Family-friendly holiday rentals in Douglas County

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Top-rated family-friendly rentals in Douglas County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The spacious studio layout features a modern design with a cozy seating area, a large television, and a dining space with multiple white chairs. A stone accent wall adds character, while natural light enters through the windows, illuminating the soft carpeting.
Flat in Roseburg
4.97 out of 5 average rating, 129 reviews

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)

Guest favourite
The historic bank building features striking red brick and detailed stonework, with large windows that enhance the inviting facade. The entrance to the Triple Oak Wine Vault is clearly marked, while surrounding shops contribute to the quaint atmosphere of downtown Oakland.
Guest suite in Oakland
4.81 out of 5 average rating, 391 reviews

The Wine Room, Oakland OR

Need a quiet, quaint refuge with cozy modern amenities? The Wine Room is in the small town of Oakland Oregon. Umpqua Valley one hour south of Eugene. It is safe while just a mile off of I-5. Walk the uncrowded town and parks. For longer stays your use of the kitchen Is negotiable. The private room has a beautiful bathroom with a heated floor, a mini-fridge and micro. Located in the back of a historic bank building that is our tasting room and coffee shop it is good for couples and solo.

Top guest favourite
A cozy outdoor living room is presented, featuring a plush gray sofa adorned with vibrant cushions and a coffee table at the center. A stylish hanging egg chair complements the space. Soft ambient lighting creates a welcoming atmosphere, with warm orange curtains framing the area.
Guest house in Roseburg
4.99 out of 5 average rating, 268 reviews

TheBliss/2 blks to DT food/wine/no cleaning fee

Welcome to the Bliss! Crisp, clean, & ready for your arrival! Thoughtfully curated with high-end linnens & amenities, ensuring you feel pampered from the moment you arrive. Tucked in behind our main residence, this cozy, private, studio style, sanctuary provides a peaceful escape while keeping you close (2 blks down)to the vibrant energy of local restaurants, wineries, boutique shops, & the lively Sat farmers market. 9am-1pm Waterfalls, (1 hr)Crater lake (90 min)Wildlife safari (10 min)

Top guest favourite
A serene aerial view captures the Main Umpqua River bordered by lush greenery and expansive fields. Nearby vineyards and farms stretch across the landscape, conveying a sense of tranquility in the heart of wine country.
Guest suite in Roseburg
4.99 out of 5 average rating, 181 reviews

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish space. While located in the heart of wine country with river views and river access only a few short steps away, it's still just a quick 10-minute jaunt into town. Fishing, agriculture, local activities, and wildlife surround our peaceful hideaway. We fell in love with this place! Come immerse yourself in its natural serenity. The unit is on 12+ acres and attached to the main house. It's been recently remodeled. Seasonal water sports available.

Top guest favourite
A cozy bedroom features a queen bed with an olive-green quilt and terracotta pillows. A decorative wall piece showcasing wine imagery hangs above the bed. Soft lighting is provided by wall sconces, and a wooden barn door leading to a closet adds rustic charm to the space.
Guest suite in Sutherlin
4.95 out of 5 average rating, 139 reviews

Sutherlin Retreat with a View & Wildlife w/brkfast

Experience wine country by touring our Douglas County vineyards. Come back and stay in our comfortable 1-bdrm w/queen bed, 1-bath apartment; a full-size hideabed; complete kitchen; living room w/big screen TV and sofa. With advance notice, we'll bring in a PacNPlay, if needed. Enjoy a dip in the pool from June thru Sept. Some breakfast materials will be in the fridge to prepare at your leisure during your stay. Free wine tasting for 2 at Reustle Winery Mon-Sat with stay.

Top guest favourite
Two goats rest together on a colorful welcome mat located at the entrance of the cottage. The door behind them features multiple panes of glass framed in a vibrant turquoise, creating a cheerful focal point for the scene.
Cottage in Myrtle Creek
4.98 out of 5 average rating, 178 reviews

Rae of Sunshine Sanctuary

Come and enjoy a quiet and relaxing stay where you can put your feet up and unwind inside of our beautiful 100 year old quaint cottage, or enjoy the gorgeous private scenery and wildlife surrounding it. Many which include a variety of birds, deer, our residential goats, pig, horses, bunnies, and our seasonal pond with mallards and frogs. (All of our animals are located on the property but are separate from the cottage. Please see host about scheduling any interactions).

Superhost
The open-concept living area features a dark sectional sofa adorned with orange throw pillows, a textured blanket draped casually, and a patterned area rug. The kitchen is equipped with modern cabinetry and stainless steel appliances, while large windows provide natural light and views of the outdoors.
Home in Roseburg
4.86 out of 5 average rating, 104 reviews

The Lookout PNW Roseburg Retreat

Escape to this serene, modern retreat featuring stunning views and a stylish design. The bright, open-concept kitchen and living area is perfect for relaxing, with large windows bringing nature inside. Enjoy your morning coffee on the spacious deck surrounded by trees, or unwind in the sleek, contemporary bathroom. The cozy bedrooms offer peaceful views, creating the perfect spot for a restful getaway. Whether you’re looking for comfort or adventure, this home has it all!

Superhost
A spacious outdoor area features a detached garage illuminated by string lights. Adjoining seating includes several Adirondack chairs surrounding a fire pit, creating a cozy gathering space. The garage door is open, revealing an inviting interior with comfortable furnishings visible inside.
Guest house in Glide
4.9 out of 5 average rating, 218 reviews

Highway to Diamond Lake/Crater Lake roadtrip stop!

Relax and have some fun in our renovated 1 bed/1 bath detatched garage in our large fenced back yard. The space can sleep 6 people with a queen size bed, with queen and full size futon/sleepers. One block off highway 138, within minutes of a coffee shop, 3 restauraunts and a bar and grill. Single serve coffee maker, electric skillet, microwave, and a mini fridge. Pool/ping pong table, 55" smarttv, preloaded Nintendo, bluray player, and board games. Ask for wifi😊

Top guest favourite
A travel trailer is parked near an outdoor area, framed by trees. The space features artificial grass, a wooden deck, and a small fountain. A bistro set with an umbrella provides shade, while bicycles are visible in the background, enhancing outdoor accessibility.
Campervan/Motorhome in Roseburg
4.97 out of 5 average rating, 173 reviews

West Roseburg Hideaway

Our happy little camper is nestled in the Umpqua Valley surrounded by mountains, hiking trails, & waterfalls galore! Roseburg has many wineries & breweries to explore as well as coffee shops & great restauraunt options to choose from. We are located in a great neighboorhood with lots of walking & biking. There is a comfy queen bed, a full bathroom, kitchen, refrigerator & microwave to help you feel at home as well as a designated easily accessible parking space.

Guest favourite
A residential exterior view showcases a light blue house set against a clear sky. A mature tree with green foliage provides shade, while gravel landscaping enhances the area. The entrance is marked by simple wooden steps leading to the door.
Home in Roseburg
4.84 out of 5 average rating, 321 reviews

Peaceful Paradise

Very clean and private. Great Base to get out and explore or to relax. We are located on the way to North Umpqua and the North entrance of Crater lake both boast of beautiful waterfalls and amazing hikes! We are located less than 2 miles off the 5 freeway . The area has everything from restaurants, wineries and outdoor activities. A short 15 minutes away is Wildlife Safari which we offer discount tickets. Whether it's overnight or longer you'll love it here!

Top guest favourite
A cozy outdoor seating area features two wicker chairs adorned with colorful cushions. A modern fire pit sits between them, with a bottle of wine and two glasses ready for use. Lush greenery and garden views are visible in the background.
Guest suite in Roseburg
4.98 out of 5 average rating, 284 reviews

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.

Top guest favourite
Home in Roseburg
4.99 out of 5 average rating, 184 reviews

A Restful Studio Near a Creek and Forest - Pets

Please read below for details about the occupancy. We are nestled in the country between Roseburg and Glide. This updated studio is private, clean, restored, and sits atop a 50's cabin. This is a shared guest property, and the parking and entrances are completely separate! Open the windows, listen to the creek, or sit on the porch and look at the trees. We are on the way to the North Umpqua river, many hiking trails, waterfalls, and Crater Lake!

Popular amenities for Douglas County family-friendly rentals