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.

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Guest favorite

A private deck features two white chairs positioned around a glass table, adorned with a vase of flowers. The scenic view showcases green hills and trees under a clear blue sky, offering a peaceful atmosphere for relaxation.

Guest suite in Jacksonville

4.91 out of 5 average rating, 203 reviews

2-bedroom suite, only 1 mile to Jacksonville

Family and Senior friendly New-10% off for 7 day stay! In Jacksonville, 1 mile to town. Quiet, scenic, isolated . Modern home with l A/C and heat, good cell signal, ceiling fans . Master Bedroom, key pad entry, King bed, fine sheets, TV with Amazon Prime, Bathroom, large towels, large jetted tub, double sink. Kitchenette with fridge-freezer, microwave, George Foreman grille, double burner, coffee pot, toaster, and blender. Adjacent bedroom Queen bed and desk with power strip. Private entry.

Guest favorite

An airy living space is highlighted by large windows that provide abundant natural light and views of the surrounding landscape. A wooden ladder leads to a loft area, while minimal furnishings, including a cozy sofa and a wooden table, create a serene atmosphere.

Guesthouse in Medford

4.92 out of 5 average rating, 389 reviews

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Superhost

A simple living space features a navy sofa with coordinating cushions and a wooden coffee table. A patterned chair and a small side table are positioned nearby. Light-colored walls are complemented by artwork, and a cozy rug covers the floor.

Home in Talent

4.79 out of 5 average rating, 104 reviews

Downtown Talent 2 BR bungalow

Sunny, Quiet, and clean in downtown Talent! Market, coffee shop, cafes, food trucks, Camelot Theater, library, playground, winery & shops in easy walking distance. Centrally located right between Ashland & Medford for discovering up and coming Talent while exploring the Rogue Valleys offerings: wine tasting, Oregon Shakespeare Festival, Britt Festival, historic Jacksonville, skiing or outdoor adventuring in mountains, or on rivers or lakes. We're dog friendly, but no dogs on furniture please.

Superhost

A large log home is nestled among lush greenery, surrounded by trees. The structure features multiple large windows that allow natural light to fill the interior. The expansive deck is supported by sturdy columns, while a gentle slope leads to the landscape below.

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

The historic entrance of the B.F. Dowell house is framed by tall columns and adorned with a festive wreath. A stone pathway, bordered by seasonal foliage, leads to the welcoming front door, while decorative planters provide a charming touch.

Home in Jacksonville

4.94 out of 5 average rating, 109 reviews

B.F. Dowell House

Originally constructed in 1861, the historic B.F. Dowell house has been beautifully revived. Situated within walking distance of downtown, the home provides guests with easy access to the towns charming cultural fixtures as well as a variety of quaint stores. The market across the street may help guests utilize the homes large, well-equipped kitchen. Full baths adjoin each bedroom, an additional bathroom adjoins a laundry room. The homes porch opens to a patio that accompanies a spacious lawn.

Guest favorite

A rustic cabin with a green metal roof sits surrounded by tall trees and lush grass. A stone fire pit is positioned nearby, accompanied by log seating, offering a peaceful outdoor space for gathering.

Cabin in Medford

4.86 out of 5 average rating, 107 reviews

Woodland Cottage near Jacksonville Dog Friendly

It seems remote, so your nervous system relaxes on 60 acres in nature's stillness, yet it's only 10-minutes drive to Jacksonville or Medford; 25-min to Ashland. Long stays welcome. Our sanctuary has modern comfort & convenience, a king + queen bed, 2 sofabeds, full kitchen, TV, large library + views. Our land supports evergreens, gardens, ranch critters (chicken, dogs), a shallow pond, hilly hikes to BLM trails, peaceful places to hang out. We welcome Canine Companions ($30/week fee) & Kids.

Top guest favorite

A spacious living room is presented with stylish furnishings, including a gray sofa and a patterned area rug. Natural light filters through the large windows. A spiral staircase leads to the loft above, while double doors open to the outdoor space.

Guesthouse in Ashland

4.99 out of 5 average rating, 590 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

A covered porch features a blend of seating options, including four chairs around a small table and a reclined chair. A grill is positioned nearby, and the area is surrounded by lush greenery, creating a peaceful outdoor space.

Guest suite in Jacksonville

4.84 out of 5 average rating, 285 reviews

Claudia's Retreat Sanctuary

Retreat here on my 6 acres of madrone forest with pastoral views, 2 meditation labyrinths- yet only 3 miles to the quaint, historic town of Jacksonville, Oregon, home of Britt Festival, 35 minutes to Ashland and 1.5 hours to Mt. Shasta or Crater Lake. This guest suite in the lower level of my house. Walk the spiral labyrinths. Book a Sacred Sound bath session with Tibetan and crystal bowls & Paiste gongs for $70 during your stay. Massage chair available too. Simply divine!

Top guest favorite

An outdoor patio area is shown featuring a concrete floor and a table set for four. Tiki torches provide ambient lighting, and a fire pit stands in the center. A gas grill is positioned nearby, with the house visible in the background, basking in evening light.

Tiny home in Grants Pass

4.96 out of 5 average rating, 109 reviews

River Rapids! Mindfulness while forest bathing

This stand alone one bedroom tiny home provides all of the amenities of a home, on the Applegate River only 10 min from historic downtown Grants Pass and 5 minutes from the Applegate wine trail. It is about a 5-7 min walk downhill with a stairwell to a secluded private beach oasis. Soak in the natural forest landscape. Engage your senses in forest bathing from the evergreens to the beach or from the hot tub gazing at the stars. About a 10 minute walk back up to the home.

Top guest favorite

A light-filled kitchen area features modern cabinetry, a central island with seating, and stainless steel appliances. Mirrored panels and a small potted plant add depth to the space. An area rug with intricate patterns enhances the warm atmosphere, while a ceiling fan provides air circulation.

Guesthouse in Central Point

4.94 out of 5 average rating, 790 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity!

Guest favorite

A stone pathway leads through a lush garden filled with vibrant flowers, including pink roses, towards a charming cottage. The garden is surrounded by greenery and features an archway, adding a picturesque framing to the entrance.

Guesthouse in Ashland

4.9 out of 5 average rating, 391 reviews

Private Garden Cottage w Sauna in RR District

Located in the historic Railroad District, our cottage is walking distance from the Shakespeare theater and all the trimmings of downtown. Walk to an award winning coffee shop down the alley and two grocery stores and park. Set between the cottage and our house are beautiful vegetable and flower gardens. There is a great deck for morning coffee and secure bike storage available. Miles of mountain hiking trails are close by. This will be your new spot!

Top guest favorite

The exterior of the brick cottage is framed by lush greenery and vibrant flowers, creating a serene garden setting. A wooden pergola extends from the cottage, providing shade over a small patio with a table and chair, inviting moments of relaxation outdoors.

Bungalow in Ashland

4.96 out of 5 average rating, 329 reviews

Historic Stage Coach Stop

Built in 1852, the Mountain House, listed on the national historic register, is southern Oregon's oldest timber-framed house. Adjacent to the house amid lush gardens, the renovated two-story brick stage coach driver's quarters is a cozy, private get-away. Microwave, refrigerator, electric water pot, coffee maker downstairs along with bathroom. Upstairs comfy queen bed, armoire, easy chair, television, and beautiful views from every window!