
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.

Crater Lake "Meadow House" near south entrance.
One of closest to Crater Lake (28.9 miles), Rogue River, Lost Creek Lake, 3 waterfalls, +100 ranch acres of woodland trails. Upscale creature comforts; 2-story, 2500 sq. ft., fully-renovated historic ranch home: hardwood floors, fireplace, large kitchen, 2 bedrms w/2 private baths +an xtra small sleeping room, views of mtns & meadows are spectacular. Enjoy the ranch & wildlife relaxing on wrap-around deck. Perfect for couples, small getaways & sm families (kids over 10),or a work away. No pets

Tiny House in the country
This is a tiny house that's located in the countryside. There's a double matress on the loft that's serves as the sleeping area, also a sofa bed in the living room. Since it's a tiny house we don't have a formal kitchen. We do have have a microwave, coffee maker and a fridge. We don’t serve breakfast. We live beside this house so you can easily contact us if you any concern. Smoking and pets are not allowed. We only have WiFi extender so sometimes you can’t get a signal from the tiny house

Modern Tiny House w/ Hot Tub and Putting Green
Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

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.

Cottage on River Farm -Applegate Wine Trail
Classic one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. This cozy cottage is a mini farm-stay experience with goats & chickens along the Applegate Valley Wine Trail. Walk to Red Lily Vineyards! Enjoy the private firepit (when not in wildfire season) with complimentary s’mores kit or walk down to the river and breath. We are 15 minutes from the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival. Wine Country Farm Stay dot come.

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.

Lux roadtrip stop over and stay-cation getaway
Experience your own personal oasis at this beautifully private spot! Rurally located, this nostalgic Airstream will invite you to relax and rejuvenate. Our space is intentionally designed for you to sleep well, eat well and enjoy the surrounding views. The glorious outdoor space has a luxurious outdoor grotto shower with endless HOT water, large covered pergola with propane fire pit, covered dining, and BBQ w/prep space. Privacy surrounds you as you relish in the Applegate Valley!

5 Star Luxury Southern Oregon Suite
Great little getaway on the outskirts of town. Away from the hustle and bustle of the city center, but minutes away from all the great places the Rogue Valley has to offer. This 800 sq foot apartment has been completely renovated to meet all the needs of travelers that are looking for an overnight stay or a long term place to land. This space offers updated heating and air, strong wi-fi, separate bedroom and working space. 2 smart TV's, designated parking, and a private entrance.

Vineyard Views from 2 Bdrm Suite on the Farm
The guesthouse on our little farm overlooks the vineyard and the fields beyond. We are in the perfect spot to easily access many of the wonderful things Southern Oregon has to offer. Explore wineries, including our own, hiking trails, the Britt festival, and more! The guesthouse has lots of amenities, including an outdoor grill, kitchenette with fridge and hot plate, and full-size sleeper-sofa. Pack & play and other baby/child amenities are available upon request.

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.

Ivy Cottage
Located in the heart of quaint Jacksonville, the Ivy Cottage is a cozy getaway. Just blocks from the main street, a short walk to Britt Music Festival and 8 minute drive to Rogue X makes this the perfect location for all visitors of the area. The Ivy Cottage was built in 1925 and was newly refurbished with love in 2018. Offering 2 bedrooms, 1 bath, and a memory foam sleeper sofa, can sleep up to 6 guests.

The Cabin at Farwood Retreat, Riverfront Cabin
This beautiful picturesque cabin overlooks Jackson Creek surrounded by forest, wildlife, and rivers. Read a book in a hammock overlooking the creek. Enjoy a peaceful soak in the hot tub while listening to the running river, or enjoy a cup of coffee while gazing out at nature and listening to the surrounding wildlife. Frequently visited by deer, geese, a great blue heron, bald eagles and much more.
Popular amenities for Jackson County family-friendly rentals
Family-friendly home rentals with a hot tub

Britt Cottage - Perfect Downtown Location

Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv

The Cedar Cottage - creekside studio

Private Hot Tub•King Bed• Downtown Rogue River

Mt Ashland Homestead, Ashland 10 m., right by PCT

Drift Away

The Birdhouse Retreat| Views & Hot Tub

Close to Wineries • Hot Tub • Near Jacksonville
Family- and pet-friendly home rentals

Cozy 2BR Cottage | Quiet, Private & Pet-Friendly

W/D, FULL Kitchen, Downtown walking , Parking

Kelly’s Carriage House 4 miles from Ashland

Kelly’s Farm 4 miles to Ashland

Spa Like Stay at the Britt Bungalow in J’Ville

Southern Oregon Gem (EV Charger)

Log Cabin w/Treehouse & Zip Line on Rogue River

Starthistle Cottage in Applegate wine country
Family-friendly home rentals with a pool

The Carriage House, Winner 2025 Best of Ashland!

Capital House - Private getaway with POOL!

Broken Chair Ranch

The Fairway Townhouse | Minutes from Golf Course

Currently unavailable - Pending county Review

Octagon Studio / Beautiful Rogue River property

Scenic and relaxing roadtrip stop-over!

Tiny Groove with plunge pool and soaking tubs
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