
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.

Starlight Meadow Yurt
The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

Charming 2br cabin 300ft from the Rogue River.
Located next to the beautiful Rogue River, minutes from interstate 5, between Medford and Grants Pass. The Carley Cabin is your place to create memories of a lifetime, whether you are fishing(one of the best fishing holes), rafting, wine tasting (local wineries galore), going to Britt or Shakespeare, exploring Crater Lake or historic Jacksonville, taking a Hellgate Jet Boat excursion or just a getaway. Come barbeque and relax on the patio or take a walk down to the river and enjoy the fire pit.

The Hippie Shack Yurt +Tiny House + Farm Breakfast
This elegant 24-ft cedar-lined yurt features hardwood floors, heat, A/C, queen bed & queen futon. Open and airy with a clear dome to stargaze from bed! A private attached tiny home includes a bathroom with hot shower and a full kitchen with propane stove, fridge, coffee maker (no microwave). Free continental breakfast: croissants, jelly, yogurt w/ fruit, oatmeal, juice, coffee & tea. Private farm setting near river, animals roam outside. 15 min to Canyonville, 40 min to Safari. Organic farm !

Tree Top Studio
Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

The Shady Knoll
Relax and Unwind at this peaceful retreat. Near the Rogue River, this beautiful property is over an acre w/ lush green grass all around. Updated home w/ nice features & a notable primary bedroom&bathroom. Both rooms have work spaces & home has excellent wifi ~ 200mbps. Start your mornings with a delicious nespresso and enjoy the bird chirping outside. Outdoor oasis with comfy patio seating and outdoor dining area, backyard lights, fire pit, BBQ, and yard games. Close to TONS of outdoor fun!

Modern Getaway on Sunflower Farm
Stunning modern getaway on a flower farm with spectacular views. Nestled in the heart of the valley. 15 minutes from Ashland and Jacksonville. Home of Shakespeare and Britt Festivals. Over 6 wineries and a distillery within a 3 mile radius. Bright design with beautiful features. The many windows and French doors offer light in all directions with views of sunflowers, pear orchards and Roxy Ann Peak. One mile from the Greenway, a bike and pedestrian pathway linking Central Point to Ashland.

Suite Comice EV Charging
*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

Brookdale Meadows Farmhouse Cutie
Farmhouse charm on a quiet residential street. Home has 3 bedrooms, (4 beds), 2 baths, (walk in shower) eat in kitchen, formal dining room, family room, formal living room, laundry room, covered deck, and more… Close to parks, golf course, jet boat tours, wineries, shopping, easy access to I-5 and just 4 miles from Medford Airport. Ashland Shakespeare Festival and Historic Jacksonville just 20-25 minutes away. Crater Lake, Oregon Coast, Redwoods, and Portland all make great day trips.

Ripple Rock Ranch Lodge
The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

Hygge Hideaway. A home for rest and adventure
In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

Rogue River Retreat
A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.

Cozy Cottage
Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.
Popular amenities for Jackson County family-friendly rentals
Family-friendly home rentals with a hot tub

Britt Cottage - Perfect Downtown Location

La Petite Maison + Hot Tub

The Cedar Cottage - creekside studio

Private Hot Tub•King Bed• Downtown Rogue River

Close to Wineries • Hot Tub • Near Jacksonville

The Sleepy Canoe

BEE WELL Organic Spa Garden Studio w/ Hot Tub

The Greenwood Villa w/wood fire hot tub
Family- and pet-friendly home rentals

The Hygge Stay in the Heart of Southern Oregon

5 Star Luxury Southern Oregon Suite

Clean, comfy, pet friendly & fully stocked

Clean, pet friendly, 2-Bedroom Cottage with yard.

Charming Two

Spa Like Stay at the Britt Bungalow in J’Ville

Southern Oregon Gem (EV Charger)

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Family-friendly home rentals with a pool

The Carriage House, Winner 2025 Best of Ashland!

Broken Chair Ranch

Poolside Retreat W/ Sauna Heart of Wine Country

Currently unavailable - Pending county Review

Octagon Studio / Beautiful Rogue River property

Scenic and relaxing roadtrip stop-over!

The Green Arrow Loft

Tiny Groove with plunge pool and soaking tubs
Destinations to explore
- Rentals with pools Jackson County
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- RV rentals Jackson County
- Rentals with outdoor seating Jackson County
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- Rentals with a washing machine and dryer Jackson County
- Rentals with a sauna Jackson County
- House rentals Jackson County
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- Bed and breakfasts Jackson County
- Rentals with a hot tub Jackson County
- Rentals with an EV charger Jackson County
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- Private suite rentals Jackson County
- Rentals with breakfast Jackson County
- Rentals with a fire pit Jackson County
- Tiny house rentals Jackson County
- Boutique hotels Jackson County
- Cottage rentals Jackson County
- Apartment rentals Jackson County
- Hotel rooms Jackson County
- Family-friendly rentals Oregon
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