Holiday rentals in Pine Hollow

4.92 out of 5 average rating, 101 reviews

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.

5 out of 5 average rating, 120 reviews

Tent in The Dalles

Creek-side Glamping Adventure

** no cleaning fees ** Experience year-round glamping at our Oregon retreat! Nestled by a serene creek, our cozy tent area harmonizes comfort with nature. Explore forest trails and a mountain snow-fed creek, relax by the fire pit, and wake up to alpacas, goats, ducks, and chickens amid scenic views. With a rustic barn, outdoor kitchen retreat, private bathroom, tub and invigorating outdoor shower, it's the ultimate escape, just 90 minutes from Portland. Book now for an unforgettable experience!

4.93 out of 5 average rating, 137 reviews

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.

4.95 out of 5 average rating, 785 reviews

Flat 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.

4.98 out of 5 average rating, 193 reviews

Home in The Dalles

The Getaway with river views.

New for your family's vacation pleasure, The Getaway is our home to you. A 3.0 bedroom, 2.5 bath with a private bathroom and jetted tub. A stylish modern 2 level with all three bedrooms on the upper level. Offering elegant features, tasteful accessories and a great view of the river from 2 separate decks. Come walk into hardwood floors, wrought iron grill stairways and a stone and steel kitchen with a seated prep island. It’s all here for you and yours. Getaway now!

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

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

Home in The Dalles

Fort Dalles Farmhouse Inn

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

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, 426 reviews

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!

4.99 out of 5 average rating, 582 reviews

Cabin in Rhododendron

Klaus Haus-A cozy, modern retreat

This remodeled cabin is a beauty! It is architecturally unique with interesting lines, floor to ceiling windows, an open concept main floor, wood burning stove and a king sized bed in the loft. This is a great home base for exploring all that Mt. Hood has to offer and a beautiful space to relax in afterwards! We do have a deck but unfortunately it is under construction and currently unavailable.

4.98 out of 5 average rating, 186 reviews

Home in Mount Hood

Peace and Serenity on Mt. Hood-Hike/Bike/Ski/Relax

This 2400 sq. ft. light, bright, modern, private home is nestled in the heart of Mt. Hood in Rhododendron, OR. With a stunning 1.5 acres of artfully landscaped gardens surrounded by forest, you can relax on the 600 sq. ft. deck, or bike, hike, ski and snow shoe the beautiful Mt. Hood forest. Hear the sounds of Clear Creek nearby in this quiet private neighborhood.

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Other great holiday rentals in Pine Hollow

5 out of 5 average rating, 14 reviews

Home in The Dalles

Riverwalk Riverfront Townhome!

DeborahRating, 5 stars2 weeks ago

We had a great stay at Lindsay's place. The townhome was well laid out and maintained. Lindsay was always very responsive and made sure we were enjoying our stay. The area is slightly industrial, but being directly on the Riverwalk Trail and the Columbia River itself more than made up for it! Will definitely stay here again!

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

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

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:)

5 out of 5 average rating, 53 reviews

Cabin in Rhododendron

Riverfront Retreat + Sauna Forest Bathing

TimRating, 5 stars3 weeks ago

One of the best Airbnbs we’ve ever stayed at, truly a sanctuary in nature. We were nestled right next to a river, surrounded by peace and beauty. The hosts’ eco-conscious touches were deeply appreciated, from the sustainable products to the thoughtful details throughout the home. The kitchen setup was incredible, fully stocked and perfect for cooking as a family. Every room was spacious, the bedrooms were beautiful, and I loved having a dedicated desk space to work from (a rare find!). The massive sauna was such a treat, and the abundance of toys kept our 2.5-year-old entertained for hours. The host was very responsive and helpful with any questions that we had. After traveling full-time for over a year, this house genuinely felt like home. We didn’t want to leave and will absolutely be back. Do yourself a favour and just book it. You won’t regret 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!

5 out of 5 average rating, 85 reviews

Cabin in Sandy

Arched Cabin with sauna on the Sandy River

ZoeRating, 5 stars5 days ago

This is such a special spot! So grateful we found it and we will definitely be back! So many thoughtful touches and attention to detail throughout the house, and an incredible location right on the river with views of Mt. Hood. Highly recommend!