Family-friendly holiday rentals in Douglas County

Serene Escape Studio (with w/d, a/c, kitchen)

Forget your worries in this spacious and serene space. With over 800 square feet, this newly designed studio apt located in a quiet neighborhood has everything you need to make your stay in centrally located Roseburg a success--washer/dryer, kitchen, large screen tv, etc. Once parked, traverse through the gate, up the stairs to your private entrance off the upper deck. Perfectly located for day trips to the coast, Oregon's waterfalls, Crater Lake National Park, and more! (Note: we do have dogs)

Terraces to Heaven in Uptown - EV Charger

Welcome to Uptown Oakridge. Our place is perfect for mountain bikers or anyone looking to explore this outdoor wonderland. Our secured garage offers bike tools and plenty of space to store your gear. Muddy ride? Clean up at our bike wash or hang up your skis and snowboards after hitting the slopes of Willamette Pass. Finally, enjoy the view of the hills on the upper terrace after your day of adventure. We have recently installed an EV charger, please see the listing photos for more information.

Off-Grid Yurt at Mountain in the Mist Homestead

Disconnect from the hectic city life and enjoy being immersed in the trees when you stay here at Mountain in the Mist homestead! Power up with solar energy harvested from the sun and quench your thirst with fresh water collected from the sky in this off-grid yurt. Wander the property and interact with the curious critters, smell the blooming flowers, participate in a fun experience to boost your self-reliance, or make a short trip out to explore the town of Eugene or the stunning Oregon coast!

Glamping! Luxury Tent - Prospector

Welcome to Glamping! This luxury retreat is a camping dream. This heated handcrafted wood and canvas tent is themed in honor of the Oregon prospectors who came here 150 years ago. Our park is next to the North Umpqua River in the Umpqua National Forest. This area of the Oregon Cascades is referred to as "the Emerald-Jewel Gateway" to Crater Lake National Pk. We are centrally located to the North Umpqua Trail, with easy drives to many trailheads, waterfalls & Umpqua Hot Springs. NOT pet friendly

Cinder Cottage ~ No Cleaning Fee

Cinder Cottage is a cozy and clean 2 bedroom home that's been recently updated and is pet & family friendly. Located on a quiet corner in the heart of historic Riddle OR just a block from the high school and walking distance to the small downtown. A few miles from the I-5 corridor it's a great place to stop for a break from driving. We're just minutes away from Seven Feathers Casino in Canyonville. Whether you're traveling, exploring or visiting friends or family come relax at Cinder Cottage.

Umpqua Valley Garden Getaway

Minutes from several award-winning wineries and local fishing holes, the Umpqua Valley Garden Getaway has all the amenities you will need for a memorable vacation. Down a cobblestone stairway, you will find a pristinely redesigned cottage nestled in a private backyard garden. Start your day with a hot cup of coffee from the wicker chairs overlooking the backyard and end your day dining al fresco as string lights dangle above a cozy corner of the deck.

House on a Ranch. Ponds, beautiful tree landcapes

Entire 3 bedroom manufactured house. It is located on a 340 acre ranch. With your own fishing poles, fish in our private pond or bring a boat and fish in the Umpqua River. Only about an hour from mountain skiing or ocean beaches. Nestled at the base of the coastal mountains Property has many ponds that are landscaped with hundreds of ornamental trees. There is a pavillion with a gas fire pit and pellet grill.

Highlands and Horses Ranch Airbnb

Meet friendly Highland Cows and beautiful horses on a lush green ranch nestled in rolling hills. Just 13 miles east of I-5, this peaceful retreat offers total nature immersion. Even the drive delights—with farms, grazing sheep, and scenic views at every turn. Step out, breathe deep, and let the fresh country air melt your stress away. It’s more than a getaway—it’s a soul-refreshing retreat!

Lone Wolf Cabin, pet friendly

Lone Wolf Cabin is situated on a gated road in a forest setting. It is the only residence on the road. It is about 2 miles from both Oakridge and Westfir which makes it convenient for mountain bike riding, hiking, golfing and dining out. There are both Forest Service Trails and game trails near the cabin. The cabin is rustic with modern conveniences. Weekly discount is $500.00

Urban Boho Charmer! 2 Bdrm 1 Bath Fire pit table

Urban Boho Style comes to Roseburg! Open for long or short term stays, the Charmer arrives as a favorite addition to Superhosts, Paul & April. The charmer welcomes you to the comfortable collections of textures & fabrics dotting natural colors. From our persian rugs to our rattan swing, you'll feel like this is your true retreat as you enjoy your stay.

Cozy, quiet country cabin.

This cabin is cozy and comfortable. it is located a short distance from Plat I reservoir. The reservoir is a buzz during the spring and summer months with nesting birds and wildlife. The cabin sits well off the main road so this lends itself to the quiet that is enjoyed here. Pets are welcome but must not be left unattended.

The Cocoon Cottage 🐛

The Cocoon Cottage is suspiciously good at making people forget their inboxes. Curved wood walls glow at night, windows frame forest and water, and urgency goes missing. Expect baths, books, long pauses, sauna sessions, lake views and ideas that show up when you stop trying so hard.