Smoking friendly holiday rentals in Oregon

Riverfront Retreat w/Pool, Hot Tub, Mountain Views

Soak in riverfront & mountain views from the hot tub or private balconies at this luxury 10-acre retreat! 3BR/4BA with 2 master suites, plus a separate pool house with its own bath — sleeps up to 12. Enjoy the pool, gravel paths to the river, and total privacy on the property. Ideal for extended stays (30+ nights) — perfect for relocations, remote work, or seasonal getaways. Interested in a shorter stay or your desired dates aren’t available? Message us directly to check availability and rates.

Rare 3-bdr bungalow in forest w/ private beach

This one-of-kind stylish bungalow sits on 4 acres of secluded land (no neighbors)! Your private river access (w/sandy beach) is a perfect place to have a campfire, drink your morning coffee or lounge in the sun. Regardless of the season you and your guests will enjoy the large porch with stunning views of Mt. Hood national forest, the Salmon River all in a park like setting. The perfect place to retreat, wind down and make memories you'll never forget. Please no events unless confirmed w/ host

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Cozy Forest Escape-minutes to all things Mt. Hood!

Welcome to The Emerald Fern, a charming cabin nestled in the heart of Rhododendron, Oregon. This serene retreat offers the perfect blend of rustic charm and modern comfort, making it an ideal getaway for nature lovers and adventure seekers alike. This 1924 home offers an open floor plan and is just a short walk from food and shopping. Inside, you'll find a well-equipped kitchen, cherry wood floors, gas fireplace, spa and a movie screen for cozy nights in—all while preserving its vintage flair.

Spoil yourself! Luxury Cabin on the Santiam River

Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.

The Cellar (Jacuzzi,Sauna,Cold Plunge and Massage)

This truly unique and peaceful home is appropriately named “The Cellar”. An exclusive stay at the top of Vineyard Mountain in Corvallis, Oregon allows you to escape to an incredibly beautiful space akin to a hobbit style wine cellar. With three sides of the structure being underground, and the east side consisting of glass walls facing the snow capped peaks of the Cascade mountains in the distance, you will be overwhelmed with the natural beauty from both inside and outside of the home.

Ripple Rock Lodge- Gateway to Crater Lake

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Clatskanie Tiny Luxury Retreat Near River

Come enjoy your perfect getaway in this whimsical handmade cabin nestled in the woods of Clatskanie. Escape the daily grind and unwind in this unique, luxurious tiny home. Relax with freshly brewed French press coffee, gather around the fire pit, and gaze at the stars through the skylight. Experience the true craftsmanship and colorful design that make this tiny house a cozy sanctuary. It's the ideal spot to read, relax, and unplug in nature's embrace! *We have an outdoor cat.

Batwater Station Houseboat on the Columbia River

Columbia river waterfront floating home affords Birdseye (osprey, eagles & more!) views of this river and riparian wonderland. Whether you're fishing, relaxing, creating or bird and wildlife watching, this 1,400SF houseboat is the perfect space to decompress. While your cozy inside, the expansive windows brings the outdoors in. Fast internet, streaming tv or Apple music, will keep you connected to the outside world, but why not escape. View pictures to feel Batwater's Heart.

Oak Hill Cabin

The cabin is nestled into the forest with a nother nearby cabin and a small bunkhouse. Enjoy a short walk over a babbling creek and up a dreamy woodland trail to where this cozy cabin awaits. There is a vintage wood stove with wood included for your entire stay. The cabins don't have running water but a sink is available on the back porch of the farmhouse and picnic tables in the back yard. The restorative sights and sounds of wildlife will be accompanying your retreat!

Rustic Creekside Cabin

This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.