Holiday houses in Condon

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Top-rated holiday rentals in Condon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

A cozy outdoor area features a raised sleeping platform illuminated by soft string lights. A spacious bed is positioned under a rustic shelter, accompanied by several wooden lounge chairs on a wooden deck. The peaceful woodland setting adds to the serene atmosphere.

Cabin in Goldendale

4.97 out of 5 average rating, 112 reviews

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.

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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!

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Guest favourite

Cabin in Spray

5.0 out of 5 average rating, 13 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!

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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.

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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!

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Superhost

The exterior of a single-story building features a grey wooden facade with several windows allowing natural light. A covered entrance door is highlighted, and planters with greenery are placed near the entrance. A garbage bin is positioned nearby on the gravel driveway.

Guesthouse in Heppner

4.91 out of 5 average rating, 200 reviews

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.

ValueFamilyWi-Fi

Top Guest favourite

A spacious deck is illuminated during twilight, featuring a wooden dining table surrounded by chairs. Several lounge chairs are positioned nearby, offering views of the surrounding trees. Large glass doors provide access to the interior, enhancing the connection between indoor and outdoor spaces.

Cabin in Goldendale

4.95 out of 5 average rating, 131 reviews

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.

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Guest favourite

Home in The Dalles

4.95 out of 5 average rating, 127 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.

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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, 320 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!

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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, 174 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.

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Top Guest favourite

Home in The Dalles

4.96 out of 5 average rating, 196 reviews

Pano Gorge Views Mid-Mod w/pool&Htub outdoor oasis

Your perfect Columbia River Gorge getaway or cozy retreat, this fully remodeled 1960s mid-century gem blends style and comfort. Ideal for families, groups, or couples, it features a stocked kitchen, chic cocktail room, Traeger BBQ, fire pit for dining under the stars, and panoramic views through expansive windows. Enjoy the pool, hot tub, a game room with Pac-Man, record player, and vintage vinyl.

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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, 454 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 .

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