Guesthouse vacation rentals in Jackson County

Great location, close to wineries and Jacksonville.

This really is a dream cottage! It’s right on the Rogue River. My dog and I woke up every morning and went down to the river, and it was never the same twice. Incredible birding, and even saw some river otters! Sam’s sculpture adds a lot of fun surprises to the property- you never know what’s going to appear. The bed was very comfortable, and the kitchen has everything you need to feel right at home. Sam and Paula were so kind and welcoming. Can’t recommend it enough!

This place was perfect for my bigger size family and our pet! Very comfortable and had beautiful views! We definitely recommend this home and would definitely go back!!

We had a wonderful stay at this Airbnb. It is a cozy and inviting space! The beds were comfortable, and everything was very clean. The hosts have considered nearly every detail you might need in the kitchen, bathroom, and bedrooms. They provide a link with useful information, which was helpful. We truly felt at home. The sound of the river at night was priceless. The place offered great privacy, allowing for a genuinely relaxing experience. Thank you for making everything a breeze.

Beth's guesthouse was great. Easy check in and she is so nice, it was a pleasure meeting her and it was a very nice stay. I would highly recommend staying at her place.

This was my second time staying with Becky and Scott and it was just as wonderful as the first time, if not even more! Not only are they some of the most kind and responsive hosts you could ever hope for, but their place feels like home and has all the things you need for a comfortable short stay. Can’t wait to come back!

Had an excellent stay here. Would absolutely stay again. Space was just right. Excellent hosts!

This home was in a quiet, stunning neighborhood with a gorgeous view. We got to watch the sunset from bed! All of the furniture was comfy, cozy, clean, and smelled good. Elyse was so responsive and helped us with a question/request right away. The home was in the perfect center of all of the things we wanted to do while we visited, and so close to a cafe/wine tasting room/food truck spot. We were so happy we chose this place for our long weekend get away.

we had a great stay at peach pit in it was so cute and you can tell Rebecca really paid attention to the details. definitely better than staying in a hotel!

As advertised! Hanna’s house was in a terrific location (VERY walkable to all the things, but tucked away enough that I heard no noise at night), and every thoughtful detail accompanied this Airbnb. Loved it.

The cottage and the property are idyllic and the owners (Nicole and Fernando) are wonderful. They are friendly, accessible, responsive and just about everything you'd want or expect from the host. All of the amenities were as shown and advertised. The only "negatives" were (1) the fact that this a country property means lots of flying and crawling insects, and (2) the property is in a remote country setting. If you're looking for a quiet, relaxing place to unwind, this spot is a gem. If you're interested in a convenient place to stay while enjoying social experiences (dining, theater, shopping, etc.), be prepared to drive a bit.

Great stay with a beautiful private pool and hot tub. Finishes inside were top notch - gave me ideas for my own kitchen. Potential guests should know the bedroom is upstairs while the bathroom is on the main floor down a flight of wooden stairs - something to keep in mind if you have balance issues in the middle of the night. A lovely place for a getaway in Medford.

We had a great stay at this AirBnb. The location was convenient (near family). The place was clean and relatively baby/toddler friendly. I liked the separate room for kids so that we could still be up a bit once we put the our kid down. The bed was comfortable, and everything seemed new and very clean. They’ve thought of just about everything you could need in the kitchen, bathroom, etc. One thing to note is that check in is a little later and check out is earlier than typical so plan for that. Our only issue was a chicken coop outside and a rooster crowing at odd hours (11pm, 4am, etc) waking our family up. I recommend bringing a sound machine or the host adding a purifier or something to drown that out. Overall, we thought this place was lovely and will likely stay here when we visit family again!

This is our second time staying at Angelica's cozy home, and I know it won't be our last. We have a soccer tournament every year in Rouge Valley and Angelica's house is the perfect location for all the games, and is the perfect spot for relaxation between the busy tournament schedule. The house is cozy and has everything you need. Angelica is a great host. She is responsive and we look forward to future stays.

Incredible studio cottage. Felt very spacious for two people. Amazingly comfortable bed. Had everything we needed for a 5 night stay. Beautiful surroundings. Walkable to everything in Ashland. Superb value. Well designed. Really enjoyed the outdoor patio space for coffee and relaxing in the mornings.

At the End of the Trail on Rogue River was delightful; everything we needed for a relaxing getaway was there. The property was expansive, private and quiet. We loved staying there. Thank you Mare. 😊

We would definitely stay at this Airbnb again! The property is so quaint and peaceful. The location is very close to Ashland and is a must stay.

What a wonderful place to stay! So peaceful and serene. I’ll definitely come back when I’m in the area again.

Great, quiet spot in a great location in the middle of Ashland. Mira was very responsive with any questions. Had a fun time staying here and would definitely stay again.

Carla was incredibly responsive and went above and beyond to ensure we had a great stay. If we ever need a place in Medford again we’ll definitely stay at Carla’s.

Susan is an experienced, friendly, and thoughtful host. The Silver Frog studio is well-designed for a couple and has a lovely outdoor shaded patio and garden area for relaxing with morning coffee provided in unit. Location is easily walkable to OSF theaters, Lithia Park, restaurants, everything downtown and the historic Railroad District! No need to have a car, but if you do, off-street parking is provided on-site. Silver Frog Studio is a rare find, a sweet spot for a getaway, with so much to do close-by!

Nice clean and private detached guesthouse in a very quiet neighborhood. House easy to locate and access even in the dark of the night. Host was kind and responsive. We would definitely stay here again.

This was our second time staying here. I can’t recommend it enough. The space is clean, with new appliances. beautifully situated, and extremely peaceful and private.

This cute place is private and welcoming! The hot tub is an added plus! So close to Jacksonville, gorgeous area! Highly recommend!