Holiday houses in John Day

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Top-rated holiday rentals in John Day

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Guest favourite

Cottage in Sumpter

4.99 out of 5 average rating, 123 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!

Guest favourite

Home in John Day

5.0 out of 5 average rating, 19 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.

Guest favourite

Home in Mitchell

4.91 out of 5 average rating, 218 reviews

Spacious & Modern Painted Hills Vacation Home

Located just a few miles from the stunning Painted Hills, one of the 7 Wonders of Oregon, our house is spacious and open with modern amenities and relaxing outdoor spaces. We have completely updated the house with all new furniture and beautiful design touches making it the perfect place to stay when exploring the Painted Hills & John Day Fossil Beds! Our Mitchell, Oregon vacation home is a short walk to Main Street which has a brewery, several restaurants, a market & a gas station.

Superhost

Cabin in Sumpter

4.89 out of 5 average rating, 301 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.

Guest favourite

Cabin in Kimberly

4.97 out of 5 average rating, 233 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!

Superhost

Home in Mitchell

4.81 out of 5 average rating, 408 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!

Guest favourite

Home in John Day

4.97 out of 5 average rating, 142 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

Tiny home in Prairie City

4.9 out of 5 average rating, 288 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.

Guest favourite

Home in John Day

4.96 out of 5 average rating, 248 reviews

Deux View

Brand new home in the heart of the John Day River Valley awaits you! Our four-bedroom, three-bathroom home is designed for entertaining large groups, with plenty of space for cooking, eating, relaxing, and spending time with friends. Deux View is located in John Day, Oregon with a stunning view of the John Day Valley and Little Canyon Mountain: the sunrises and sunsets are amazing!

Guest favourite

Guest suite in John Day

4.85 out of 5 average rating, 133 reviews

Tanler's Tee Time

Our piece of paradise is located on the beautiful John Day Golf course. It is a private apartment with easy self check-in. We are just a few minutes from John Day, Canyon City, and the Strawberry Mountains. You will love our place because of the privacy, the coziness, and the view. It is good for couples, solo adventurers, and business travelers. We offer Direct TV and Wi-Fi.

Superhost

Home in John Day

4.81 out of 5 average rating, 16 reviews

Little place by the River

Private duplex on the outskirts of town. Located on the John Day River, in the heart of Grant County, it’s a great place to stay as a base to all of your excursions-the Strawberry Mountains, the John Day Fossil beds, Kam Wah Chung Museum, and Magone Lake. Large trailer parking is available, by special request.

Guest favourite

Guest suite in Prairie City

4.96 out of 5 average rating, 111 reviews

Strawberry Mountain in your backyard

Located on the edge of town with the Strawberry Mountains located to the south and to the north is the high school football field and little league field. This area is located in a quiet neighborhood, although depending on the time of year you are here, you may hear football practices occurring.