Holiday rentals with outdoor seating in Eastern Oregon

The Loft House is Dog-friendly with Free WiFi

A quiet one room cottage with a full kitchen and small bathroom as well as a single bed downstairs. There is a ladder to the loft above with a King size bed. The Loft House at Serenity is an intimate little cottage for the adventurist at heart. A great place to come home to from our annual Pine Fest concert at the fairgrounds or a long day fishing or rafting the Snake River or perhaps an exciting day snowmobiling in the mountains above Halfway. Hunting, fishing or hiking.. Halfway is delightful!

Trailside! The Owl’s Nest at Mt Emily Rec Area

3 bedroom (6 beds) cabin tucked in the woods next to Mount Emily Recreation Area (3,700 acres of recreation and miles of free trails) - just minutes from town. Enjoy hiking, biking, and skiing right out the front door. Host a dinner party in the large kitchen, or cook on the BBQ under the covered deck while your dogs play in the fenced yard. Finish your day cozied up next to the wood stove while the kids enjoy a movie in the bunk room. Dedicated workspace, and very fast Starlink internet onsite.

Old Mill House Dog-friendly Basecamp Baker Cottage

1910 restored Old Mill House located in south Baker, perfect for two. 10% off Anthony Lakes skiing in winter. If you like old colorful houses, original art & an ever-evolving ornamental yard with charcoal BBQ & secure fencing for your pup this is your place! Queen bed, sitting area, great kitchen & updated bathroom, streaming Wi-fi & TV with Roku & Netflix. We have info on local sights, restaurants & things to do @ the cottage. If booked please see Baker City Jewel Box- same but different.

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.

Double Decker Bus- Hideaway

The first Double Decker bus turned Airbnb in the United States! We are so excited to welcome you to Double Decker Hideaway, located at Double Acres in Caldwell, Idaho. This vintage bus, delivered all the way from England, has been transformed into a guest retreat that will leave you feeling as though you stepped abroad for a refreshing vacation. We have all the comforts taken care of. Full kitchen, full bath and private bedroom all with views! Walking paths for miles, private parking.

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!

Million dollar view of Salmon River Valley

The guest house is nestled on a hillside overlooking the Salmon River, Hammer Creek Park and public boat launch. It’s a one hour drive to Hells Canyon boat launch at Pittsburg Landing on the Snake River. Both areas are great for boating, rafting, and fishing. This studio guest house comfortably sleeps 4 with a queen sized bed, comfortable pull out couch, and separate full bathroom & shower. The unit also has a kitchen and private deck to enjoy the wildlife and million dollar view!

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Tiny Pine house in the Ochocos at Wine Down Ranch

Cozy, country tiny home with deck, fire pit, views of meadows, and Ochoco National Forest. Interact with the horses, cattle, and dogs. Serene space with beautiful views of the Cascade mountains. Dark sky certified. View the Milky Way, many constellations, and a few galaxies. Located on 2100 acre Ranch, which is 11 miles from Prineville and 1 mile from the National Forest. Many outdoor activities are available - hiking, mountain biking, snowshoeing, birding, and much more.