Holiday houses in Pine Grove

Private cozy house by the Creek!

Relax with the whole family or just for two at this peaceful cozy home! 18,000 sq ft of grass, trees & year round flowing creek! A true beautiful country getaway. Rafting, hiking, bird hunting and fishing all very near by, enjoy the outdoors your way! 21 and over can choose a bottle of wine or top shelf bourbon from our private cellar, pricing available when booking. Enjoy the evening by the propane fire pit or in our screened in back porch. Watch a dear wonder by and ponder all your thoughts!

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

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. The cabin has comfy beds, lots of blankets and pillows, a fully stocked kitchen including cast iron to cook, fast wifi, chilly A/C, a wood stove for winter, & reclining La-Z-Boy couches. 2/3 bedrooms have smart TVs.

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom-built, one-of-a-kind cabin. Nestled on a forested hill above our main cabin, it sits on 4 acres of private wooded land bordering Mount Hood National Forest. The cabin is designed for year-round comfort, including air conditioning for warmer summer days. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

Treehouse in Stevenson, WA Columbia River Gorge

Aptly named the Osprey Treehouse because of the multiple Osprey that spent the summer hovering and watching us build this 20-foot octagon building around a single grand 42-inch old Douglas Fir. Oversized windows and a sliding door give you the feeling of being high up in the trees. Sleeps 2 adults. For safety reasons, we do not allow pets or children younger than 12. The entrance is level and parking close. The cleaning fee is $50 and applicable taxes are already added to your bill.

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Arched Cabin with sauna on the Sandy River

Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

Cozy & Private A-Frame: Mount Hood National Forest

Private A-Frame (for 4 people) and separate studio bedroom/bathroom behind the garage (for 2 people.) Please note: the studio must be requested in advance. The A-Frame is on the edge of the Mount Hood National Forest. • Walk or drive to the Salmon River trailheads and Salmon River Slab. • 15 min to French's Dome. • 20 to 30 min to Timberline and Mount Hood Meadows, x-country and snow-shoeing at Trillium or Teacup. More photos @welchesaframe

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.

Modern A-Frame - Hot Tub - Forest Escape

✨ Iconic Mt. Hood A-Frame with Hot Tub ✨ 🏔️ Floor-to-ceiling windows with wooded views 🛏️ 2 upstairs queen bedrooms — sleeps 4 🔥 Stone fireplace & mid-century vintage charm 💻 Work nook + fast WiFi for trip planning ♨️ Private-to-you hot tub under the trees 🐕 Pet-friendly with fenced backyard & fire pit ❄️ AC, wall heat & wood fireplace; downstairs can run cooler 🎿 Near US-26, Skyway, trails & Mt. Hood skiing. Driveway parking.