishes, pans and utensils. You can walk to downtown, but driving is easier as not all the roads had sidewalks. The building is well maintained and quiet. We plan to stay again.

Really enjoyed our stay. The condo is very spacious, comfortable, with great natural light. Perfect location for the theater and restaurants. We loved it and plan to return.

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!