Family-friendly holiday rentals in Eastern Oregon

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.

Tiny house - Guesthouse

Our rustic shipping container guest house sits just outside of town on a 10 acre working Ranch. Enjoy a peaceful night, with the sounds of the creek and a few farm animals mixed in, including dogs that will visit your front door and keep guard on the property. Dogs may bark in the middle of the night! Our tiny and cozy guest house has custom and unique details throughout and is best suited for 1-2 people. This home is up a dirt road and there is parking directly in front of the tiny house.

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.

Almosta Farm Bungalow near La Grande, Sleeps 4

Enjoy stunning sunsets from your private studio bungalow nestled at the base of Mount Fanny in historic Cove, Oregon. Located 10 miles from Union, Oregon and 15 miles from La Grande, Oregon on the Cove-Union Farm Route. We are near mountain biking and hiking & 30 minutes from Moss Spring Trail head (Minam Lodge). We are an hour away from Anthony Lakes and 90 minutes from Jospeh. The studio will sleep up to 4 people if a second bed is requested. Ask about teacher discount. Gay friendly

SR Longhorns Parlor

SR Longhorn Parlor is a retired milking parlor. It sleeps 4 comfortably but up to 6. Our 82 acre working ranch is 5 miles from downtown Burns. A quiet place to decompress, hike, bird watch or bike ride. Marshall Ln. is a bumpy 1 mile dirt road that is used by 4 other families. Go slow and keep to your left. If you come across opposing traffic keep right and park (they’ll go around you). Ask us about add on services. We are full time on premises & here to help you customize your stay.

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.

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.

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.

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!