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, 119 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
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, 1275 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
The view from the Tiny House features a vibrant sunset over the Columbia River Gorge, framed by lush trees and mountains. A cozy chair is positioned next to a gas fire pit on a wooden deck, inviting relaxation amidst natural beauty.
Tiny home in Stevenson
4.99 out of 5 average rating, 765 reviews

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

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, 392 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, 618 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 modern cabin with a metal roof is nestled among tall trees, featuring a dark exterior. A small deck with a chair is visible at the entrance, surrounded by natural landscaping and the forest foliage.
Cabin in Welches
5.0 out of 5 average rating, 235 reviews

Alpine Den - A Modern Forest Escape

The Alpine Den Is perfect for all occasions, from a romantic getaway to a family retreat. Located in an old growth forest near the Salmon River, nestled under a canopy of Firs and Cedars. The cabin sits on a picturesque half acre lot, minutes away from great restaurants, markets, golf course, biking and amazing hiking trails. Only 20 min to Ski Bowl, and 30 min to Timberline and Mt Hood Meadows. We love to share our cabin for others to enjoy the serenity of the forest. IG: @thealpineden

Superhost
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, 294 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.

Guest favorite
A serene lakeside scene at dusk is captured, featuring a glowing fire pit surrounded by stone. A wooden pavilion with warm lighting is positioned nearby, framed by tall trees. The moonlight reflects gently on the calm water, enhancing the tranquil atmosphere.
Guesthouse in Estacada
4.98 out of 5 average rating, 102 reviews

Lakeside Cabin with Loft and Outdoor Pavilion

Secluded light-filled cabin with a modern farmhouse vibe overlooking a private lake. Located 1 mile from Mt. Hood National Forest, with plenty of hiking, paddling, fishing, and biking opportunities! Onsite amenities include canoes, open air pavilion with large stone fireplace, walking trails and plenty of lawn games. Cabin sleeps four, with main level queen bed and loft queen with ladder access. Living room provides home theater experience. Kitchenette and outdoor gas BBQ.

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, 436 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

Superhost
Cabin in Rhododendron
4.77 out of 5 average rating, 127 reviews

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.

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, 263 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