Vacation rentals with outdoor seating in Douglas County

The Loft @ Paradise Point. Enjoy the Jacuzzi!

Relax and unwind at this unique, secluded, sparkling clean, getaway. The Loft is situated behind a private security gate on top of a mountain. It has breathtaking views of the valley & one of the largest vineyards in the area. It's 10 min. from town and in the heart of some of the greatest wineries in Oregon. The bedroom has a romantic fireplace and access to a private deck. Equipped with a refrigerator, K-Cup Coffee Maker, Air-Fryer, toaster oven & microwave. Soak in the hot tub with its views.

Swinging Bridge private and bright guest cottage

*** Please read entire listing before booking: Quaint cottage set behind Craftsman home built in 1926. Private entrance w/keyless entry. Bathroom is private and dedicated to guests but is *connected to the main house* and only steps away from cottage. Bathrobes and slippers provided for guest use. Access to yard with fire pit and BBQ. Room has mini fridge, microwave, and toaster oven as well as amenities for coffee and tea. Guest WIFI is high speed. Roku TV for streaming. Free street parking.

Charming Private Cottage Near I-5 and Golf Course

You'll be surrounded by peace and beauty in your private cottage in Myrtle Creek. Conveniently located under 2 miles from EXIT 108 on I-5 at the very end of a cul-de-sac in a family friendly neighborhood. 600-square feet and lots of natural light and tall ceilings. Beautiful hardwood floors throughout that were reclaimed from an Oregon high school gymnasium. We've spared nothing for your comfort. Please read our honest reviews! We know you'll love it here - and you might not want to leave!

The Cottages at Porter Hill (Green)-Near Roseburg

Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the green fields of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.

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.

The Bliss/perfect for special occasions/2 blk 2 DT

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. Behind our main residence, this 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)

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).

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!

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.

CenturyFarm Apartment Overlooking the Creek

Enjoy the natural beauty of nature surrounding this historic getaway. The view from the apartment overlooks the creek. The "loafing shed" of the barn was converted into an apartment -- a cottage core addition to the old barn. Hiking trails follow along the creek. Guests may also reserve overnight camping located just below the barn apartment. Perfect for family gatherings, this overnight campsite is available only to guests of the barn apartment at $20.

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!

The Circle C Guest House

Dan and Sally, hosts for 7+ years, invite you to stay at the newly rebuilt Circle C Guest House - a 288sf pet-friendly tiny home on the 9-acre Circle C Ranch 6 miles off I-5 Exit 103 (Riddle/Tri City), which is 22 miles south of Roseburg. Visit Umpqua valley wineries, Wildlife Safari, Cougar Canyon Golf Course and Seven Feathers Casino. Fishing, hunting, swimming, hiking and cycling opportunities nearby. Discounts for stays of 4 or more nights.