Vacation rentals in Pine Grove

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Top-rated vacation rentals in Pine Grove

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Rhododendron
4.95 out of 5 average rating, 122 reviews

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

Top guest favorite
Cabin in Mount Hood Village
4.99 out of 5 average rating, 113 reviews

Barlow Haus

Welcome to Barlow Haus, a secluded cabin nestled on 2 acres of forest in Brightwood, OR, at the base of Mt. Hood. Immerse yourself in the beauty of this private woodland retreat, where nature meets thoughtful design. The property boasts an inviting backyard complete with a hot tub, sauna, fire pit, BBQ, and ample seating for gatherings. The cabin has been meticulously restored and enhanced with new finishes and modern amenities, offering a seamless blend of cottage charm & contemporary comfort.

Guest favorite
A cozy living area features two armchairs and a gray sofa, complemented by a small side table and a patterned area rug. Large windows provide natural light and views of the outdoor space. A fan hangs from the ceiling, enhancing the comfortable atmosphere.
Home in Wamic
4.93 out of 5 average rating, 28 reviews

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!

Top guest favorite
A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1278 reviews

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.

Top guest favorite
A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.
Home in Terrebonne
4.97 out of 5 average rating, 396 reviews

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.

Guest favorite
The cabin is framed by expansive greenery and natural stone landscaping. A spacious driveway leads up to the entrance, flanked by mature trees. Features include a covered porch and a metal roof, contributing to the rustic charm of the log cabin setting.
Cabin in Tygh Valley
4.92 out of 5 average rating, 184 reviews

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.

Top guest favorite
The charming cabin exterior showcases a dark wooden facade with a sloped roof, bordered by lush greenery. A cozy porch area is visible, complete with large windows that provide natural light. Stone pathways and a small seating area enhance the inviting outdoor space.
Cottage in Rhododendron
4.95 out of 5 average rating, 622 reviews

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!

Guest favorite
A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.
Cabin in Culver
4.9 out of 5 average rating, 300 reviews

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.

Top guest favorite
An inviting living area features a high arched wooden ceiling, accented by a stone fireplace. Large windows provide ample natural light and views of the outdoors. Comfortable seating is arranged around a stylish coffee table, with a globe and decorative elements adding character.
Cabin in Sandy
4.97 out of 5 average rating, 141 reviews

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.

Top guest favorite
The exterior view shows a lush green yard, framed by tall trees. In the background, Mt. Hood is visible against a clear blue sky. A spacious house is partially visible, complemented by large rocks that add to the natural landscape.
Home in Tygh Valley
4.97 out of 5 average rating, 110 reviews

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.

Top guest favorite
The exterior of a rustic log cabin is displayed, featuring a symmetrical A-frame roof and large arched windows. A welcoming front porch with wooden railings and stacked logs adds charm, while surrounding trees offer a natural backdrop. Majestic mountain views are visible through the windows.
Cabin in Rhododendron
4.92 out of 5 average rating, 472 reviews

Private Mt. Hood Views, Wildlife & Stargazing

Step outside the front door to breathtaking Mt. Hood views, 10-acre prairie, wildlife, and incredible stargazing under dark skies. The Burke Cabin is just 3.3 miles from Hwy 26. Sleeps 6 with a queen bedroom and loft with queen bed + futon. Enjoy a full kitchen, clawfoot tub, and fire pit. Minutes from hiking, biking, skiing, and outdoor adventures. Perfect for a romantic retreat, family getaway, or outdoor basecamp. Pets welcome (fee applies).

Top guest favorite
The modern guest house is elevated on concrete pillars, surrounded by natural greenery. Expansive glass walls provide unobstructed views of the landscape. A 30-foot steel bridge connects to the main pathway, while a spacious outdoor area includes seating, inviting relaxation amid the scenic environment.
Guesthouse in White Salmon
4.94 out of 5 average rating, 264 reviews

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.

Popular amenities for Pine Grove vacation rentals