
Kid-friendly vacation rentals in Jackson County
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Top-rated kid-friendly rentals in Jackson County
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Popular amenities for Jackson County kid-friendly rentals
Kid-friendly house rentals

Clean, comfy, pet friendly & fully stocked
This was just a short stop for me, but I could feel the care and heart that’s been poured into this place the moment I walked in. It’s beautifully decorated, cozy, and truly one of the most thoughtfully prepared stays I’ve experienced. You can tell the owners genuinely love this home and want their guests to feel welcomed and cared for. From the basket of goodies to the fully stocked bathroom (yes—Qtips, feminine products, all the little things you always wish places had), it’s clear they go above and beyond. Those extra touches? They don’t go unnoticed. The home was spotless, peaceful, and warm—and I left feeling grateful. Thank you for your kindness and for creating such a lovely space. It’s rare, and it’s deeply appreciated.

Chic 4 bed/2 bath house with large yard
This Airbnb was lovely and decorated so nicely; felt like home. I loved the kitchen, it was well stocked with the basics, like sugar, spices, a variety of utensils, pots, pans, tin foil, olive oil; when traveling, you don't want to haul these items around, it was a plus to have these items available; you don't find too many Airbnb's with these amenities. The location was perfect, we were in Medford for our son's wedding, being held at Edenvale Winery, 6-8 minutes away, as well as Jacksonville, where we held the rehearsal dinner. Our daughter, son in law, 3 grandchildren, 2 pups, my husband and myself fit very comfortably in this home and the fenced backyard was also lovely for all. The attention to details and the hosts friendly welcoming attitudes, made our stay a lovely memorable experience. We will certainty be using this Airbnb again in the near future.

Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv
A great experience from start to finish. The house was clean and well appointed. The 5 king beds were all clean and comfortable. Great televisions and a nice backyard. Small details were the key to a great home. A wonderful set of knives in the kitchen and all the spices you could want. You’ll love this house!

Gorgeous Lakeside HOUSE + Indoor SAUNA!
So beautiful! We absolutely loved this Airbnb. We came up here for my partner’s birthday. We were looking for a clean cute home with stunning views/surroundings, and definitely got that here! Would definitely return. A very well done space & enjoyable amenities. Our hosts were also very accommodating & kind!

Secluded mountain retreat, 10m. to Ashland, by PCT
This was our second time staying at Mich’s place and we plan to continue coming back! Mich was responsive and easy to communicate with, she goes above and beyond to provide a seamless experience. The home is cozy, eclectic and has everything you need. It’s perfectly located near the PCT for hiking and close to Mt Ashland for easy mountain biking access. The property is gorgeous with lots of opportunities for wildlife viewing. We Would absolutely recommend!

Eagle’s Nest Cottage | 40 mins to Crater Lake
I have stayed at a lot of places but this was by fare the most pleasant place to stay. I make a yearly trip to this area to fish and will stay no place else from now on. Clean and comfortable, with privacy to relax.

Hygge Hideaway. A home for rest and adventure
Loved our stay at Hanna & Mark’s place! We got to see so much wildlife in the short time we were there—wild turkeys, deer and many beautiful birds. The home was super cozy, clean and thoughtfully decorated. We felt right at home & hope to come back soon!

Historic Upstairs Apartment
Hannah’s place was super cozy, clean, and sweet. I’d highly recommend it to anyone wanting to be close to downtown. The space was well-stocked and relaxing with plenty of space. I loved the separate living room and bedroom, and the great use of space even in the small footprint. The historic house also still had the beautiful original windows and hardwood floors that made it feel very homey. You can tell she takes great pride in her house, and it was a pleasure to be there. Hannah was super helpful and responsive at all times! I’d definitely go back for another stay.
Kid-friendly apartment rentals

5 Star Luxury Southern Oregon Suite
Great place with all the amenities and very comfortable. This was my 2nd stay here and I plan to stay again in the future!

Peach Street Super Suite
This was a great place! We were able to check in early and they responded super promptly and were very kind. Place was super clean and was just right for us! I really appreciate you guys and allowing us to spend some time in your place!!

Winner 2024 Best of Ashland! Our Carriage House
This is easily the best experience I’ve had using this app. This host is responsive, and the accommodations are exactly what you’re hoping for. Specifically if you’re visiting for OSF, this location is the bomb because it’s not down downtown so it feels quaint not crowded and the restaurants nearest don’t fill up as fast as they do closer to theaters. Having a Safeway across the street is a dream.

Broken Chair Ranch
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!

Clean, Stylish Apt w/kitchen. block from Downtown
Great location and excellent owners! Highly recommend to all!

Madrona Suite
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.

The Loft
My sister and her family stayed here on their visit to Medford, and they had nothing but lovely things to say! The house is comfortable, well appointed, and Patsene is such a kind and attentive host. There were fresh fruits and treats provided, and the little corgi was such a delight! Highly recommend!

Boho-Modern |Lux Spa |Close to Downtown
great place to stay at and i will stay here again next time i come to Medford. the place was very cute, clean and well kept. Stay Rogue responded very quickly whenever I had any questions.
Kid-friendly condo rentals

Black Pearl
What a wonderful place! It was spotless and had everything needed for a great stay. Ryan was extremely helpful and responsive. There is a lovely coffee shop just outside and plenty of nice restaurants in the area. I would definitely stay here again and have already recommended it to my family.

The Executive Suite
This is the second time we stayed here. The place is beautiful. Very quiet and peaceful. Plenty of room to relax. This place also has all the amenities.

Plaza North Suite 203 Windsor
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.

Plaza North Penthouse
The condo penthouse was amazing in every way. Beautiful, spacious, clean, and in a great location.

Spacious Modern Condo Walk To Downtown & OSF
We stayed for a week. We found the condo spacious and clean. The neighborhood is quiet and we felt safe. There was plenty of parking for our full sized pickup. The kitchen was well equipped with dishes, pans and utensils. You can walk to downtown, but driving is easier as not all the roads had sidewalks. The building is well maintained and quiet. We plan to stay again.

Plaza North Suite 201 Alexander
Really enjoyed our stay. The condo is very spacious, comfortable, with great natural light. Perfect location for the theater and restaurants. We loved it and plan to return.

Plaza North Suite 202 Sonoma
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.

Selah House!
Incredible spot! Location is perfect for visiting downtown Jacksonville and the local wineries. The apartment itself was perfect for our family! The vintage-style arcade machine was delightful for the kids and everything was well thought out. Amazing master bed/bath! Highly recommend this place!
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