
Holiday rentals in Roosevelt
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Top-rated holiday rentals in Roosevelt
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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*

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.

3B2B in Goldendale
A double wide trailer home located 1mile from 76/BirdShack/DQ in the town of Goldendale, sets on 10 acre lot with pond. We have 5 koi fish in here, no fishing, no swimming is allowed. No skating during winter month where pond is icy and sleek. Golf cart is temporarily out of order. 3 bedrooms, has 2 queen bed and 1 full bed. Has 2 bathrooms. Entire kitchen is functional, spices, oven, fridge, coffeemaker, toaster, microwave etc. Bar height dining table and chairs seats six people.

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.

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.

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.

Studio Guesthouse w/ Orchard Views Near Wineries
Welcome to Cabernet Hill, a private hilltop studio overlooking fruit orchards and Mount Adams. This peaceful retreat is perfect for couples or solo travelers looking to relax and unwind. Enjoy a good drink by the fire table with stunning panoramic views, plan a delicious meal using our full kitchen, or grab a tasty bite from nearby wineries or James Beard nominated restaurants nearby. Our digital guidebook has all our local favorites to plan your stay well!

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.

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!

Mountain Views near Cottonwood Canyon State Park
Your home away from home, set 20 minutes from Cottonwood Canyon State Park with a view of Mt. Hood, Adams and Rainier. Bring your family or co-fisherman to our homey retreat in the breadbasket of Oregon. Find yourself amidst miles of golden wheat and wind turbines of Gilliam County, OR and cozy up for a spectacular sunset behind Mt. Hood.
Popular amenities for Roosevelt holiday rentals
Other great holiday rentals in Roosevelt

Wine Country Farmhouse

Mountain View Cabin Adjacent to Wildlife Refuge

Wine Country Fireside | Sauna, Gym, Deck & Games

Connies Place - Quiet Country Stay

Crew-Ready 3BR + Office | Spacious & Comfortable

Urban retreat

360 Degree Views of Mt Hood Mt Adams on 1100 acres

Luxury riverfront on White Pass, hot tub, fire pit
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