Vacation rentals in Prairie City

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.

4.92 out of 5 average rating, 98 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.

4.96 out of 5 average rating, 196 reviews

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

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!

4.95 out of 5 average rating, 41 reviews

A cozy bedroom features a spacious bed adorned with a patterned quilt, flanked by wooden wall paneling. Natural light floods the room from a large window, softly covered with sheer curtains. Decorative accents include framed artwork and a pair of antlers mounted on the wall.

Home in Prairie City

Copper Cottage

Make some memories at this unique and family-friendly place. One bedroom downstairs with a full bed, two bonus rooms upstairs with a queen and twin bed. Sleeps up to seven people utilizing the futon. Furnished and decorated to suit the taste of hunters, sportsmen, and anyone who loves the outdoors. Rustic atmosphere, fur buddies are welcome too. Approx . four blocks to downtown Prairie City. T.V. features NFL and Big Ten games. A small private yard offers a sitting area. Truly a one of a kind.

4.87 out of 5 average rating, 62 reviews

A welcoming living area is presented with a dark blue sofa and a patterned armchair. A wooden coffee table sits in the center, surrounded by a neutral area rug. A television is mounted on the wall, and vibrant wall art adds a decorative touch.

Apartment in John Day

Downtowner

Comfortable work desk in quiet space for business travel accomodations, with high speed WIFI. Kitchen is fully equipped to cook or grill outside in the yard. Coffee and tea on the house. Bedroom has a new queen bed, tv, blackout curtains for rest and privacy, closet, iron and board. Bathroom is newly renovated. Living room has a new 55” tv, and a sofa sleeper for more guests. Private entrance in the back with covered parking. Family, pet, and solo travel friendly. Close to skiing facility.

Tiny home in Prairie City

A wooden cabin is set amidst lush greenery, featuring a sturdy deck with two chairs. Large windows on the front allow natural light into the interior. The rustic log design enhances the cabin's connection to nature.

4.9 out of 5 average rating, 29 reviews

Glamping with a view, Queen Cabin

Glamping in a comfortable off grid cabin, with a pristine mountain view and peaceful privacy. AWD or 4x4 access only. There is a shared outhouse, shower house, picnic table, seating for stargazing and a fire pit (as allowed by fire season). This is a glamping experience, you will be among nature which will surround you from nearby turkeys, birds, deer, cattle and coyotes. These are dry cabins with no running water or power. No outlets for charging, the perfect place to disconnect.

4.9 out of 5 average rating, 357 reviews

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

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.

Guesthouse in Grant County

An outdoor clawfoot tub is positioned on a wooden deck, overlooking a vast landscape dotted with coniferous trees and rolling hills. Soft clouds drift across a blue sky, and a small table with a sugar container is also visible nearby.

4.99 out of 5 average rating, 86 reviews

Juniper Lookout - Rustic and cozy with a view

Enjoy a peaceful getaway at this beautifully curated cabin. Nestled at the end of the road you will have ultimate privacy. Eclectically decorated with antiques and local photography this place is truly a special experience. Just minutes from town yet you will feel like you are in your own world. The open floor plan with large windows throughout allows you to take in the panoramic views. Watch the local wildlife stroll by while sipping coffee in the morning.

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.

4.98 out of 5 average rating, 186 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.

Farm stay in Prairie City

Two black cows are depicted in a grassy area, framed by a rustic red barn in the background. Sunlight illuminates the scene, highlighting the natural surroundings and the serene countryside.

5 out of 5 average rating, 24 reviews

The Sweet Retreat Farmhouse with fast WiFi

Forget your worries in this spacious and serene space. The farmhouse will make you feel right at home. Has fast WiFi for those that want to connect. There is an older rock patio to enjoy the evenings grilling and maybe a competitive game of mini corn hole. The sweet retreat has the privacy you want and the abundance of surrounding recreation that will make your stay memorable. With 3 queen beds there is room to sleep 6 comfortably.

Tiny home in Prairie City

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.

4.9 out of 5 average rating, 330 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.

A breathtaking sunrise unfolds over the John Day Valley, casting vibrant shades of orange and pink across the sky. Rolling hills are visible in the foreground, complemented by scattered trees and distant mountains under a cloud-streaked sky.

4.96 out of 5 average rating, 294 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!

A cozy living area is depicted with a spacious gray sofa adorned with cushions, facing a rustic coffee table. A decorative rug covers the hardwood floor, while a charming wood stove adds warmth. Natural light flows in through a large window, framed by light curtains.