Vacation rentals in Condon

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Top-rated vacation rentals in Condon

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Top guest favourite
The exterior view shows a rustic cabin with a red metal roof, set against a clear blue sky. Rolling hills and cattle grazing in the distance are visible, along with a grassy area leading up to the building. Bare trees line the property.
Cabin in Kimberly
4.99 out of 5 average rating, 70 reviews

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!

Guest favourite
Cabin in Spray
5 out of 5 average rating, 10 reviews

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!

Guest favourite
A rustic tiny house with a wooden exterior is shown, featuring large french doors centered at the front. A small porch with steps leads to the entrance. The surroundings include well-maintained grass and clusters of pine trees, highlighting the home's tranquil rural setting.
Tiny homes in Lyle
4.93 out of 5 average rating, 190 reviews

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!

Top guest favourite
A studio apartment interior features a teal sofa placed on a patterned rug, with a coffee table in front. A window allows natural light to illuminate the space, revealing a cozy sleeping area in the background. A small black chair is positioned nearby.
Guesthouse in Lyle
4.99 out of 5 average rating, 114 reviews

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.

Top guest favourite
An inviting interior features wood paneling and rustic decor, with a sign reading 'SALOON' prominently displayed above the entrance. Two tall chairs are positioned at a small table, while a heater provides warmth beside a large window that frames a view of the outdoors.
Cabin in Mitchell
4.97 out of 5 average rating, 39 reviews

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.

Top guest favourite
A well-lit wooden deck leads to a spacious safari tent, surrounded by soft glowing lights. The inviting entrance is flanked by a potted plant, and the ground below reflects light patterns from the lanterns, creating a warm and welcoming environment.
Campsite in Goldendale
4.95 out of 5 average rating, 129 reviews

Moonshine Hideaway King Bd Romantic Stargazer Tub

You won’t forget your time in this romantic, memorable place. A large comfy 14’X16’ safari tent on a deck 4.5’ off ground to take you away from it all! Luxurious King sized bed with memory foam mattress and a leather sofa bed. NEW beautiful private outdoor bath tub. We are off grid so we provide a WOOD STOVE, firewood is available, propane heater and power station for charging your electronics. Extra guests after 2 are $20 pp. a night. Please bring bedding for extra guests.

Superhost
A charming country home is surrounded by a spacious lawn and framed by blue skies with scattered clouds. An antique wagon wheel and wooden logs are positioned in the foreground, accentuating the rural setting and natural beauty of the landscape.
Home in Lexington
4.72 out of 5 average rating, 96 reviews

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!

Top guest favourite
A vibrant sunset paints the sky in shades of orange and pink, with wispy clouds scattered across the horizon. The landscape is dotted with trees, and a gently winding gravel road leads through the golden fields, creating a sense of tranquility.
Cottage in Lyle
4.98 out of 5 average rating, 160 reviews

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.

Guest favourite
Home in The Dalles
4.96 out of 5 average rating, 120 reviews

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.

Top guest favourite
A wooden cabin and cook shack are positioned alongside a tranquil pond, surrounded by trees. Mountains rise in the background under a partly cloudy sky. A picnic table is situated in the foreground, completing the serene outdoor setting.
Cabin in Kimberly
4.97 out of 5 average rating, 317 reviews

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!

Top guest favourite
A log home features a covered front porch with rustic seating, complemented by a visible chimney. The exterior showcases warm wood tones, while nearby gravel provides a contrasting surface. A green door leads into the home, with expansive views of the hills visible in the background.
Home in Condon
4.97 out of 5 average rating, 170 reviews

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.

Guest favourite
A serene bedroom features a spacious bed with a floral bedspread and decorative pillows. Natural light streams in through a window adorned with light curtains, illuminating the warm yellow walls. Nightstands flank the bed, each with a lamp, providing a cozy, restful ambiance.
Apartment in Grass Valley
4.92 out of 5 average rating, 445 reviews

Homey/Comfortable/quiet space to unwind/relax

Want to get away from it all/step back in time? Come enjoy court yard sitting by the koi pond. Also local wildlife will come for an occasional visit. Apt. is 800 sq. ft. of restful quiet space/ fully furnished. Enjoy the local history, old church nearby, old tractors and trucks for viewing, museum 9 miles away & 2 miles to Oregon Raceway Park. No hidden costs in price stated .

Popular amenities for Condon vacation rentals

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  4. Gilliam County
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