
Family-friendly vacation rentals in Jacksonville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Jacksonville
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Jacksonville family-friendly rentals
Family-friendly home rentals with a hot tub

Quiet Hot Tub Minutes to Downtown & Wellsprings
When the Oregon Cheese Fest was postponed, we decided to keep our reservation at Melissa's place and have a cheese fest of our own--we are so glad we did! Melissa's place is so cozy and stylish, and is absolutely perfect for groups. The hot tub was a wonderful touch as well. Melissa was so communicative about how to get into the driveway, and encouraged us to ask for anything we may need. We had a fantastic time, and would definitely stay again. Thank you for everything, Melissa!

Refurbished Barn on acreage just outside Ashland
This was my second visit to the Barn. I came back this time with my family because I wanted them to experience this special place. The Barn is an amazing space since it gives the peace and tranquillity of a rural setting in a well designed great room area downstairs and 2 large but cozy and comfy bedrooms upstairs. The outside patio was a great space to read, draw and share wine with my family. All of this and only 10 minutes from downtown Ashland. Additionally if you are a hiker there is a trailhead a very short drive away. Communication with Jenn was great throughout our time there. We had the bad luck of being in Ashland during a rare power outage that impacted power in parts of Ashland and Medford. Jenn was great in responding to my questions when the power went out and following up to get information from the power company for us. We also had an problem late at night with the water but Jenn responded to my question and immediately tried to fix things for us. Even though the problem couldn't be fixed until the next day Jenn did everything in her power to make our stay comfortable. I was very impressed and would strongly recommend her as a hostess and this home to anyone to who loves a rural setting.

Italian Villa with Hot Tub and Panoramic Views
We liked staying at the house in which actually the family was living. We felt as if we were welcomed as their family guest. The culture was akin to mine. The artisan wood floor and ceiling made a huge difference on our spirit. Very beautiful house!

Private Carriage House
Oh my gosh, what a wonderful little perfect cottage in the perfect area. We loved how cozy this cottage is. Just the perfect size for two of us. Our hosts Jackie and Ed were wonderful, responded in a reasonable time frame, if we needed anything. Jackie even provided a crock pot for us after asking if one was there. Very glad to have found this place. I believe we will be back if it’s available the next time we are in Grants Pass. It was very close to our family as well. Bonus points there!! Thank you Ed and Jackie, we will see you again. Liz and Richard G

Dominick
We were in the area for a soccer tournament and this house was perfect. We were close to the fields, easy to find, comfortable environment, and quiet neighborhood. The hot tub was meticulously clean and perfect to end a long day. We enjoyed late at a recommended restaurant and it was excellent. Would definitely stay again.

Jaloma Woods, a forested retreat
I absolutely loved this private retreat in Rogue River, the space is so clean and sophisticated and ties in so well the natural elements that make it so calming. I regret that I could not stay longer, but if I’m in the area again I would love to stay again. The hot tub was a great late night moment of relaxation for myself, so glad they have that! I felt like I was staying with friends. Thanks Lyn & Jim!
Family- and pet-friendly home rentals

Dream Cottage on the Rogue River
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!

Penthouse Suite, easy walk to downtown.
Great location for the theatre festival, just a 10-15 minute walk to the theatre. Very quiet location, off the main road. Spacious, clean quarters, well-provisioned for visitors. Mini market five minutes away by foot for last minute drinks/snacks. Host is super responsive and helpful and provided a winning restaurant recommendation.

Rogue River Guesthouse: Rural river views near I-5
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.

Clean, Stylish Apt w/kitchen. block from Downtown
We have been staying here for years, and this is THE perfect spot for a getaway weekend to watch plays. A short walk to the shows, breakfast down the hill, high tea a block away. The room is spotless and the full kitchen is a blessing.

Cozy Ashland Getaway
We found Joe’s place to be very charming; the furnishings and the sun-lit living room and the kitchen; beautiful, artsy, clean and cozy. The bedrooms were also great with very comfortable beds! Joe was a super host; very communicative and responsive. The house is located on a busy street, so there is some traffic noise, and it isn’t a place that you can talk walks from.

ABBOTT'S COTTAGES - Cardinal
Very clean and easy to access down town. Pull out bed from couch very useful

" sweet little garden studio "
Gg's space is a slice of heaven! Private, quiet, clean and easy to find. I totally enjoyed my stay. I was lucky enough to meet Gg and her sweet doggies for a chat, she gave me great recommendations on all the things local. I will stay there again when passing through. Thank you Gg for being a wonderful host!

Phoenix pine cottage
it is a great place to stay, very clean and comfortable.
Family-friendly home rentals with a pool

Captain Drake's Sky house
Amazing stay! The place was spotless, beautifully decorated, and perfectly located. The host was incredibly responsive and helpful. Highly recommend to anyone visiting. Would definitely stay here again!

Winner 2024 Best of Ashland! Our Carriage House
My husband and I were in Ashland for the Shakespeare Festival, and enjoyed a fantastic stay at Katy and Jesse’s cottage-above-the-garage. They were delightful hosts who were quick to answer questions, but gave us plenty of space to make ourselves at home. The location was perfect— super quiet and a quick walk to theaters and restaurants. Everything was clean; the air conditioners were nearly silent, and the uncluttered, well-equipped space worked beautifully for us. Highly recommended! We look forward to returning!

The Green Arrow Loft
This is an amazingly magical location!!! We had an incredible time exploring the property - it was really fun to hike around, there are incredible views and even a waterfall. There's a very friendly donkey who was so sweet. Our 2 year old was in heaven! Loves the sweet fire pit area to sit aroundm This place was just the best! Highly recommend and we will be back!

Beautiful home on the Rogue river.
Kirk and I communicated a number of times for clarifications as needed. We hosted a large family Thanksgiving dinner and wanted to make sure we had all that we needed. It was spectacular. We had our two young grandkids and the box of kids toys and outdoor toys was wonderful. The gazebo with Fireplace and the gas firepit on the deck were wonderful places to gather during the late Fall coolness. The home was spectacular for our 8 adults, 2 kids and 1 dog. . . Could not have asked for a better stay.

Sweet Vintage Cottage steps from Rogue River
Very beautiful area. Had lots of fun in the awesome pool. My daughter was amazed at all the wildlife in the area. The room was very charming and had a rustic feel to it, but had all the modern amenities. All in all we had a great time and couldn't ask for a better location or host. Teresa was very friendly and helpful

Quiet neighborhood 3 BR w/ pool
This is a great place I have stayed there every time I come to town. big enough for large family event. close to stores and downtown
Quick stats about vacation rentals that are family-friendly in Jacksonville
Total rentals
20 properties
Nightly prices starting at
G$10,461 GYD before taxes and fees
Total number of reviews
2.3K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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