Holiday houses in Pine Hollow

5 out of 5 average rating, 121 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!

4.98 out of 5 average rating, 177 reviews

Guest suite in Welches

Spacious Mt. Hood Studio Retreat

This studio is located in Welches, OR. It is the perfect location to access recreational activities in the Mt Hood area - only 18 minutes from Skibowl and 30 minutes from Timberline or Meadows. Freshly updated space with a shared entry, the studio is on the second floor, inside the main house. It has a private bathroom and many amenities including Wi-Fi, internet, smart TV, fridge, microwave, coffee pot, kettle. We live in the house. You may occasionally hear noises and footsteps. STR798-22

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, 787 reviews

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.

4.92 out of 5 average rating, 132 reviews

Tent in Sandy

Heated Glamping tent, Action sports- Site 3

Nestled at the foot of Mt. Hood and its year-round lift-accessible snow, these indulgent canvas platform tents place you on the campus of one of the world's premiere action sports destinations. With Sandy Ridge bike trails within a mile and over 1-acre of skateboard park, there is something for everyone. Your luxurious tent site is one of ten featuring a communal campfire and picnic tables. At various times, you'll have access to our famous private skate parks, trails, and fitness center.

4.86 out of 5 average rating, 118 reviews

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

4.98 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!

4.89 out of 5 average rating, 384 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, 427 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, 583 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.

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Other great holiday rentals in Pine Hollow

4.97 out of 5 average rating, 86 reviews

Apartment in The Dalles

Super cozy apartment walking distance to downtown

MarjaRating, 5 stars2 weeks ago

Wow! What a fantastic place! Spacious, comfortable, but cozy. Everything guests might want or need. The kitchen has wonderful decor -- it belongs in a magazine! And it is so well stocked. I had just come from days of extreme heat in Montana with a broken AC, and there were many bottles of cold water in the fridge. I gratefully took one along with me to help me tolerate the next leg of my drive. The organic cotton sheets were so smooth and even IRONED! Patricia recommended a place to eat on my way into town, and it was great. Everything was just wonderful. The only thing to know is that if you have any mobility issues, be sure you're aware that you'll be taking your luggage upstairs ... But it's worth any challenge that this might present. Thank you Patricia and Frank for creating a wonderful space! You've gone above and beyond.

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 stars1 week 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.

Home in Tygh Valley

4.67 out of 5 average rating, 82 reviews

Pine Hollow Treasure

OumaRating, 5 stars2 weeks ago

Great weekend stay with our parents and kiddos! The house was perfect for us, had everything we needed (except wifi but we spent so much time enjoying the house and lake that we barely noticed it, also Renee said it will be installed soon!). Renee was so friendly and responsive, and communicated so well with what to expect. The beds were comfy, the bathrooms were what we needed (bathtub to clean kiddos), and the kitchen is well stocked with supplies. Such a fun stay and we hope to be back!

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, 53 reviews

Cabin in Brightwood

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.

5 out of 5 average rating, 85 reviews

Cabin in Sandy

Arched Cabin with sauna on the Sandy River

ZoeRating, 5 stars1 week 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!