Vacation rentals in Pine Hollow

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Top-rated vacation rentals in Pine Hollow

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Guest favorite

The exterior of the home is highlighted by a circular wooden door and intricate stonework. Wooden beams extend from the roof, framing the entrance, which features a festive wreath. Snow blankets the ground, accentuating the cozy, inviting structure.

Cottage in Mosier

4.93 out of 5 average rating, 115 reviews

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.

Top guest favorite

A spacious glamping tent is set on a wooden platform, surrounded by natural scenery. The entrance is adorned with lanterns, and a comfortable seating area is visible inside. A rustic outdoor bathtub sits nearby, emphasizing the blend of comfort and nature.

Tent in The Dalles

5 out of 5 average rating, 143 reviews

Creek-side Retreat - Glamping

** 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!

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

4.9 out of 5 average rating, 155 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 cozy studio apartment is showcased with wooden flooring, featuring a spacious bed covered with a handmade quilt near a window. A small dining table and chairs are positioned against the wall, with a welcoming entrance visible. Natural light brightens the soothing grey walls.

Apartment in Hood River

4.95 out of 5 average rating, 808 reviews

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.

Top guest favorite

The interior of the A-Frame showcases a central stone fireplace, framed by a high ceiling with exposed wooden beams. Large windows allow natural light to fill the space, providing views of the surrounding forest. Cozy seating is arranged around the fireplace, creating a gathering area.

Cabin in Welches

4.95 out of 5 average rating, 395 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 of the guest house features a wooden facade with large windows, nestled among snow-covered trees. A staircase leads to a balcony area, complemented by satellite dishes. The entrance door is painted green, adding a touch of color to the natural surroundings.

Guesthouse in Rhododendron

4.99 out of 5 average rating, 679 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

Superhost

A cozy cabin is situated on a well-maintained green lawn. The structure features a pink door and a small porch with a table and two chairs. A barbecue grill is positioned nearby. Lush trees provide a natural backdrop to the inviting outdoor space.

Tiny home in Tygh Valley

4.78 out of 5 average rating, 184 reviews

A Tiny Home by the Lake & a/c

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

Guest favorite

The interior of a spacious log cabin features exposed wooden beams and a warm wood finish. A staircase leads to a loft area, while a full kitchen is visible along with a comfortable seating area where a television is positioned. Natural light enters through skylights.

Cabin in Tygh Valley

4.93 out of 5 average rating, 151 reviews

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!

Superhost

An outdoor living space features a rectangular table with four woven chairs, situated on a wooden deck. A scenic view of the river and surrounding hills is visible beyond the railing. The area is brightened by clear blue skies.

Cabin in Maupin

4.89 out of 5 average rating, 400 reviews

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.

Top guest favorite

A cozy corner of the apartment features two wicker chairs with orange cushions, set on a floral area rug. A desk chair is positioned nearby, and a window allows natural light to illuminate the wood-paneled walls decorated with artwork. String lights enhance the inviting feel.

Apartment in The Dalles

4.98 out of 5 average rating, 155 reviews

Private close-in Apartment Oasis

Very private, quaint apartment over garage. Tastefully decorated. Very cozy & comfortable with queen Sleep Number bed..adjustments on each side. 43" Smart TV...need your own access/no cable. Wifi included. Full kitchen with stove, refrigerator, microwave, coffee maker, dishes and pots & pans. Owner next door. Easy walking distance to restaurants, bars and shopping. Alley parking. No pets. No smoking on the property.

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.

Tiny home in Rhododendron

4.94 out of 5 average rating, 558 reviews

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom built, one-of-kind cabin. The cabin is nestled up on a forested hill above our main cabin. It's sits on 4 acres of private wooded land, bordering Mt. Hood National Forest Land. 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 spacious bedroom features a king-size bed with layered quilts and throws. Two pendant lights hang on either side, and a wall-mounted TV is visible. A linear fireplace adds warmth, while a large window offers a view of the surrounding nature.

Cabin in Rhododendron

4.98 out of 5 average rating, 355 reviews

Komorebi House-Modern Luxury in the Woods STR90124

Komorebi House is a modern one bedroom cabin in the Mt Hood National Forest. The design is inspired by travels to Japan and a love for the PNW. Komorebi combines luxury with all of the comforts of home to create the perfect place to unplug from the world and enjoy the simple elegance of a cabin-in-the-woods. STR-901-24