Vacation rentals in Prairie City

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Top-rated vacation rentals in Prairie City

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

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Top guest favorite

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

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.

FamilyLocationBackyard

4.95 out of 5 average rating, 153 reviews

Superhost

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!

ValueFamilyHeating

4.95 out of 5 average rating, 265 reviews

Top guest favorite

A wooden cabin with a distinctive red roof is surrounded by snow-covered ground and tall trees. The front features a vibrant red window and door, while the rustic log exterior adds character. A green pathway leads to the entrance, offering a welcoming touch.

Cabin in Baker City

Taylor Mountain Cabin

Taylor Mountain Cabin is a cozy cabin nestled in the Elkhorn Mountains just outside of Sumpter, Oregon. With its stunning views of the mountains, the Powder River, and the Sumpter Valley Railroad, this cabin is idyllic for anyone looking to get out of the hustle and bustle. Sumpter is absolutely gorgeous in the fall with the autamn colors.Plenty of trails to ride ATVs and all other outdoor toys. It's nice to gather around the firepit and or the wood burning stove inside. Take a train ride.

LocationFamilyTV

4.96 out of 5 average rating, 57 reviews

Guest favorite

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.

Tiny home in Prairie City

Glamping with a view, upper 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.

ValueLocationCleanliness

4.92 out of 5 average rating, 38 reviews

Superhost

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.

ValueFamilySkiing

4.9 out of 5 average rating, 397 reviews

Guest favorite

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.

Guesthouse in Grant County

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.

FamilyLocationQuiet

4.99 out of 5 average rating, 100 reviews

Superhost

A single-story home with a wooden exterior is situated amidst rolling hills and Juniper trees. The landscape features a lush green lawn in the foreground, leading to the home and adjoining garage. Mountain ranges rise gently in the background, creating a serene natural setting.

Vacation home in John Day

Almost Heaven John Day Country

Blue Mountains gateway. This home is perfect for a Eastern Oregon vacation where hiking, hunting, golfing, kayaking, exploring history, antiquing, and not to mention the 7th Street Complex (river walking trail, tennis and pickleball courts) are all close by. Great sleeping accommodations with one large suite, bedroom/den with queen bed, two more murphy queen beds, and fold out couch. Unattached garage/game room with golf cart available.

LocationFamilyIndoor spaces

4.8 out of 5 average rating, 15 reviews

Top guest favorite

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

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.

ValueLocationHiking

4.98 out of 5 average rating, 223 reviews

Top guest favorite

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.

Farm stay in Prairie City

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.

ValueFamilyWifi

5.0 out of 5 average rating, 35 reviews

Top guest favorite

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.

Home in John Day

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!

ValueLocationRiver

4.96 out of 5 average rating, 342 reviews

Top guest favorite

A welcoming living area features a white sofa adorned with a colorful throw pillow and a dark leather chair. A wooden table holds a lamp, contributing to the warm lighting. Decorative art pieces complement the rustic aesthetic, with soft curtains framing the windows.

Cottage in Prairie City

Happy Talk - Peaceful 2 Bedroom Private Cottage

Quiet setting on a large corner lot. Savor Grant county's quaint, rustic but cozy, country charm. This little get away is owned and decorated by local western artist. Enjoy Prairie City's small town atmosphere deep in the heart of cattle country. Less than a 10min walk to local restaurants and market. Enjoy the view of Strawberry Mountains. There is ample parking.

FamilyLocationPets

4.92 out of 5 average rating, 118 reviews

Guest favorite

A cozy living area features a comfortable gray sofa adorned with an array of decorative pillows. A patterned armchair is positioned nearby, while three black storage boxes serve as a coffee table. Light from a floor lamp enhances the inviting atmosphere of the space.

Apartment in John Day

Cozy Duplex in John Day Oregon

Simple and comfortable apartment right in the middle of John Day, Oregon. The Hospital, Grocery Store, Parks (playground, splash pad, disc golf, mtn. bike trails, river trails), fairgrounds, museums, Restaurants and Coffee....are all within 1/2 mile walking distance. Come stay a while in our favorite little town!

LocationValueTV

4.89 out of 5 average rating, 37 reviews