Holiday rentals in Prairie City

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Top-rated holiday rentals in Prairie City

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

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Guest favourite
A charming cottage from 1909 features a blue metal roof and a welcoming red door. The front porch, adorned with hanging flower baskets, invites relaxation. Surrounding greenery and gravel pathways enhance the serene outdoor setting.
Cottage in Sumpter
4.97 out of 5 average rating, 221 reviews

The Red Door Cottage. 10% off for volunteer FD

Enjoy the quintessential Eastern Oregon experience in this beautifully restored 1909 cottage. Private, elegant and super cozy in the heart of historic Sumpter Oregon. Hiking, biking, fishing, quad riding and exceptional mushroom and huckleberry picking basically any outdoor activity you can think of! Our house features two bedrooms with queen beds, full bathroom a Hideaway sofa bed, full kitchen, TV with DVDs & more. Amazing outdoor area where you can grill some delicious food, relax and enjoy!

Top guest favourite
A stone statue of a mail carrier holds a mailbox, welcoming guests to the home at 306 4th Ave. The house features large windows and a well-kept front yard with green grass, bordered by a concrete walkway. The setting is bright and sunny.
Home in John Day
4.93 out of 5 average rating, 117 reviews

New Home in Quiet Neighborhood

New home centrally located in John Day Walking distance to Kam Wah Chung Museum, County Fairgrounds, Local parks, Walking paths and Grocery shopping. Downtown is 5-6 blocks to Restaurants and more. Home is in quiet, low traffic neighborhood with covered off street parking. Primary Bedroom has queen bed and its own bathroom with step-in shower. Second bedroom has Full size bed with bathroom directly across hallway. Fully supplied kitchen, comfortable Living room, bonus TV room and central HVAC.

Top guest favourite
A spacious living area features a gray sofa adorned with blue and white accent pillows. A wooden coffee table is centered on a patterned area rug. Natural light streams in through multiple windows, and a wall shelf adds a touch of practicality to the inviting space.
Home in Baker City
4.96 out of 5 average rating, 322 reviews

Travelers Studio Cottage, Dog Friendly

This special place is close to everything, making it easy to plan your visit. Originally built in 1900, this newly updated studio cottage is comfortably furnished and stocked with all the essentials. With a king size DreamCloud bed and a full size sofa sleeper it can accommodate up to 4 people. Conveniently located within blocks of downtown, Leo Adler Pathway, city park, and shopping. The dog bed and toys, along with the large fenced back yard are sure to make your pooch feel right at home too!

Superhost
Natural wood paneling creates a warm atmosphere in the cabin living area. Large windows provide views of the surroundings, while a wood stove offers a cozy element. A television sits on a small table alongside a game and a woven blanket, enhancing relaxation options.
Cabin in Dayville
4.81 out of 5 average rating, 213 reviews

Off Grid Guest Cabin at Guyon Springs

Cabin assisted camping on an organic homestead farm. Don’t miss our weekend breakfast! This cabin is in an accessible, yet removed parcel of our property, just 1 mile from the town of Dayville, Oregon. Kitchen and indoor off grid bathroom . Not recommended for cpap machines. Guests can use outside spring water as well as faucets in cabin, and there is a seasonal solar shower. Great views and solitude, close to the John Day Fossil beds Sheep Rock unit, and the South Fork of the John Day River.

Top guest favourite
A comfortable couch with a maroon accent pillow is positioned against a vibrant blue wall. Above it, a colorful textile wall hanging displays an array of patterns in warm tones. The space features a nearby kitchen area visible in the background.
Cottage in Baker City
4.97 out of 5 average rating, 841 reviews

The Baker City Jewel Box- A Dog Friendly Art House

South Baker 1910 cottage, perfect for two. 10% off A-Lakes skiing- see A-Lakes tab for details. Original art & color abound, many guests just want to move in & stay long term. Info on local sights, restaurants & things to do are on site so it's perfect for Basecamp Baker adventures or enjoying the secure pup friendly yard with BBQ & seasonal canal. Queen bed, comfy living room, kitchen, bath & laundry, streaming wi-fi & Netflix-it's a gem! If booked see Old Mill House- same but different.

Guest favourite
A hot tub is situated on a spacious deck, with bubbling water inviting relaxation. In the background, majestic mountains are bathed in a soft orange and pink glow from the sunset, creating a serene outdoor setting.
Home in Baker City
4.93 out of 5 average rating, 182 reviews

Elkhorn View Getaway w/ Hot Tub

This modern rustic home features first class views of the Elkhorn mountains out the back door and Wallowa mountains out the front door, all only 15 minutes from downtown Baker City making it the perfect basecamp for your adventures. Set on 7 acres with three large bedrooms, 2.5 bathrooms and roomy living areas there’s plenty of room to unwind. The back deck includes a hot tub, outdoor dining set, and propane fire pit. Enjoy the views while having a spacious place to relax and unwind!

Guest favourite
The rustic A-frame cabin is surrounded by tall evergreen trees, blanketed in fresh snow. Large windows reflect the natural light and showcase the forest scenery. A stone entrance leads to the front door, while a small outdoor seating area is visible in the snow-covered yard.
Cabin in Baker City
4.93 out of 5 average rating, 439 reviews

Enchanting A-Frame

Unplug! A Private Rustic Cabin 20 min. from Baker City, nestled in the foothills of the Elkhorn Mountains. Ready for a bit of adventure? Outgoing plumbing only (no running water). Bucket your washing/flushing water from the creek off of the back deck which runs most of the year. 45 min. to Anthony Lakes Ski Resort. Guests are to clean up after themselves upon checkout. No internet, TV service or Freezer. Cell service may be sketchy. 4 wheel drive for winter access Dec - March.

Guest favourite
The outdoor space features a landscaped yard with a combination of stone pathways and patches of dry grass. A large patio area is seen off the house, with seating arrangements and a gazebo in the background, surrounded by views of the rolling hills and town below.
Home in John Day
4.95 out of 5 average rating, 100 reviews

John Day Chalet

The Chalet is 1000 ft. above the valley and town of John Day Oregon. Great view of the town and valley to the east and Canyon Mt. to the south. Completely outfitted and ready for you to move into and enjoy. It is a Classic High Desert Decor complete with horse shoes and deer showing up for visits.Thanks for the notice. And for your information and knowledge, All linens and towels etc are changed after each rental and all surfaces and faucets, knobs and handles are sterilized too.

Guest favourite
The cabin is nestled among snow-covered trees, showcasing a welcoming entrance with a sloped roof and large porch. A decorative emblem is visible on the front wall. Fresh snowfall blankets the ground, enhancing the natural surroundings.
Cabin in Sumpter
4.9 out of 5 average rating, 371 reviews

Lazy Moose Cabin

Looking for a vacation rental cabin in Sumpter, Oregon? Well, look no more! The Lazy Moose Cabin is a vacation rental cabin that offers lodging accommodations year-round. The Lazy Moose Cabin offers an intimate retreat for 2. The cabin is tastefully decorated in a wildlife theme and is outfitted and supplied with just about anything you will need for your fun vacation in Sumpter. The cabin is located in the City Limits just 3 blocks east of the Downtown District.

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 exterior of a small cozy home features a covered front porch with a bright green door. A manicured lawn and gravel pathway are visible alongside decorative plants. The neighboring houses are partially seen in the background under a cloudy sky.
Home in John Day
4.98 out of 5 average rating, 203 reviews

LITTLE COUNTRY HOME

Small cozy home, centrally located in John Day. Close to downtown, parks, fair grounds and next to Kam Wah Chung Museum. Two bedrooms, one bath, WiFi, and driveway parking. Will comfortably sleep four in private rooms, and a queen sofa bed in the living room. Nice covered patio for summer time relaxing. Fenced yard and secure access with motion sensor lighting. Basic amenities include shampoo, conditioner, coffee, tea and basic spices.

Guest favourite
The exterior of the bungalow features warm wooden siding and a welcoming front deck. A seating area with patterned chairs is visible, alongside a barbecue grill, creating a space for outdoor relaxation. The area is surrounded by a wooden fence, adding privacy.
Tiny home in Prairie City
4.9 out of 5 average rating, 338 reviews

Dixie Creek Bungalows, a not so Tiny, Tiny Home

Dixie Creek Bungalows is located just a half a block from Historic downtown Prairie City. Walking distance from anything you may need while in town. We may not have a view but we have a great cozy environment inside and out for you to enjoy and relax in. Only 15 minutes from the Strawberries and John Day. A great spot when visiting the Painted Hills, Sumpter or just passing through to Joseph or Idaho.

Popular amenities for Prairie City holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Grant County
  5. Prairie City