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, 105 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
Tent in The Dalles
4.99 out of 5 average rating, 170 reviews

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*

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, 182 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. 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.

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, 1,260 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.

Guest favorite
A modern cabin is situated among tall trees, featuring a combination of white and orange wood siding. The sloped roof enhances the rustic appeal. A small porch is visible at the entrance, with a gravel path leading to the front door.
Cabin in Mount Hood Village
4.96 out of 5 average rating, 346 reviews

Little Explorer - The perfect mountain escape.

Located near the end of a quiet dead end road in Welches, Oregon. Short path to Sandy River. Easy access to HWY 26 and only 15 minutes to Government Camp or Sandy Ridge mountain biking. Enjoy the relaxing surroundings while staying in a newly renovated cabin with all the comforts of home. 2 night min. stay seasonally/Fri/Sat but possibly accept a 1 night stay...just ask. Sleeps 4 in beds. Anymore you provide bedding and/or air mattresses. Check out our Instagram @ littleexplorer_oregon

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, 383 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.

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, 605 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!

Top 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
4.91 out of 5 average rating, 290 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
A cozy sleeping area features a spacious bed with a patterned quilt. Large windows allow natural light to fill the room, providing views of the forest. A comfortable chair and a side table are positioned nearby, along with a Smart TV for entertainment.
Cabin in Underwood
4.99 out of 5 average rating, 291 reviews

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

Guest favorite
A charming treehouse emerges from the lush greenery, elevated above the forest floor. Large windows provide a view of the surrounding trees, and a small deck with blue chairs invites relaxation amidst nature.
Treehouse in Sandy
4.92 out of 5 average rating, 310 reviews

Treehouse Glamping Adventure in Sandy, Oregon

The Izer Treehouse is an incredible off-grid retreat. Nestled in a secluded setting amongst the tree-tops overlooking the Bull Run River Canyon, it's the perfect hideaway for couples seeking a romantic escape or BFFs looking for an adventurous getaway. Follow the path and bridge through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor and is perfect for reconnecting with nature and getting away from real-life.

Top guest favorite
The A-Frame structure, surrounded by snow-covered trees, features a triangular roof and a welcoming porch. A warm light glows from within, highlighting the wooden details. Snow blankets the ground, creating a serene winter landscape.
Cabin in Mount Hood Village
4.95 out of 5 average rating, 430 reviews

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

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, 106 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.

Popular amenities for Pine Grove vacation rentals

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