Apartment holiday rentals in Jackson County

Working with Stay Rogue has always been a pleasure! Really enjoyed the thoughtful space at the renovated #5 listing. Plus they were most excellent to accommodate my man and I for a late check out as well. Only suggestion I would offer is for a cooking strainer for the kitchen- I had brought some fruit that would have been helpful for my washing them. Overall we enjoyed the space and will return if needed ! Again thank you for having us!! :)

We loved our stay here at Cowslips Belle! The hosts were friendly and helpful, the room was charming and comfortable with everything we needed, and the gated garden was so peaceful and beautiful! We especially enjoyed the sunny porch with seating right outside our room that overlooked the lovely landscaped setting! This felt like home away from home and we will definitely be back when we visit Ashland again. Thanks again for your hospitality and for offering such a wonderful place stay! Lori and Jay

this was a wonderful room perfect for the length of our stay. Rules were super easygoing, cleaning was easy, and having a king bed and a full (small) kitchen was really a find for this price!

Thanks so much for having me on short notice! Hosts were very responsive and everything was as described. Great little apartment for a quick weekend getaway, and convenient location to get out to Applegate.

C.B. Inn was exactly as described: a hidden oasis on a quiet residential street within a few minutes’ walk of Ashland and its restaurant’s, shops, galleries, and, of course, the iconic Oregon Shakespeare Festival. The hosts, Steve and Gregg, were friendly and helpful. The accommodation itself was well appointed and comfortable. We highly recommend this spot!

The Matriarch 2 was absolutely perfect for a quick weekend getaway in Ashland. Less than five minutes walking distance to local restaurants and the Shakespearean theater. It was safe, clean and convenient. Abby and Matt were excellent communicators, and the whole experience could not have been easier. Highly recommend for those visiting Ashland! We will book again!

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

I loved staying at Cowslips Belle Inn for 12 nights. Steve and Greg were kind and helpful and take wonderful care of an amazing property. It’s tucked away but still close to everything - easy walk to downtown and close bus route to the hot springs, other areas of town, etc. Lovely place, lovely people! The unit doesn’t have a stove but there’s great food close - the co-op has breakfast, lunch, and dinner hot bars. I’d definitely recommend.

We loved your decor and how comfortable your place is. Directions were great and we appreciated an hour early check in since it was a hot day!

This place was absolutely adorable. Loved every inch of it.

The setting was lovely with deer at play and a private feel. The decorations were design quality, with each piece obviously selected with care. Also, the kitchen was well stocked and would have served well for cooking (which we did not do). And, Tara and John were great hosts, friendly and proactive with support. Do be aware you will be required to drive up and down from their place to town, a short drive (with beautiful houses galore), but it requires a comfort level driving at night. Bill and Marita McMahon

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.

We absolutely enjoyed our stay! The apartment was quiet and close enough to local restaurants (and a donut shop) that we could walk to them, while only being a 15 minute drive from Ashland. The space wad clean, comfortable, and well stocked. We can't wait to stay here on our next OSF trip!

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.

Elizabeth was an amazing host—super nice and incredibly responsive. Her place was cozy, clean, and felt just like home. One of the coolest surprises was her giant African tortoise—such a unique and awesome touch that made the stay even more memorable. Highly recommend staying here if you’re looking for comfort, hospitality, and a little something extra!

Kathy made things easy, was quick to respond and the condo was great.

Was in town for work, so it was centrally located and easy to get to grocery stores and restaurants. Shon was really accommodating, overall a nice private and quiet stay!

Extremely homey and comfortable studio! Everything matches the description! We enjoyed the air fryer- it’s a big one and can be used as a toaster/ air fryer or oven! The pull out sofa bed was as comfortable as can be for a pull out bed- my son said as long as you lay on it right it’s great to sleep on. So maybe not for adults but fine for a kid that can lay in the middle! He slept thru the night all four nights which is a feat in and of itself. The main bed was super comfortable and had plenty of great pillows! There was a comforter for the sofa bed in the closet. Everything was clean. The swimming pool was so nice to have for hot days! There is a basketball hoop- but it’s also where the parking is. Still there were a few days the parking spaces were empty so my son could play basketball! I knocked the power out by running multiple appliances (there is a warning about this I just forgot!! ) Shon took time from his day to reset it! Very safe area! Lots of trees and quiet!

Great place to stay. It was very comfy, clean and easy to get to. The hosts are very responsive and friendly!

We had a wonderful stay! Instructions were extremely clear, so even though construction delayed our arrival until after dark, we could easily find our rental. The surroundings are *gorgeous* and really special. Beds were very comfortable and the AC worked well. We would absolutely stay here again.

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

We had a great stay at Esther’s. The place was large and well appointed. I would agree with some reviews that say it is a bit dated but that wasn’t a priority for us. The bed was comfortable, we had what we needed in the kitchen and plenty of space, bathroom also was adequate. It would be nice to have something in the place that explained more about the property, main chateau/coffee area, washer and dryer access, and where your garbage goes, etc… That was a bit lacking but the place was great and we’d most definitely stay there again.

We really enjoyed our stay in Ashland and would recommend the trip. We had plenty of privacy and there was a very peaceful and relaxed atmosphere.