Family-friendly vacation 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.

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Superhost

Loft in Hornbrook

4.93 out of 5 average rating, 381 reviews

The Green Arrow Loft

Situated right on the state line this studio apartment is nestled in its own little corner of the gorgeous Colestine Valley. We're located on 80 acres that adjoin the Cascade-Siskiyou National Monument to the north, perfect for a scenic hike or a casual stroll. Nature and wildlife abound, and though quiet and private the Loft is just five minutes off I-5 and 25 minutes from unique downtown Ashland. We're pet friendly and have an outdoor pool! See the House Rules for details on pet and pool fees.

Guest favorite

Home in Trail

4.9 out of 5 average rating, 101 reviews

"Home on The Rogue" - Gateway to Crater Lake !

Strongly advise Travel Insurance offered thru Airbnb due to our strict cancellation policy. Riverfront 3 bdrm/2 bath home perfectly located on the picturesque Upper Rogue River. Centrally located 50 min. from Crater Lake National Park, the Famous Shakespearean Theater in Ashland, and the ever-so Popular Jet Boat trips in Grants Pass. Parking for boat, recreational, travel trailers NO DUMPING OF ANY KIND. Great for families, locals, couples or groups, ABSOLUTELY NO PETS, Non-AD & NO CABLE TV

Superhost

Home in Trail

4.95 out of 5 average rating, 225 reviews

Log Cabin w/Treehouse & Zip Line on Rogue River

Serene, large log home in the woods w/matching tree house fort. Located in Trail, Oregon on 120 acres of forest views and has a 1/2 mile of river frontage on the wild and scenic Rogue River. The property is near to several lakes, waterfalls and scenic hiking trails and is located directly on the way to Crater Lake National Park. Home is located at the end of the road and provides lots of privacy, peace and quiet. The nearby river can be heard from the cabin providing a peaceful environment.

Top guest favorite

Guesthouse in Medford

4.98 out of 5 average rating, 461 reviews

Comice Valley Inn With E V Charger

Health care professionals please ask about special rate for longer term rental. We disinfect all surfaces before and after new guests arrive. Rest assured. Comfortable, light, clean and airy private two bedroom upstairs guesthouse. Host on location in separate home. Fully equipped kitchen, with breakfast provided, makes this the perfect place for overnight or an extended stay. Neighborhood is quiet and shopping and dining are not far away. Two bedrooms make this a perfect getaway for friends.

Top guest favorite

Home in Ashland

4.92 out of 5 average rating, 232 reviews

Ashland Haus Retreat - 1 block from downtown!

This beautiful 10 foot ceiling home is ideal for your stay in Ashland. Our classic two bedroom 1900s home has many new renovations (floors, appliances, furniture-- all done in August 2017). Enjoy a short walk to great cafes, restaurants and breweries! We are about an 8 minute walk to the Shakespeare Festival. One bedroom has a queen bed, the other has a king bed that can be made into two singles. The sleeper sofa is in living room. The bedrooms share a Jack&Jill bathroom. PA # PA-2017-01160

Superhost

Home in Medford

4.8 out of 5 average rating, 208 reviews

Common Area! Near Rogue X, 3 king beds 82" 4k tv

Huge grassy common area! Big 4k TVs. House is a large 3 bedroom in a nice neighborhood. Must be respectful of neighbors. No dogs left outside barking. There is an HOA at this house and disruptive behaviors are reported and fined. Guest pays all assessed fines! No outside music, no fireworks. This is a beautiful family oriented neighborhood backing up to a Huge common grassy area. There isn't any playground equipment but perfect for Frisbee, soccer, etc. Please treat it respectfully

Top guest favorite

Guesthouse in Ashland

4.99 out of 5 average rating, 582 reviews

Charming Guest House - One block from Downtown!

This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can comfortably sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.

Guest favorite

Farm stay in Days Creek

4.85 out of 5 average rating, 246 reviews

Ranch House #1 Complimentary Farm Breakfast

This fully remodeled 1 BEDROOM cabin is cozy, clean, and humble with all of the essentials for a restful stay in the forests. Including farm-fresh organic eggs & Bacon-sausages, pastry, yogurt fruit juice hot cereal coffee & more. We have WIFI! This is a bedroom with a comfortable Queen Bed, in family room the Couch pulls out and converts into a Queen bed with memory foam. We are dog friendly but Do Not allow CATS All areas are Well lighted & Security cameras are in use outdoors

Top guest favorite

Bungalow in Ashland

4.99 out of 5 average rating, 104 reviews

Penthouse Suite, easy walk to downtown.

The Penthouse Suite is the full top floor of the 2 story apartment building, that affords lovely views, and has been completely rebuilt in 2017! New kitchen and appliances, gas fireplace, & in house laundry. It has 3 bedrooms with 1 king, 2 queen, 1 full, & Q futon. It has 2.5 baths. Enjoy huge, partially covered deck, and gas grill. Downtown is 10/15 minute walk away. The local taxes are included in the price, account ID 527. Pets on approval.

Guest favorite

Home in Jacksonville

4.87 out of 5 average rating, 275 reviews

Plymale Cottage Bed & Biscotti - 2BR, Kitchen, AC

4 Guests, 2 Bed Rm, Sitting Rm & Kitchen, the "Hobbit Rm" with toys, teddy bears and a playhouse. Pet Friendly - One (1) small dog (30lbs or under) house trained. My small back yard is not available for a pet. Our upstairs cottage rate is $135/night. Rates do include city taxes, service & c;eaning fees. Guest entrance has stairs and balcony. Kitchenette and small living. TV available in King room. Air Conditioning

Guest favorite

Apartment in Ashland

4.88 out of 5 average rating, 789 reviews

Clean, Stylish Apt w/kitchen. block from Downtown

92½ Church Street. A private apartment with a large bedroom, full kitchen, bath with shower. Vintage styling with loads of special touches, ONE BLOCK from downtown. All the comfort of home and so close to the action. Large yard. Permitted. (Ashland City Permit: 15-237). 2020 Update: We have adopted the recommended Covid-19 Cleaning Guidelines.

Guest favorite

Home in Ashland

4.91 out of 5 average rating, 127 reviews

The Madrone House, mountain views.

Located on our secluded 40 acres, this newly built 3 bedroom 2.5 bath, will ensure your family a comfortable stay. Beautiful views of the surrounding hills, and stars at night. The kitchen is readily stocked with spices and appliances, a bbq on the spacious back deck, has ample seating for dinning, facing Grizzly Peak.

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What guests are saying

Terra Cottage Inn - Quintesential Ashland

4.97 out of 5 average rating, 156 reviews5 months ago

The cottage and the exterior space is a meticulously maintained oasis. The pictures and words describe and show this charming cottage, but it is much more when you see it in person. It's a beautiful Abnb with exceptional owners in a beautiful town with friendly people. I stayed here for a month while attending UBI, a trade school in Ashland. The location was walkable to both the school and downtown (restaurants, Lithia Park, Shakespeare Festival events). The dedicated parking spot for our vehicle was steps from the gated entrance, making groceries and luggage carries a short trip. Ashland itself allows for day trips to the Oregon coast, Grove of the Titans Redwoods (CA), Crater Lake (OR), and Mount Shasta (CA).

Home in Ashland

What guests are saying

Roxy Ann Retreat - Large Luxury Carriage House

4.96 out of 5 average rating, 70 reviews2 weeks ago

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.

Guesthouse in Medford

What guests are saying

Bear Hollow Retreat

4.93 out of 5 average rating, 59 reviews8 months ago

My stay at this mountain retreat near Ashland, Oregon was absolutely breathtaking. The panoramic views of the surrounding forests and peaks were stunning, making it the perfect spot to unwind and connect with nature. The cozy accommodations, combined with peaceful seclusion but yet not too far from Ashland’s charming downtown, made this getaway truly unforgettable.

Guest suite in Ashland

What guests are saying

Modern Rustic River Home - Gym | Game Room | Sauna

4.78 out of 5 average rating, 37 reviews1 month ago

We stayed here with 4 adults, 2 teens and 1 child. Walking into the bedroom downstairs left like you had escaped into a movie with the luxury yet comfortable feel of a spa with the robes hanging in the room. Even at the front door there were house slippers! The fireplace kept us warm and really nice to sit by for a movie, during lunch while we listed to the rain. The cabin was well stocked with wood, and the cute door from the inside to acess the wood from the outiside, vary convenient. The ping pong and darts kept the teens and child entertained for little bits at a time. They also enjoyed the panning station and it was cool they privided containers to keep what we found. We came specfically to do some fishing in nearby areas and we did catch a steel head! We saw some deer on our stay and just really enjoyed our stay overall. We would love to comeback in the spring to really enjoy the rest of what the property has to offer.

Home in Applegate

What guests are saying

NFR Lakeview Cabin

4.27 out of 5 average rating, 11 reviews70 months ago

Came here with my large family-This Place accommodated everyone. Cabin living was great with the group-lots of great hikes. This is a true cabin so did not expect hotel stay type accommodations but it satisfied everything we wanted in a family vacation. Excellent Host! Amazing property! Clean

Cabin in Ashland

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