Holiday houses in Condon

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Top-rated holiday rentals in Condon

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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 home 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, 108 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, 38 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.

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!

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
4.9 out of 5 average rating, 195 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.

Top Guest favourite
The exterior of The Red House is showcased with its distinctive red facade and intricate architectural details. The three-story structure features gables, tall windows, and a spacious porch, set amidst lush greenery and flowering plants that enhance its historic charm.
Home in Goldendale
4.98 out of 5 average rating, 232 reviews

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.

Guest favourite
Home in The Dalles
4.96 out of 5 average rating, 112 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, 314 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 14'x16' safari tent is perched on a wooden deck, elevated 4 1/2 feet off the ground. Soft lighting enhances the tent's exterior as it glows invitingly against a dusky sky, surrounded by tall pine trees and a gravel path.
Campsite in Goldendale
4.98 out of 5 average rating, 152 reviews

Starlit Hideaway King Bd Romantic Stargazer Tub

This memorable OFF GRID place is anything but ordinary! 14’x16’ Safari tent is adhered to a beautiful deck 4 1/2 feet off the ground to provide a territorial view of wildlife and the forest. It comes with a comfortable KING BED that awaits you and your loved one. Very romantic! Or come solo and get the bed all to yourself! Plenty of room to add a tent.$25 per person per day after 2 guests. Please bring bedding for extra guests.

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, 169 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 holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Gilliam County
  5. Condon