Holiday rentals in Pine Grove

Forest Cabin Retreat - Dog Friendly - Hot Tub

Nestled among the towering evergreens of Rhododendron, this cozy two-bedroom cabin offers the perfect blend of modern comfort and rustic charm. Whether you’re soaking in the private hot tub under the stars, enjoying a morning coffee on the deck, or relaxing by the firepit, this retreat is designed for peaceful escapes year-round. Inside, vaulted wood-paneled ceilings and floor-to-ceiling windows bring the outdoors in, filling the space with natural light. With a fully equipped kitchen, stylish

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*

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!

Retro Modern Cabin-Seasonal Stream & HotTub-Dogs 👍

***IMPORTANT***From December - April we maintain access to the basement apartment unit from Friday-Sunday (ski season!). This is an entirely separate unit with separate entrances. There are no spaced spaces. There will be no interaction. If you're OK with this, please proceed! Escape straight to the 70s in this woodsy retro cabin, a true gem perched in the trees in Rhododendron near Mt. Hood. Imagine relaxing in the hot tub under the stars listening to the seasonal stream babble below!

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.

Secluded White Salmon River Cabin

A small, cozy cabin perched above the White Salmon River, just minutes from town. Enjoy the expansive 180 degree views from your private little forest oasis or take advantage of the central location to explore all The Gorge has to offer. We've recently renovated this private retreat to keep our visiting friends and family comfortable. We're excited to share this secluded little gem with you all, and look forward to making sure you have a wonderful stay! Heather & Eli

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.

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!