Holiday rentals with outdoor seating 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 place was amazing. Our whole family loved and enjoyed each minute. The back yard was peaceful. Our family played in the backyard, ate together, and enjoyed the privacy. We had to extend our stay a few more days. The request to extend was responded to quite fast and approved. We come to this area quite often and will be staying here moving forward.

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!

This was our second time staying at Mich’s place and we plan to continue coming back! Mich was responsive and easy to communicate with, she goes above and beyond to provide a seamless experience. The home is cozy, eclectic and has everything you need. It’s perfectly located near the PCT for hiking and close to Mt Ashland for easy mountain biking access. The property is gorgeous with lots of opportunities for wildlife viewing. We Would absolutely recommend!

This is a special place and a special host. The space is light and airy, beautifully furnished and decorated, with many lovely touches. The kitchen was generously stocked. There were even fresh flowers in several places throughout the bungalow. The garden was a delight, with many nooks for sitting or stretching out, and flagstones with little blue flowers in between. Tambo has a special gift for true hospitality. Everywhere you looked you could see the touch of an artist, and a desire for her guests to have a joyful stay.

On a 1-5 scale, I have to give this place an 8. Quite exceptional to have a 100 foot TOTALLY PRIVATE beach right on the Rogue River. We floated it one day we were there - beautiful. A/C worked fine, nice big shower and big bed. And we had no significant noise issues - you can hear I-5 and once in a while a “muffler challenged” vehicle would drive by the house, but very peaceful day and night.

My family loved staying at Samantha’s place. The home was very comfortable and my kids loved all the arcade games. The home is well kept and the backyard was great for when my kids wanted to run around. Samantha herself is so sweet and always responded to messages. She even made an extra effort to make sure we got something back that we left behind. I would stay here again for sure, it’s a lovely home and well taken care of.

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!

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

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.

What a wonderful stay! Cowslips Belle did not disappoint. We stayed for 10 days, and can honestly say that this was one of our best AirBnB stays ever! It’s walking distance from the hub of Ashland - Main Street, lots of restaurants, & Lithia Park. It’s a beautifully maintained peaceful retreat — all 6 units face a private, lovely grassy area (that our dog thoroughly enjoyed), with a Koi pond too. Our unit —the Lower Unit—was clean, quiet, and had everything we needed. The hosts are friendly, personable and communicative. Even when there was a temporary water shut-off issue, they let us know every step of the way what was happening, and it was fixed within an hour. If you’re looking for a restful nights sleep, on a comfortable bed, with a jacuzzi bathtub & separate stand-up shower, with a full kitchen, then look no further! We are definitely planning on staying here again.

This was a wonderful place to stay! Near town, but also felt private. The grounds were beautiful and I enjoyed walking around the garden in the morning. Esther was a great host, and even helped me rather late one night when I forgot the gate code and had trouble.

We had looked at quite a few other airbnbs in the area and we are so glad we chose The Loft. First a Corgi!!! Who doesn't love a corgi haha. Jhana was so cute, very friendly and loved to play and hangout. It was easy to find, easy to access, and a good size for just the 2 of us. Its a very central location everything we needed was no more than a 10 minute drive. The neighborhood is safe and quiet. Pat was absolutely wonderful. From the snacks upon check in to the conversations and recommendations, she was the best! Even my dad said airbnbs typically are not like this. It was out first time using airbnb and we were more than pleased with everything. Thank you!

This is a very nice location in Ashland. Close to everything but quiet. The condo is new and has high end appliances, dishware, etc. I would highly recommend it.

This is an absolutely gorgeous place very close to the main part of Ashland...takes about 5-10 minutes (depending on how snappy a walker you are) to get to the theaters and downtown Ashland. Interior is stunning--seriously, like Architectural Digest. We were a family of six--two older folks, two parents, and two teenaged daughters, and we had plenty of room to spread out. Everything supplied, even bathrobes. A/C worked well (important in Ashland in the summer, which can be warm--and it was). Beds comfy. All dinnerware and basics for cooking supplied. A great outdoor area with a full-service BBQ --we did have a BBQ one night in the "outside" (but enclosed) space. This is a perfect place for families with well-behaved kids (which our girls are).

Valisatie’s place is the among the nicest places we have had the pleasure of staying in. We were there for five nights. The condo is so spacious, sparkling clean, so well located for OSF, hiking and more. It is bright and the kitchen is extremely well appointed. It is like staying in a high end hotel with a jumbo suite-there was a bottle of wine and snacks waiting for us at check in!! Communication with our host was timely and seamless. Highly, highly recommend this property!!!

Suite 202 was welcoming, clean and well stocked. Every detail was considered: stocked kitchen, laundry/dryer with detergent + dryer sheets, nice bath products, plenty of towels, blackout shades, fast WiFi, powerful AC/Heating, etc. Location has easy parking, and is walkable to everything we needed. Couldn’t have asked for a better stay for ~3 weeks. Valisatie was very responsive to all our questions and requests — thank you so much!

We really love staying at Leone’s place due to the immaculate condition, bath and half, large kitchen with everything you need, great location, helpful and nice neighbors and host being available 24/7. We look forward to staying there again! Thank you Leone!