Vacation rentals in Ashland

Great location for the theatre festival, just a 10-15 minute walk to the theatre. Very quiet location, off the main road. Spacious, clean quarters, well-provisioned for visitors. Mini market five minutes away by foot for last minute drinks/snacks. Host is super responsive and helpful and provided a winning restaurant recommendation.

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.

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!

Allyson's place has been an ideal spot to stay over as we travel between states. Her unit has everything that we need to be comfortable including a parking space, paved walkway, clean restroom, kitchnette amenities and more. We love staying here when we can :)

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.

We really enjoyed our stay at this rental home! It was exactly perfect for our trip home (the electric charging was a lifesaver), and we were able to walk to Dutch Bros next door and get coffee in the morning. Chris is extremely responsive and a great host! 🙏

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.

Beautiful space on your farm. Provided us a great little get away. Thanks

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!

This was a gorgeous and cozy retreat. The space was very clean and comfortable and the hot plate worked well for cooking simple things. Well stocked little kitchen and I really appreciated the air conditioning since there was a heat wave during my stay. Most of all I loved the private feel of the space and the picture windows overlooking beautiful madrone trees. And it was just minutes from the East Applegate Ridge Trail, with dramatic and iconic views at every turn. I would love to 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!

I cannot say enough about this listing. We were wishing we could just move in and not go home! Elizabeth and Mark were very gracious, helpful hosts. The listing is cozy and immaculate. The outdoor space is incredible. Ashland is wonderful, as well. We would be willing to move to Oregon, in general, if all our family wasn't here. Thank you Mark and Elizabeth! We hope to return again and visit!

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!

Wonderful place to stay for a short vacation. Close to everything with beautiful views of the valley. The airstream was cozy and warmed up nicely in the cold weather. Had most everything we needed and was clean. The bed was comfortable. Would recommend, especially if you are accustomed to staying in tiny spaces.

Had a great stay here! Jim was a very welcoming host who accommodated a last minute stay. The place was very comfortable, and Jim gave very clear instructions that I appreciated

I had such a lovely stay. Finding it and getting in was a breeze. The house was peaceful and comfortable and had everything needed for a 5 day stay. The bed was very comfortable as well, slept like a log. Communicating with Cynthia was easy with fast responses to questions. It took me a bit to figure out the internet, Cynthia answered right away and told me what I needed to do. The only thing I regret is not taking a nice hot bath in the deep tub, and I didn't use the epsom salts I bought for a soak. Just didnt get around to it which was a bummer since my tub at home is too shallow to enjoy. If I come back to the area again I will definately check to see if this amazing place is available first.

Staying at Ivan's this past week was exactly what my little family and I needed! We live in Grants Pass but, we love to do little getaways/staycation. His studio and propert were beautiful, quiet and, peaceful. Loved watching the chickens and babies. Definitely recommend for a staycation or if you're from out of town this is an amazing little Airbnb.

Kathleens yurt was amazing and in a beautiful location! She and her husband were very friendly and helpful. There were so many nice extra things like a record player with a library of records. I would definitely stay here again.

This was a lovely stay for a girls weekend! The weather was gorgeous and we spent a fair amount of our time outside at the pool and the lawn looking out onto the river. There was a wedding at a location across the river so we got to have lovely background music while we chatted. Literally the PERFECT weekend for us!

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!

My boyfriend and I stayed for our anniversary and it was exceptional to say the least. Beautiful land, our cottage looked out towards the alpaca sanctuary. Friendly free-range chickens came to pay us a visit while we cooked our dinner on their very clean barbecue. We were pleasantly surprised by the complementary s’mores bar and fresh eggs for breakfast! Also, I was able to bring my cat, who accompanies us on our adventures but unfortunately isn’t welcomed at all of the places we try to stay at. Over all, very accommodating, private, and beautiful. The perfect getaway spot! Highly recommend!

Jerry's place was very clean and relaxing. We enjoyed the hot tub after hiking for several days and relaxing by the river. I would recommend his place to anyone looking to stay in the area.

This is an amazingly magical location!!! We had an incredible time exploring the property - it was really fun to hike around, there are incredible views and even a waterfall. There's a very friendly donkey who was so sweet. Our 2 year old was in heaven! Loves the sweet fire pit area to sit aroundm This place was just the best! Highly recommend and we will be back!