
Family-friendly holiday rentals in Jackson County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Jackson County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Jackson County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub & WiFi - Intimate Cabin - Snuggle Inn
We enjoyed our weekend at the gorge. The cabin was perfect and the scenery was beautiful. We would come back again! Thank you!

Hot Tub - Hillside Loft - Red River Gorge, KY
The cabin was nice never got one till now and I had a great experience I would fs recommend 💯💯

Hot Tub & WiFi -Carrie's Cottage - Red River Gorge
This place was amazing and I'd happily stay here again. It was close enough to all the climbing we wanted to get to. My only "gripes" are really small: 1) No smart tv (probably by design to keep the cabin feel) 2) A limit on dishwashing pods (we cooked a lot and had to do tons of dishes). Everything else was amazing and I'd love to stay here again!

Chestnut Cabin: 1BR w/ Hot Tub
This was a quintessential RRG stay. A peaceful and secluded setting in the wilderness but with all the amenities to make it comfortable and cozy. Just what we were looking for.

Wildflower
This is my second time staying at one of Amy’s cabins. They are beautifully crafted and super cozy. We loved sitting in the new hot tub and listening to the creek. I couldn’t get the hot water to come on the first night but I stopped by the main house and the maintenance man greeted me and said he would fix it up. It was fixed within the next hour or two before we got back from our hike. I didn’t catch his name but he was very friendly. A couple small additions that would be helpful: An extra towel per person so you can have one for bathing and one for the hot tub. A bedside lamp. Overall, I am very satisfied with my stay and plan to stay at the Red River Gorgeous cabins again in the future!

Boone`s Hideout
Our stay here was amazing! We had a very large group (16 people) and the house had plenty of space and very open common spaces for everyone to be together. We were hiking most of the time (this was a convenient location to get to multiple trailheads), but between the hot tub and all of the games, I’m sure you could spend plenty of time in the house. The instructions to get to the house are detailed and easy to follow. The kitchen has lots of pots and pans and grilling utensils, just be sure to bring things like coffee, seasonings, oil, butter, etc. We’d definitely stay here again!

Heavenly Hideaway - near Red River Gorge, KY
We had an awesome, relaxing stay at Heavenly Hideaway! The cabin is super private with tons of land to hike and explore. Our dog loved having the freedom to roam safely, and we enjoyed the hot tub, bonfire pit, BBQ grill, and just hanging out on the porch. Waking up to birds and seeing deer everywhere was so peaceful. It’s also not too far from Natural Bridge if you want more adventure. We did run into some ticks outside in the grass and woods, so just something to keep in mind if you’re spending a lot of time outdoors (especially with pets). We had a small water issue, but StayOver handled it fast sending over maintenance. Would definitely come back to unplug and relax!

White Pines
The cabin was adorable, comfortable and perfect for our family. Amy was extremely responsive and helpful. I plan to book with her again in the future.
Family- and pet-friendly home rentals

Sycamore
Our family had a great stay! We enjoyed coming back to the cabin after hiking and sitting on the porch by the stream. We would happily be back!

Bungalow
We wanted to backcountry camp, but the weather was looking bad. This was the next best thing, the good parts of a tent (being close to a fire pit, feeling the open air, surrounded by trees) but with a roof over your head. We really enjoyed our time, and the location is also great. It is right at Martin's Fork trailhead which takes you up to the ridge trails.

Cumberland Mountain Outreach camp grounds
Quaint little cabin that was perfect for our KAT riding.

Firefly Suite
True story.... I didn't know this cabin was lacking electricity and running water until the night before we left. I forgot to read that part of the description. I panicked and prepared for the worst...... But this was literally the best trip we've ever had as a family. My boys didn't fight with each other AT ALL and had SO MUCH FUN in the loft. Hopefully the basket and pulley are still working, because they didn't stop using it the entire time. This cabin provided the perfect reset we needed.... and it was so cute and cozy. I will say, I'm still not a fan of outhouses. But as far as outhouses go, it was super clean and actually pretty cool. Thank you for a wonderfully unexpected adventure for our family! We will be back for another reset soon!

Climb On Inn ~APT 1- Explore Comfort & Nature -RRG
Climb on inn apt 1 was great for babies, toddlers and dogs! It reminded me of old school airbnbs where they actually had lots of supplies available (TP, paper towels, ziploc bags, etc). VERY well stocked! The description and pics matched and the day bed even has a trundle bed underneath if you have toddlers. The place had kids toys and coloring books. Really made you feel at home! Deena was responsive and we were even able to check in early! It was a fantastic time.

Tall Timbers
Great location to the trails. We really enjoyed our stay at Tall Timbers and hope to return !

CLIMB ON INN - Apt 2 - Naturally Gorgeous- RRG
There are three things I am looking for when I choose a place to stay on vacation and this place checked every box! 1. LOCATION! This place is in a perfect location. It is close to a highway, but I never heard any traffic noise. What I absolutely loved about the location is that we were not more than 20-30 minutes from any hikes wanted to do or restaurants we wanted to visit, but it still feels quiet and set apart. Also loved the coffee/ice cream shop 1 minute down the road. Visited it every day! 2. Easy parking - Several years back I rented a place that was nearly impossible to get to so this was important to me. There are no steep hills or narrow roads in or out of the apartment. Parking is right by the front door. Super easy in and super easy out. Perfect. 3. As described - I have also been burned in the past by finding a place much different than pictured. Not here. This was exactly as expected if not better. I would 100% rent again. Hoping to return someday with my sister!

Observatory Tree House
Very beautiful place to disconnect from the world! Barely had service but instructions were very clear
Family-friendly home rentals with wifi

Hot Tub & WiFi - ManeStay - Red River Gorge KY
This cabin was a great getaway! I loved the open but cozy feel of the space. We only had two people staying, so there was plenty of space for sitting by the fire, around the table etc. Might be a bit cramped for more than 4 though. It wasn't clear from the pix, but one BR and one BA are upstairs, which is really nice to give people their own space. The roads are a bit of a challenge, so do heed that warning about 4WD if there is any sort of inclement weather predicted! Even the "paved" road is extremely steep and gravelly, and we had to take two runs to get up the driveway! On the other hand, the location is great if you want to just explore the Gorge. So many great hikes are just a few minutes away, and every drive is quite scenic. Really loved the experience here and would highly recommend.

Catfish Cottage on Wood Creek
Stayed while traveling for work, the host was very accommodating.

Forest Street Cottage
Amy’s cottage is comfortable and cute, and an easy stroll over to Berea College. Amy is responsive and easy to work with—we would stay there again.

WiFi & Waterfront - Soul Sister Red River Gorge KY
Extremely clean and welcoming, great central location to major hiking/kayaking locations. Few things I would bring attention to. Lack of cleaning supplies, made a spill and no kind of cleaner to use, maybe add an extra blanket. Only blanket was the bed comforter (note I was there in dec/jan) a throw blanket would have been nice. Would prefer a window covering for the doors, especially the back door. All those things are extremely minor and the place was otherwise absolutely amazing. Would still book there again if in the area. Many positives about this place!

WiFi & Waterfront - Creeksong -Red River Gorge, KY
This is our third time staying in one of these two cabins. They are so cozy and just what we needed. The setting is beautiful and it is so calming to step out on the back porch and listen to the creek waters flowing. Just a lovely place!

CLIMB ON INN Whole Property~ RRG-Family Reunion
One large house and two apartments was perfect for our four families. Massive yard and small walking paths made this a great place to use as a home base

Walleye Whisperer’s Cottage on Wood Creek Lake
The host was responsive and the place was as described. Would stay again if in the area.

Hot Tub & WiFi - Hidden Chalet Red River Gorge, KY
Absolutely loved our stay! My husband and I came in for 1 night just to have a relaxing getaway and it was absolutely perfect for that! The cabin was clean (i am a clean freak, this home was amazing), beautiful, peaceful and more. Within a nice driving distance to everything we wanted to see and do, then came back and relaxed on the comfortable couch, played games, watched a movie and relaxed in the nice hot tub, you could smell the chlorine, which is always great knowing how clean it is!. The beds were great. We truly felt at home and relaxed. Absolutely loved our stay and will definitely be coming back!
Destinations to explore
- Rentals with a fireplace Jackson County
- Rentals with a patio Jackson County
- Rentals with a firepit Jackson County
- Cabin rentals Jackson County
- Pet-friendly rentals Jackson County
- Rentals with a washing machine and dryer Jackson County
- Rentals with outdoor seating Jackson County
- Family-friendly rentals Kentucky
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom