Cottage holiday rentals in Ashland

Lovely place. The directions from the host are very helpful-our GPS alone got us close but not quite there. One quick warning-the bathroom doors are sliding barn style doors and don’t lock. This is absolutely fine if you’re with other adults-they stay closed if you leave them alone-but a child, or in our case, a small dog with separation anxiety, can leave you with some unexpected exposure that could be a little awkward. I was very glad we were meeting family, not staying with them. That aside, the cottage was lovely. It has a small fenced area that was awesome to let us and the beasties hang out off leash.

We feel like at home in this house thanks a lot

This home is in a beautiful location along the Rogue River. it is very lovely with ample space and fun things to do. We loved it here.

Great place to stay and relax! Would definitely visit again!

This property is breathtaking. The sunsets over the vineyard is incredible. Agnieszka in the winery is wonderful. The cottage we stayed in was updated and clean. The host was flexible and everyone on property was welcoming and knowledgeable. We stumbled upon a member dinner and it was magical. The beds were comfortable we had great water pressure! Would highly recommend. Will absolutely visit again.

Very cute cottage. Nice little fenced yard. Wonderful host.

This is a great location if you want to be right near downtown Ashland! It is easy to walk to Lithia Park, restaurants, groceries, shops, etc. Very quaint, rustic and relaxing, right next to Ashland Creek and fun little art galleries. We would definitely stay here again.

From watching the sun rise with my coffee in the morning to watching the sun set with a glass of wine in the evening, Mary's cottage was a peaceful country getaway! I thoroughly enjoyed my stay!

My husband and I stayed here for a month to explore Ashland because we plan to move there and wanted to make sure it was a good fit! We loved Ashland, so much live music, nice people, nature to hike! This airbnb was perfect while we explored! We could walk down to the plaza and coffeeshops, restaurants all within walking distance. The space had everything we needed for an extended stay! I would definitely recommend!

what a beautiful location. river view was beautiful, river access is a little tough, but managed. Steve and Jayne are super friendly and although they live above, we really never heard them. It was a great stop for our mini Vaca and would love to revisit.

A tranquil setting, magnificent surroundings, beautiful house, and Elizabeth and Richard are particularly gracious hosts: what more can I say? My daughter and son appreciated easy access to Mt Ashland Ski Area only 15 miles away. Can’t wait to come back again. Pierre

Sherry’s place was great. It was conveniently located a few minutes outside of town. It was close to the Oregon caves and the redwoods as well. Place is cute and quiet, surrounded by beautiful fields. Thank you! Sherry and Mike

We loved our stay. I was very comfortable and the parking was a dream!

Got to meet and talk with Marcella. Most enjoyable. Lovely lady. Treats laid out for our arrival. Just like home. Older home that has been updated and refreshed. Very Convenient. Great Pizza place right across the street. 2-1/2 blocks from Parade route. 1-1/2 blocks from Safeway. Convenient parking. Neighborhood partly industrial and commercial with a few homes not well-kept, which didn't matter or take away from the convenience of this clean, well appointed, charming little cottage. Thank you, Marcella. We truly enjoyed our stay. Ted & Connie

I am a retired contractor and the inside of the house was so well done. Looked like a recent paint job which was perfect. I thought it was very well done

Fantastic location, walking distance to Lithia Park, restaurants, theater, shopping, food co-op, etc. The place is squeaky clean and really comfortable. Even though there's just one bathroom, the 2 bedrooms each have a sink and mirror, which was great. Gas fireplace is cozy too. Owners were very friendly and responsive. Highly recommend -- we would stay here again in a heartbeat!

My stay at the Ruby Belle Cottage was nothing short of magical. The space was immaculate and expertly appointed. Everything I could have needed was thought of and provided. Most importantly, the bed is incredibly comfortable and the property is quiet (I slept like a rock!). For a PNW coffee nerd, the espresso machine in the morning was quite the treat. I wish I hadn't been on a tight schedule; otherwise, a leisurely morning with coffee on the patio overlooking the paddocks would have been lovely. I look forward to staying at the cottage again!

We loved our stay in the Raven cottage. We had a very peaceful experience and enjoyed being in this neighborhood— the perfect location for seeing the plays and sampling Ashland‘s wonderful restaurants and hospitality. We are grateful to the landlords for their helpful and consistent communication. If we return to Ashland next year, we would love to book the Raven cottage again! By far the most wonderful feature is the deck where you can sit and hear the river behind the cottage. Thank you for a lovely stay!

Very clean, comfortable, and great location to walk everywhere in charming historic Jacksonville. Would highly recommend!

We had a fantastic stay at Oak Street Cottages in Ashland, OR! The location couldn't be better—right in the heart of Ashland and within walking distance of all the main attractions, including restaurants, shops, and theaters. The cottage was beautifully maintained, cozy, and equipped with everything we needed for a comfortable stay. The attention to detail and the warm, welcoming atmosphere truly made it feel like a home away from home. We highly recommend Oak Street Cottages to anyone visiting Ashland and look forward to returning on our next trip!

The cottage was perfect for our stay in Ashland. It was comfortable and cozy and we will definitely stay again when we visit Ashland in the future.