Holiday rentals in Roosevelt

Crew-Ready 3BR + Office | Spacious & Comfortable

This quiet 3-bedroom, 1.5-bath home in Boardman offers plenty of space for both relaxation and productivity. Each bedroom features a comfortable queen bed, and a dedicated office area provides a quiet spot for work. The fully equipped kitchen and on-site laundry add convenience for short or long stays. Enjoy the privacy of a fully fenced backyard, driveway and street parking. Located near Port of Morrow, I-84, and the Columbia River, the home suits groups, remote workers, and extended visits.

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.

Yakima Winery Airstream w/ hot tub & private deck

Enjoy our Airstream steps away from the Freehand Cellars tasting room! Camping in style: we provide the location, the Airstream, the private deck and hot tub, the fire pit and everything else. You bring the adventure spirit! Surrounded by orchards and views for miles. 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.

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.

Mim's Place. Grandma's peaceful country home.

Mim's Place is a special place where all are welcome. Grandma Mim and Grandpa Pat built our little country farmhouse in 1940. It is a modest peaceful home surrounded by cattle and alpaca farms. Quail, dove birds and big horned owl are seen daily. Enjoy the sunrise over Horse Heaven Hills or the remarkable sunset as it falls over Mt. Adams. Only 3 miles away is Vintners Village, home to over 12 wineries and and great food. Prosser boasts over 35 wineries and is home to many wine events.

Urban Hideaway

Take your time to relax in the hills of beautiful Goldendale, WA. In a completely off grid cabin. Where time seems to stand still. Your soul relaxes as it draws into the mountains and captivating views. Taking your time to enjoy the moment and slowing down from the fast life. Take your time here to breathe in the fresh air and spend meaningful moments with your thoughts or your loved ones. Enjoy the kitchen, try new recipes you’ve always wanted. Live for the moment. Escape reality.

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.

log cabin by lake in Pine Hollow Hot tub pizzaoven

Beautiful 1200 square foot log home is located a short walk away to Pine Hollow Lake in scenic Tygh Valley. This quiet community is great for family getaways or romantic weekends away. Enjoy hiking, skiing, fishing and many more outdoor activities in the heart of Mt Hood’s Tygh Valley. Located within driving distance of Timberline lodge, White River Falls and the Deschutes river. This is a family cabin and we do not allow parties!

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.