Holiday rentals in Condon

A-Frame Tiny Cabin in the Woods

Take it easy at this unique and tranquil getaway. A Relaxed shack is just that! Reboot your soul in this OFF GRID (no running water, or electricity) quiet retreat. Get away from the hustle and bustle of the city and breathe. Birds, deer, squirrels and the distant howling coyotes reminds you you’re in the woods and away from civilization. Cabin has a comfy queen sized bed, record player with records, power station, minimal cooking supplies, propane AND wood fire pit, and a Blackstone stove.

Cozy Cabin River Access with Optional RV Hook-ups

Cozy Cabin nestled in the scenic hillsides of this working cattle ranch in this sleepy little part of Eastern Oregon. Listen to the elk bugle from the covered wraparound patio at this cozy 1bd/1bath cabin. It features laundry & mudroom with storage, fully equipped kitchen, open living area with futon for extra sleeping. Open windows have valley views of Rudio Mountain out the back door. Great for families, hunters, fishing, hiking, kayaking, site seeing, or just a quiet and relaxing get away!

Klickitat A-Frame+Hot Tub+Private 10 acres+River

Escape to a peaceful A frame retreat on 10 private acres along the Little Klickitat River. This restored chalet offers dark skies, quiet surroundings, river access, a hot tub, fire pit, private trails, and two decks for stargazing and relaxing. With 2 bedrooms, 1 bathroom, a pull out couch, and a mini movie theater with a futon, this secluded stay is designed for families, couples, and friends who want comfort, privacy, and room to slow down. Movie room has a separate entrance in basement.

river bluff custom cabin

Welcome to your peaceful and unique custom cabin on the John Day River in Spray, Oregon. Come to relax or play in Eastern Oregon on your next get away. This cabin is custom built with fir and pine. It can comfortably sleep 5 people. A queen bed and single bed located in the upstairs loft. A queen sofa sleeper with memory foam mattress. This cabin has a full kitchen, washer and dryer, walk in tile shower, gas fireplace, deck with bbq, and outdoor covered sitting area. With amazing river view!

High Prairie Hideaway

Take it easy at this unique getaway. This studio apartment is ideal for a getaway to the Columbia River Gorge- hiking, biking, wine tasting, fishing the Columbia or Klickitat Rivers, hunting or extended stay for local contractors. Located on 35 acres in the rural community of High Prairie, the owners are part of the region's ranching tradition and sustainable farming practices. The property includes a walking trail, 8 hole frisbee golf, farm animals, farm fresh eggs, and ranch raised beef.

Twickinghams' Tim-Buck II

We are located directly off the path of the scenic John Day By-Way gate way to the John Day Fossil Beds. 6 minutes away from the fully stocked fishing hole "Rowe creek Reservoir." 12 minutes away from Twickenham boat launch. 47 minutes from The Painted Hills & 23 away from our local Tiger Town Brewery. Tim-Buck II cabin is a new addition to us. It has been newly remodeled and is part of our family heritage. I do offer prepared meals & shopping with advance notice. Store hours are limited.

High Prairie Tiny

This rustic tiny house has french doors on both sides that open up to the woods, and to the pasture. Enjoy the fresh air and get cozy. Nearby to COR Cellars and Syncline, the Klickitat Trail along the Klickitat River is great for hiking and gravel biking, and of course - the Columbia for wind surfing and kite boarding. Wifi can be spotty. An additional tiny house is on the property. Approx. 100 ft away. Host lives on site. Caution: house has many levels. Be mindful when you enter!

Connies Place - Quiet Country Stay

Connie’s Place is less than a mile from Main Street in Lexington on a quiet country road! Enjoy country living for a bit and unwind from the busy hassles of everyday life! From the front windows enjoy wildlife and bird watching. Examples include deer, chukars, pheasants, quail, and many other birds. Bring a bike and cycle down the country road or just take a walk! Or enjoy a break in nature and read a book on the patio! 12 miles to Heppner for nearest restaurants and shopping!

Charming and Eclectic Historic Red House

You are invited to stay in a Klickitat County landmark, listed on both the state and federal registers of historic places. The Red House built for the ‘Horse King of the Northwest’ Charles Newell and his wife Mary in 1890, is now a distinctive vacation rental. The Red House’s three stories are furnished with art, antique/vintage finds, colored glass windows, original ornamental trim, fresh linens and comfortable beds. The house is well equipped and designed for relaxing.

Stunning Gorge Views • Hot Tub • Central AC

Discover tranquility at our hillside retreat in The Dalles! Near the Columbia River Gorge and 20 mins from Hood River, our spacious home offers the perfect balance of view and comfort. Relax on the expansive deck with panoramic views of Mt. Adams and serene cherry orchards. Inside, unwind in total comfort with a brand-new central HVAC system (Installed June 2026) for perfect climate control year-round. It’s the ultimate escape for relaxation in scenic Oregon.

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!

Condon Cabin

Joe and Cris's lodge pole pine home is the perfect getaway without being away from town, nestled at the south city limits of Condon they designed and built this amazing home with trees carefully selected from the prineville area. This location offers fantastic views from the two covered decks. Within walking distance to downtown, the city park and local shopping, this home offers quiet relaxation and natural charm.