Holiday rentals in Maupin

Creek-side Retreat - Glamping

Experience year-round glamping at our Oregon retreat! Nestled on a serene creek, our cozy (and very private) tent area harmonizes comfort with nature. Explore forest trails and a creek, relax by the fire-pit, and wake up to alpacas, goats, ducks, and chickens amid scenic views. With a rustic barn, outdoor kitchen retreat, private bathroom (real flushing toilet), tub and invigorating outdoor shower, it's the ultimate escape, just 90 minutes from Portland. Book now for an unforgettable experience!

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.

Beautiful Log Cabin at Rock Creek Reservoir

Welcome to our log cabin! We are a family with 6 kids who really love this cabin and want to share it. Please enjoy yourselves and know that we are not a big corporation but a family. The deer come out in every season, don't be surprised if you see them in the driveway. We have a feeder on the side fence for them. The cabin has comfy beds, extra blankets and pillows, a fully stocked kitchen including cast iron to cook, chilly A/C, a wood stove for winter, & new reclining La-Z-Boy couches.

Gorgeous view Secluded Tiny Cottage w/Disc golf

Totally private Tiny House with a million dollar view in the middle of the Columbia River Gorge. You can enjoy your own private Disc golf course. You will Love all The amenities, including Air conditioning, view of the Columbia River Gorge. A nice 8' x 16' deck with a gas fire pit. You will Enjoy the sunset with your favorite beverage around the gas fire pit or lay on the double hammock watching the stars. You can even hike right out the front door into the Gifford Pinchot national forest

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!

Stunning View of Columbia River Gorge w/Hot Tub

Discover tranquility at our hillside retreat in The Dalles, Oregon! Nestled near the stunning Columbia River Gorge and just 20 minutes from Hood River, our spacious home offers comfort and convenience. From the expansive deck, savor panoramic views of Mt. Adams and the serene cherry orchards just across the street. Immerse yourself in the beauty of nature's canvas while relishing modern amenities, creating the perfect escape for rejuvenation and relaxation in the heart of scenic Oregon.

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.

Camp Randonnee Cabin#1

Camp Randonnee is a campus consisting of four modern Scandinavian cabins; tastefully designed and built to provide an intimate setting for couples, outdoor enthusiasts and viewpoint sight seekers. The cabins have floor to ceiling windows that look out to expansive territorial views of coyote wall, syncline and the Columbia river. Each Cabin has their own gear shed to store & secure all the fun recreational toys; as well as your own individual fire pit

Rock Creek Ranch House

Come on out and visit us on our family's working cattle ranch. This is a separate house, with it's own driveway and fenced in area. Newly renovated, Spectacular views of Mt. Hood and Mt. Jefferson. Walking distance to the new "stockyard" Restaurant. We are located a few short miles to Mt. Hood National Forest with its numerous hiking trails, lakes, picnic areas etc. and 20 minutes from white water rafting in Maupin, Oregon on the Deschutes River.

The Overlook House with amazing view!

We chose to share our guesthouse primarily because the idea of sharing our stunning view appeals to us very much. We are so fortunate to have a view so special that we wanted to build a guesthouse for our friends and you! We designed our 600 square foot modern guesthouse with the intent of creating a very private honeymoon suite. It has expansive views of Hood River, Mt Hood, and our favorite view, looking directly down the gorge.

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!

Unique Lodge on private White River

Our beautiful rustic log and rock house is hidden away from it all on our private section of the White River Canyon. Enjoy the sunset on the second level deck overlooking the river in a secluded canyon & walk along the river. There is an adjacent campsite that can be reserved for up to 8 additional camping guests. “Ponderosa Campsite in White River Canyon”.