Holiday rentals with outdoor seating in Ashland

Perfect home away from home. This was a clean, peaceful, charming, home with incredible access to the river path with great walking. Perfect for dogs or kids. Amazing coffee shop walking distance called Forge with yummy toast and cute patio. Nice dinner spot also around the corner. Safe ample parking and nice dining and living rooms. Comfortable beds and our favorite part was the shower with incredible shower pressure!!! Would definitely return!

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.

What a beautiful home! Everything was exactly as described, communication was outstanding, and there were lots of beautiful touches in this rental! We will be back!

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!

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.

Place was clean. Bed was super comfortable

Our stay at this Airbnb was absolutely beautiful, and we would highly recommend it to others! While the property was close to a road, which might typically be a concern for us, we were pleasantly surprised that it wasn't noisy or overly traveled at all – a huge plus. We truly enjoyed the stunning view, especially with the river right at our feet, which was such a delightful surprise. It was fantastic to watch geese come up to the bank and spot various birds like osprey, ducks, and blue jays. If you're a bird watcher, this place is a dream! The amenities provided were incredibly thoughtful. My husband was unfortunately dealing with some back and neck issues, so he couldn't fully enjoy the fishing, but we really appreciated the inclusion of the tackle box and fishing rod. Such a lovely touch. The bathroom was a highlight, particularly the tub! It was wonderfully supplied with great-smelling organic lavender shampoo, soap, and conditioner, which made for a very relaxing experience.

The Tin Roof was a unique space that was. rugged and historic on the outside and well appointed, clean and charming on the inside. The property on the river is beautiful. My visit in Spring was very rewarding. This is a recommended stay for anyone!

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!

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!

Beautiful place with a peaceful river. Everything was perfect for our visit. Would recommend to anyone in the area!

Come enjoy your life! You only have one! You won’t be disappointed and I’ve never been somewhere where I felt at home! Thank you for the great time and that time is so precious! Much love and thank you so much!!

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.

This place was very nice and very quiet. It was comfortable and private and made it easy to unload the vehicle and get everything in very quickly. It was our first time in Grants Pass and it happened to be a local event all weekend called the Boatnik. It was a good time and a lot of people for jet boat races and a fair with a lot of people and food. It was fun. We enjoyed our time there. Thank you for being a great host and having the place set up so nice and comfortable.

Neat place to stay. Beautiful grounds.

The Loft was such a serene space…. It is very well kept and the garden space outside is beautiful! We had such a great time!

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.

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.

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!