Guest house holiday rentals 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.

Wood River Hideaway

Get away from it all in our cozy cabin on Wood River. Nothing fancy but everything you need. Great for couples, families, fishermen, photographers and anyone who loves a river and peace and quiet. No phone, no tv and no internet help you get away. Your cell may or may not get coverage here. (For urgencies, wifi/landline available in my main house). Watch the wildlife, kayak, splash in the river if you dare (it's cold!), play a game, read a book, enjoy the stunning beauty of this part of Oregon.

Osprey 101, Lake Front, Walking Paths, dock.

Welcome to Osprey Hideaway, your serene lakefront property located 4 miles South of Florence, Oregon on lake Woahink. This 2-bdrm, 2-bath which includes 2 hide-a-beds, 1 in Living room and 1 sunroom). Designed to provide you with a tranquil and family-friendly retreat, making your stay truly unforgettable. The hosts live in the main house which is seen in the landscape pictures close to the lake . The hideaway in the first house you see when driving into the property, both have lake access.

Steelhead Guest House W/Game Room

Unwind and have a fun time at Steelhead Guesthouse! We are nestled in the beautiful heart of nature in Idleyld Park, Or. On your way to Diamond Lake(60 miles away), Crater Lake(78 miles away), or any of our amazing waterfalls and hiking trails. How about doing some steelhead fishing on the world famous North Umpqua River. Look no further, We are minutes away from some of the best fly fishing spots you can find, We also have a large game room, w/ air hockey, basketball and darts, for family fun

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!

Guest Cottage in Umpqua Valley Wine Country

Tour Umpqua Valley wine country, play a round at Bar Run Golf Course, or venture a bit further to explore the North Umpqua Trail or Crater Lake. Return from an adventure-filled day to relax at this cozy guest cottage located on the site of the Historic Cleveland Schoolhouse. Unwind on the patio and enjoy sunset over the Callahan Mountains. Cottage is nestled at the back of a quiet 1 Acre plot. Queen sized bed sleeps 2, and there is a Full size Futon available for up to 2 additional guests.

Aviation Suites: The Hangar Suite

Aviation Suites is a unique business setting with overnight accommodations on the tarmac of the Roseburg Airport. Quality best describes the experience. The Flight Deck’s floor to ceiling windows lets you experience the thrill of the runway. The Hangar is quiet and easily accessible to the best of what Douglas County has to offer. An adjoining door offers a third option, a two bedroom, two bath executive suite. Private & accessible by air or vehicle. Book your stay now at Aviation Suites!

Big Rock Bunk House

Take it easy at this unique and tranquil getaway. Come enjoy a farm stay in our guest house on 83 rolling acres. Watch the natural wildlife of deer, turkeys and birds. You may be visited by one of our cows, calves, sheep or our friendly barn cat Neo. The attached garage on this unit is used as storage for the homeowner and not accessible for use. This is a working ranch but we try our best to respect our guests privacy. We are minutes away from wonderful wineries and wildlife safari.

Sunsets on the Butte

A quiet country setting awaits you with this comfortable studio complete with private entrance, kitchenette, queen bed, dinette, and plush leather furniture. Just two miles to downtown for shopping, dining and taking in the historic sites of Cottage Grove. Enjoy the sunset with picturesque views of a grassy valley and mountains. A private place to escape while on a Northwest adventure of any sort. Three miles to the lake, two miles to town, extremely easy freeway access yet quiet.

The Bliss/winter warm/2 blks 2 DT restaurants/shop

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)

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😊