Guesthouse vacation rentals in Douglas County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Douglas County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite
Guesthouse in Roseburg
4.97 out of 5 average rating, 100 reviews

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.

Guest favorite
Guesthouse in North Bend
4.97 out of 5 average rating, 37 reviews

Hilltop large Guest-house with breathtaking views.

North-Bend Hilltop with beautiful views of Bay, City, Ocean, and Mountains. Spacious one-bedroom detached Guesthouse with a private entrance and Parking in front. Minimum 3 nights. 10% discount on weekly and 20% discount on monthly rentals. NO-pets and NO-smoking policies are enforced. Service animals MUST be declared by 1st inquiry. Minutes to downtown North Bend and Coos Bay. 5 minutes drive to the Oregon Dunes. Note: In Airbnb Website, also see Property ID 45243270. Easy wheelchair access.

Superhost
Guesthouse in Fort Klamath
4.8 out of 5 average rating, 373 reviews

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.

Guest favorite
Guesthouse in Florence
4.9 out of 5 average rating, 21 reviews

Lakefront, Family-Friendly, koi pond walking paths

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.

Top guest favorite
Guesthouse in Cottage Grove
4.94 out of 5 average rating, 232 reviews

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.

Top guest favorite
Guesthouse in Myrtle Creek
5 out of 5 average rating, 109 reviews

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 favorite
Guesthouse in Roseburg
5 out of 5 average rating, 11 reviews

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.

Top guest favorite
Guesthouse 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)

Superhost
Guesthouse in Roseburg
4.85 out of 5 average rating, 98 reviews

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!

Superhost
Guesthouse in Lakeside
3.5 out of 5 average rating, 4 reviews

Charming Lakeside Bungalow. Lake, beach, dunes

Book your stay and create lifetime memories at magical Lakeside! Where the ocean beach meets the sand dunes and the lake. Charming Bungalow in a quaint Lakeside. Walk to everything: lake, fish, paddleboard, tavern, post office, ATV rentals, restaurants, grocery store, playground, and more. Drive your ATV from here to the sandy beaches! Walk to Wulfy beach to swim, boat and beautiful sandy beach with palm trees, volleyball court. Centrally-located. So much to do! 2 adults.

Superhost
Guesthouse in North Bend
4.75 out of 5 average rating, 64 reviews

Dunes Coastal Studio

This is a lovely little studio apartment located on pristine property, overlooking the National Dunes Recreational Area and the waters of the Coos Estuary; Oregon’s largest estuary. A short walk also takes you to the Bay Area’s top restaurant/lounge The Hilltop House. The studio is all inclusive; providing linens, towels, fully equipped kitchen, high-speed internet, TV with Amazon Firestick, and on-site free laundry. - everything you need to have a relaxing and comfortable stay.

Superhost
Guesthouse in Glide
4.91 out of 5 average rating, 216 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😊

Popular amenities for Douglas County guesthouse rentals