Holiday rentals in John Day River

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Top-rated holiday rentals in John Day River

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Top guest favourite
A spacious bedroom is furnished with a wooden sleigh bed topped with neutral linens and a decorative black blanket. Two bedside lamps illuminate the room. A stylish folding screen provides privacy, and large windows offer scenic views of the valley.
Guest suite in Prineville
4.94 out of 5 average rating, 268 reviews

Artsy Guest House Nestled in the Rimrock

This property is truly an oasis from the hustle and bustle of city life. When you arrive, the massive rimrock wall will greet you; it is home to abundant wildlife (owls, deer, coyotes oh my). Shrouded by silence, the trill of frogs will put you to sleep. Mornings start with sunrise over the Ochoccos and full views of the valley and the crooked river at its base. Take a hike at Smith Rock, visit the Painted Hills or find yourself headed to town (Bend: 45 min, Prineville: 10 min, Redmond: 25 min).

Guest favourite
A spacious outdoor patio area is framed by wooden beams with climbing vines overhead. A barbecue grill and a round fire pit are visible on the ground, surrounded by potted plants. Outdoor seating includes metal chairs and a table, offering a relaxing spot to enjoy the surroundings.
Flat in Mitchell
4.93 out of 5 average rating, 648 reviews

Off Grid Ranch's Apt Back side of Painted Hills.

This 1,600 sq ft ground level apartment with garden area and separate entrances has a full bath and complete kitchen. Queen bed in one bedroom, a crib in semi private area and another large bedroom has two queen beds with bookcases separating beds. Hiking, fishing, hunting, horseback riding, swimming or floating the John Day River, and available roads for ATV riding. On our 320 acres you can relax around outside fireplace, take in the views of our amazing landscape, watch the birds and wildlife.

Guest favourite
A cozy living area features a spacious bed with a plaid bedding set, situated beside a large window that allows natural light to fill the room. A comfortable recliner sits nearby, complemented by rustic wood accents and a decorative area rug.
Ranch in Prineville
4.93 out of 5 average rating, 409 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

Top guest favourite
A sandy path winds through a landscape filled with various green shrubs and trees, leading toward distant hills under a clear blue sky. The gentle slopes of the hills display a mix of earthy tones, creating a serene natural setting.
Tiny home in Mitchell
4.91 out of 5 average rating, 199 reviews

Cozy Coyote Camp in Mitchell Oregon

Coyote Camp is a one room cabin located off Highway 26, on " Lost Coyote Lane" in Mitchell, Oregon.. Located 10 minutes from the Painted Hills... The cabin offers a quiet place, to relax, and enjoy all the trees and surrounding nature.There are lots of places to go for walks, or just enjoy a quiet breakfast, on the deck. We offer a Queen size bed, small kitchen with a refrigerator microwave toaster Keurig coffee pot, pods are provided . Please follow directions sent with check in info.

Top guest favourite
A spacious covered outdoor seating area features comfortable sofas surrounding a central fire pit. The serene lake view is framed by tall trees, while sun loungers are positioned nearby on the deck. The area is illuminated by natural light and provides an inviting atmosphere.
Home in Prineville
4.98 out of 5 average rating, 136 reviews

Lakefront House with Amazing View Near Bend Oregon

Located in Central Oregon, 50 minutes from Bend, this newly renovated 4600 sq-ft lakefront home is a rare piece of paradise! This property has over 200 feet of year round private lakefront shoreline onto a 1,100 acre lake. Stunning lakefront views from almost every room in the house, luxurious décor, 5 bedrooms, and incredible options for both indoor and outdoor entertainment. This home was specifically designed and built for the ultimate year-round get-a-way vacation or executive retreat!

Top guest favourite
A country chalet features a welcoming front patio with an orange deck and seating areas, framed by greenery. An American flag is proudly displayed. The exterior showcases a blue facade with a green roof, surrounded by a grassy area perfect for outdoor activities.
Chalet in Dayville
4.95 out of 5 average rating, 132 reviews

Destination Dayville

Destination-Dayville. Fenced country Chalet located close to the quaint tree-lined town of Dayville. Open layout with room to relax and a kitchen to cook a meal after a long day of exploring the Painted Hills and John Day Fossil Beds or fishing the John Day River. Three fully equipped comfortable bdrms, one bathroom and laundry facilities. Large front covered patio, Corn-hole game, room to play in grassy side yard. Let your adventure continue in beautiful, scenic Eastern Oregon.

Superhost
The exterior of a single-story building features a grey wooden facade with several windows allowing natural light. A covered entrance door is highlighted, and planters with greenery are placed near the entrance. A garbage bin is positioned nearby on the gravel driveway.
Guest house in Heppner
4.9 out of 5 average rating, 187 reviews

Farra's

Enjoy a fully private space, featuring a cozy bedroom with a queen bed. A spacious living room with a queen sofa bed and extra seating for more guests. The green room provides a separate work space and dressing room. Farra's kitchen has all your cooking essentials including coffee, spices and more. The dining area seats four easily with room for more. The bathroom has been completely remodeled and offers a walk in shower. Free Wi-Fi, Roku and shower essentials are included.

Top guest favourite
A cozy master bedroom features a log queen bed with a green quilt. Two bedside tables with lamps provide soft lighting. A fan is positioned nearby, and a doorway leads to a bathroom area, emphasizing the spacious layout.
Home in Prineville
4.98 out of 5 average rating, 183 reviews

Visit Rip’s Cabin in the Heart of Prineville

Experience the best of Central Oregon in this stunning 2017 downtown Prineville home! Ideal for families and traveling working professionals, this charming residence offers a convenient location within walking distance of restaurants and shopping. After a day of work or exploration, relax and marvel at breathtaking sunsets and stargazing opportunities. With easy access to Bend, Smith Rock, and the Painted Hills, this is the perfect base for both adventure and productivity.

Top guest favourite
A wooden cabin and cook shack are positioned alongside a tranquil pond, surrounded by trees. Mountains rise in the background under a partly cloudy sky. A picnic table is situated in the foreground, completing the serene outdoor setting.
Cabin in Kimberly
4.97 out of 5 average rating, 292 reviews

Stellar Cabin

Wake Up to Wedding Cake! Stellar Cabin can be your private hideaway. Soak in the wood fired hot tub and gaze up at a blanket of stars. Cook a steak on the grill, make dinner in the fun cook shack and sit around and watch evening come. John Day Fossil Beds are close by. Hike Blue Basin, swim in the river or dig for fossils! We are out of range for most cell service, but it's close by. Wifi available at host house if needed! And pets are welcome!

Top guest favourite
The Little Pine Lodge is displayed prominently, showcasing its rustic wooden structure and multi-gabled roof. A welcoming porch features wooden railings adorned with American flags. The entrance is marked with an 'OPEN' sign, inviting guests to experience the charm of this historic lodge on Main Street.
Home in Mitchell
4.84 out of 5 average rating, 532 reviews

The Historic Little Pine Lodge

The Little Pine Lodge is a Pet-Friendly hidden treasure nestled in a breezy canyon on Bridge Creek. It offers 1650 square feet of absolute charm with 3 bedrooms and 1 full bath right on Main Street in downtown Mitchell. The Lodge is within walking distance to the 140 year old Wheeler County Trading Company, Tiger Town Brewery and Judy's Place. It is only 9 miles from the The Painted Hills Unit of the John Day Fossil Beds National Monument!

Top guest favourite
A log home features a covered front porch with rustic seating, complemented by a visible chimney. The exterior showcases warm wood tones, while nearby gravel provides a contrasting surface. A green door leads into the home, with expansive views of the hills visible in the background.
Home in Condon
4.98 out of 5 average rating, 161 reviews

Condon Cabin

Joe and Cris's lodge pole pine home is the perfect getaway without being away from town, nestled at the south city limits of Condon they designed and built this amazing home with trees carefully selected from the prineville area. This location offers fantastic views from the two covered decks. Within walking distance to downtown, the city park and local shopping, this home offers quiet relaxation and natural charm.

Guest favourite
A serene bedroom features a spacious bed with a floral bedspread and decorative pillows. Natural light streams in through a window adorned with light curtains, illuminating the warm yellow walls. Nightstands flank the bed, each with a lamp, providing a cozy, restful ambiance.
Flat in Grass Valley
4.92 out of 5 average rating, 428 reviews

Homey/Comfortable/quiet space to unwind/relax

Want to get away from it all/step back in time? Come enjoy court yard sitting by the koi pond. Also local wildlife will come for an occasional visit. Apt. is 800 sq. ft. of restful quiet space/ fully furnished. Enjoy the local history, old church nearby, old tractors and trucks for viewing, museum 9 miles away & 2 miles to Oregon Raceway Park. No hidden costs in price stated .

Popular amenities for John Day River holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. John Day River