Pine Hollow vacation rentals

4.92 out of 5 average rating, 101 reviews

A serene winter landscape is viewed from a snow-covered staircase. The scene features a blanket of white snow covering the ground and trees, showcasing a mix of evergreen and deciduous foliage. The sky is clear, with subtle blue hues and soft clouds.

Cottage in Mosier

Enchanting Tolkienesque Stone Cottage in the Woods

With a touch of Tolkien, relax in this story book home. Set high upon a dragonfly filled knoll overlooking a pond. Watch the birds, deer,and wild turkeys roam from out the large circular glass moon door. Step outside onto the veranda and take a dip in the wooden barrel hot tub. Stroll the 27-acrewoods and sip tea by the glass mosaic fireplace. Crawl into the cozy bednook and read a book written by JRR Tolkien. Enjoy the silence and the sounds of nature as you've found your fantasy getaway.

4.98 out of 5 average rating, 140 reviews

A spacious sleeping area features a queen-sized bed dressed in a light grey duvet. Large windows allow natural light to fill the room, framed by views of the surrounding trees. A comfortable sectional sofa and a small side table with a lamp complete the inviting setting.

Cabin in Brightwood

Riverfront Cabin w/ New Hot Tub!

Welcome to this riverfront cabin with a brand new hot tub overlooking the beautiful Salmon River. While conveniently off hwy 26 and near Mt. Hood, you’ll feel immersed in nature with the sound of the river and the old growth trees. The cabin has been recently remodeled yet the charm and character of the existing structure remain. You will find lots of amenities for an enjoyable stay, while allowing the opportunity to unwind and relax. There is fast wifi (200 Mbps) if you need to stay connected.

4.89 out of 5 average rating, 515 reviews

A serene view of the Columbia River at dusk is framed by oak trees. Colors of pink and purple hues fill the sky as the sun sets behind the hills. Green vineyards stretch out towards the water, enhancing the natural beauty of the surrounding landscape.

Home in The Dalles

Twin Oaks House, Scenic Hwy, Mosier

Twin Oaks is an updated doublewide home perched on a basalt knoll with 11 beautiful acres overlooking vineyards and the Columbia River. Views include river and gorge to the west and north. In springtime see waterfalls on the Washington cliffs. Located 8 miles east of Hood River, Twin Oaks is near Mosier on scenic Hwy 30. This is in the heart of the Columbia River Gorge, with nearby hiking, biking, watersports, boat ramp, & ski areas. Enjoy the numerous wineries and local microbrews in the area.

4.93 out of 5 average rating, 137 reviews

The log cabin features a spacious front porch supported by large wooden beams. A stone fire pit is positioned in the foreground, surrounded by flat stone paving. The cabin's exterior is complemented by lush greenery and a clear blue sky overhead.

Cabin in Tygh Valley

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.

4.98 out of 5 average rating, 289 reviews

A panoramic view of the Columbia River Gorge captures rolling hills and a winding road along the riverbank. Wildflowers in the foreground add vibrant yellow and lush green to the scene, while the expansive waterway reflects the cloudy sky and distant hills.

Condo in Mosier

All About the View- Columbia River Gorge Haven

Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

4.95 out of 5 average rating, 785 reviews

A hammock is suspended under a wooden porch, surrounded by lush greenery and moss-covered stones. The flowing river can be seen in the background, along with a bridge crossing it, creating a serene outdoor setting for relaxation.

Apartment in Hood River

Hood River OR Riverfront Timber Frame Studio Apt

Enjoy a quiet riverfront stay in the heart of the Hood River Valley. 500 sq ft apartment in a Craftsman timber-frame home with private entrance, parking, kitchenette, shared laundry, and the sound of the river, with some distant traffic noise from Tucker Road. Sit on the porch and relax watching the Hood River. Perfectly located for recreation or wine tasting, 40 mins. to skiing at Mt. Hood Meadows, and 10 to downtown breweries. Rate includes 8% Hood River County room tax. Self check-in.

4.86 out of 5 average rating, 118 reviews

The living area features a high, vaulted ceiling with wooden beams, complemented by large windows allowing natural light. A comfortable seating arrangement and coffee table are situated near a modern fireplace, with a dining table positioned nearby. Warm wood tones create a cozy ambiance.

Home in Rhododendron

Little bear creekside cabin

Our cabin, nestled in the Mt. Hood National Forest is the perfect backdrop for any romantic getaway, family vacation, or quiet solitude. Hot tub with your love one under a canopy of trees, explore the nature and wildlife, or even local dining and attractions. Whether you love to hike, stay in with a movie or BBQ, this cabin has it all for you. Make the most of your time away by spending it here. Pet friendly cabin Bear creek cabin is registered with Clackamas county, # 850-23

4.78 out of 5 average rating, 181 reviews

Tiny home in Tygh Valley

A Tiny Home by the Lake & boat dock

Our place at the lake is amazing and relaxing!! This cabin is stocked with all the comforts of home. Along with extra activities...fishing, hunting, hiking, relaxing, ice cream, and much more.. This place is good for a couple or solo adventurers. This adorably decorated cozy cabin has a full-size bed and a twin size bunk. This cabin is about 200 feet from the lake, a short walk to the dock for water fun and beautiful sunsets!! NO DOGS NO PARTIES

4.92 out of 5 average rating, 144 reviews

A staircase is featured leading down to a cozy living area, surrounded by warm wooden logs. A door with a large window offers light and a view of the outside. Comfortable seating is arranged nearby, creating an inviting space.

Cabin in Tygh Valley

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!

4.95 out of 5 average rating, 264 reviews

The exterior of a remodeled farmhouse is displayed, featuring a welcoming porch with white chairs and a front door adorned with a wreath. The light-colored siding complements the surrounding greenery and a pathway leads to the entrance, creating an inviting atmosphere.

Home in The Dalles

Fort Dalles Farmhouse

Relax with the whole family at this completely remodeled farmhouse. Built in 1900 as part of the Fort Dalles military reservation the house is just blocks from Fort Dalles Museum. Enjoy all the modern amenities of a tastefully remodeled home with the charm of an old farmhouse. The house is complete with everything you need for a comfortable stay, including a fully stocked kitchen, washer/dryer, wifi, and TV. Pets allowed :)

4.89 out of 5 average rating, 383 reviews

A four-person hot tub is situated on a wooden deck, overlooking a scenic landscape with rolling hills and greenery. Steps lead up to the hot tub, which features water bubbling gently. The Deschutes River is visible in the background, creating a serene outdoor space.

Cabin in Maupin

Deschutes River front w/hot tub, Fire Table & AC

The cabin is just steps away from the Deschutes River. The cabin has all the creature comforts of a home. The kitchen has everything needed for preparing a gourmet meal and entertaining. The living room is cozy has a large smart TV and DVD play. There are books, games and DVDs for your entertainment. This is a wonderful place to work from home. A n extra monitor is provided and a printer scanner is available as well.

5 out of 5 average rating, 427 reviews

A quaint cabin exterior is framed by lush greenery. Two comfortable chairs are positioned on a gravel area in front, under a covered porch. Large windows invite natural light, while the structure features a dark facade complemented by light-colored trim.

Cabin in Mosier

Romantic upscale cabin in the woods

Our cozy 1 bedroom cabin is the perfect place for a romantic getaway or a relaxing escape. Located on 26 acres where deer and turkey roam. Just a few minutes away from I-84 and Hood River. Please be aware that a 4WD vehicle may be required for accessing the property during the snowy season of December, January and February. Feel free to check with me, and I will give you current driving conditions!

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Popular amenities for Pine Hollow vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Pine Hollow

4.93 out of 5 average rating, 99 reviews

Cabin in Maupin

Cozy renovated 1919 cabin in downtown Maupin

ErikRating, 5 stars5 days ago

This is an all-around amazing place, and Mark is a wonderful host. If you are looking for a home base to explore the Deschutes, then this is your spot.

Cabin in Mount Hood Village

A charming cabin surrounded by lush greenery is illuminated from within, creating a welcoming glow. A wooden walkway leads to the entrance, bordered by trees and ferns, enhancing the secluded woodland setting.

5 out of 5 average rating, 40 reviews

Barlow Haus

JenniferRating, 5 stars1 day ago

We had an absolutely wonderful stay at this cabin. From the moment we arrived, we were blown away by how thoughtfully decorated and cozy everything was. The interior has that perfect blend of rustic charm and modern comfort, with beautiful touches in every corner that made it feel warm and inviting. The area surrounding the cabin is incredibly peaceful and serene. It felt like our own private retreat—tucked away enough to enjoy total privacy, but still close enough to explore nearby sights if we wanted. Mornings were especially magical with the sounds of nature and the fresh, crisp air. It was the perfect place to unwind and disconnect. If you're looking for a quiet, beautifully decorated cabin in a stunning, private location, this is it. We can't wait to come back! The best for last is we accidentally left something behind and the host’s were so kind to ship it out to us !

4.85 out of 5 average rating, 53 reviews

A serene landscape along the river features gently sloping hills, dotted with trees and shrubs. The clear water flows through the valley, reflecting the soft sunlight. The scenery conveys a natural, tranquil environment, ideal for outdoor activities.

Home in Maupin

CozyCreel Riverhaus

Kris Rating, 5 stars2 weeks ago

We thought it was a very nice house and setup. It’s a bit different with the large open basement that serves multiple purposes. We used it well. The view is absolutely spectacular. Sitting on the large deck, we were at bird’s eye view. A wonderful place! I hope we get to return to it:)

4.94 out of 5 average rating, 35 reviews

Cabin in Rhododendron

Glacier View Chalet

EmilyRating, 5 stars2 weeks ago

This place is stunning-- just as beautiful as the pictures and descriptions, with an incredible view of Mt. Hood from the living room. Thoughtfully designed, beautiful art, comfy furniture, with all the amenities you need for a peaceful getaway. The hot tub was a particular hit-- very clean, well-maintained, with an easy-to-remove cover. Just what our crew needed after our nearby day hike!

4.84 out of 5 average rating, 61 reviews

The exterior of a tiny home features a wooden facade with large glass doors leading to a small deck. Two folding chairs sit on the deck, complemented by steps that provide access to the grassy area surrounding the house.

Tiny home in Maupin

Scenic Maupin Farm Tiny House

SaraRating, 5 stars22 months ago

It was a very pleasant home, nice grounds. Wonderful star watching!

Cabin in Mount Hood Village

4.89 out of 5 average rating, 38 reviews

Wee Woodland- Riverfront Cabin in Welches

KatyRating, 5 stars4 weeks ago

Absolutely stunning. I couldn’t have dreamed up a more ideal space. Perfect for a pampered solo weekend or a romantic getaway. Comfy bed, perfect pillows, roaring hot sauna and hot tub and an abundance of beautiful nature. Already planning a return visit. The bedroom skylights are lovely , however if you wanna sleep in bring an eye mask :) .

Cabin in Mount Hood Village

4.95 out of 5 average rating, 382 reviews

Cozy & Private A-Frame: Mount Hood National Forest

JohnRating, 5 stars1 week ago

What an amazing place!! We came from Texas for a weekend getaway and couldn’t have loved this place more! It lived up to the pictures and was the perfect escape. The cabin was clean and cozy and the host gave great instructions was very responsive. The views were amazing and the location is perfect as it was rural enough to feel like a getaway, but close enough to restaurants and a grocery store (5 minutes away) so we never felt stranded. I also really appreciated that they use Roku TVs that allow you to sign into streaming apps using your personal login and it auto signs you out during checkout. We also loved the beautiful fireplace and that it was remote operated so it was easy to turn on and off. Everything about our stay was smooth and comfortable. We’d definitely come back and highly recommend this cabin to anyone looking for a peaceful getaway in the Oregon woods!