Holiday rentals in Roosevelt

Twin Oaks House, Scenic Hwy, Mosier

Twin Oaks is an updated doublewide home perched on a basalt knoll with 11 beautiful acres overlooking vineyards and the Columbia River. Views include river and gorge to the west and north. In springtime see waterfalls on the Washington cliffs. Located 8 miles east of Hood River, Twin Oaks is near Mosier on scenic Hwy 30. This is in the heart of the Columbia River Gorge, with nearby hiking, biking, watersports, boat ramp, & ski areas. Enjoy the numerous wineries and local microbrews in the area.

Luxury Glamping: Creek-side, Soaking Tub, Alpacas

Welcome to Handsfull Farm’s 'Creek-side Retreat' — private family-run glamping on a working 50-acre Oregon farm, 90 min from Portland • Heated queen bed, his-and-hers warmers, tent heat, AC • Outdoor hot soaking bathtub 10ft from Mill Creek—soak under the stars • Private flushing bathroom, outdoor shower, plush robes • Outdoor kitchen stocked: farm-fresh eggs, pancake mix, coffee • Friendly alpacas, goats, chickens, no road noise, no hidden fees *Two nights recommended for the full experience*

Arlington Home | Weekly & Monthly Stays

Welcome to Arlington House, your stylish retreat perched above the peaceful town of Arlington, Oregon and the mighty Columbia River at the far east end of the breathtaking Columbia River Gorge. This spacious new-build features three bedrooms, two and a half baths, and modern amenities with thoughtful design touches throughout. Just minutes from riverside access and endless outdoor adventures—hiking, boating, biking, wine-country drives, and scenic vistas—all await you right outside the door.

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.

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!

Yakima Winery & Hot Tub - Freehand Cellars Unit B

Enjoy our guest house right next to the Freehand Cellars tasting room, one of the best and most beautiful wineries in the valley! Enjoy your own private hot tub, gorgeous valley views and walk by our orchards and vineyards. Private 1 br, 1 bath unit, conveniently located within minutes to both downtown Yakima and the wine region. It is the perfect location to settle in and explore the Yakima Valley, wineries, breweries and restaurants. Free EV charger available 24 hours.

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.

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.

River View Home. Walk to beach/park/town

Amazing Columbia River views and beautiful sunsets. Situated in a secluded neighborhood . walk to a gem of a park & beach. Fishing & kite/sailboarding are minutes away. Free boat ramp to launch your boat into the waters of the Columbia. High-speed fiberoptic will make surfing the internet a breeze. Relax in front of the 70" Smart TV after the day's activities. End your day watching the beautiful sunset from the wrap around deck.

Columbia River Retreat in Rufus

Enjoy the beautiful view of the Columbia River as you relax on the deck enjoying your favorite beverage or from the fully furnished living area with big view windows. Great place to kick back, relax and reflect on your day of fishing, wind surfing, wine tasting or whatever adventure you are here to experience. Don't miss this peaceful getaway!