Vacation rentals in Condon

Super cozy apartment walking distance to downtown

This apartment is located on the second floor and is one of three Airbnbs offered. The main room is spacious with a luxurious queen bed, dining table/chairs and a 55” smart tv. The kitchen is nicely equipped for meal prep or a cup of coffee, tea or cocoa. The pantry is nicely furnished. Our garden is open for enjoyment with lodge pole rocking chairs, fire pit and table for outdoor dining. Our apartments at Https://www.airbnb.com/h/wellesmanorgarden and Https://www.airbnb.com/h/wellesmanorfamily.

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!

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 property. Caution: house has many levels. Be mindful when you enter!

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.

Little House on High Prairie

Escape to the quiet beauty of High Prairie on this 40-acre farm with wide-open skies and stunning mountain views. Cozy and private, this guest space is ideal for anyone looking to relax, unplug, and enjoy a slower pace of life. Surrounded by horses, sheep, chickens, goats, barn cats and more, you'll experience authentic farm charm while still being a short drive to the Columbia River Gorge’s hikes and attractions. Please note: no pets allowed to ensure a peaceful stay for all.

Farra's

Enjoy a fully private space, featuring a cozy bedroom with a queen bed. A spacious living room with a queen sofa bed and extra seating for more guests. The green room provides a separate work space and dressing room. Farra's kitchen has all your cooking essentials including coffee, spices and more. The dining area seats four easily with room for more. The bathroom has been completely remodeled and offers a walk in shower. Free Wi-Fi, Roku and shower essentials are included.

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.

Now Sleeps 12! Escape to the Pines!

NEWLY remodeled! Now room for 12! Our towering A-frame with floor to ceiling windows invites you into the tranquility of slow, country living. Perched peacefully over a grove of Ponderosas with breathtaking views of the Columbia hills and a majestic Mount Hood, this retreat offers an escape from the bustle of urban life and will lull you into a much needed quietude. Enjoy the starry sky on our spacious deck, or a slow savoring of Pinot from a nearby vineyard.

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.