Tiny house holiday rentals in Oregon

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Location · Hospitality · Quiet

A-Frame cabin • hot tub • near Bend • Crater Lake

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub jacuzzi, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

Family · Location · Kitchen

Top guest favourite

Guest favourite

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Location · Value · Condition

| The Chalet | 1+ acre| Remodeled | Quiet |

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

Location · Value · Heating

Top guest favourite

Guest favourite

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Value · Family · Comfort

Top guest favourite

Guest favourite

Yeti's Tree House: Where Dreams Come True

“Best Tree House I’ve Ever Seen!” — Guest Climb into your childhood dream—a real treehouse held by four trees, 18 feet above the ground! Zip line through the woods, soak in the giant tub, and wander to the suspension bridge. It feels wonderfully wild and private, yet Portland’s famous attractions are just minutes away. A short 2-minute forest hike gets you there. Want a guaranteed Bigfoot sighting? Ask Peter :-) (For $45, check in as early as 1 PM or sleep in till 1 PM. Text to request.)

Value · Location · Access

Top guest favourite

Guest favourite

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.

Value · Family · Access

The Eugene Dome: Wine Country, Nature, Hobbit Home

Welcome to our Dome. This little wine country, hobbit-home getaway is perfect for enjoying a good book with a cup of tea, exploring 5 acres of hillside, or visiting the nearby wine-tasting opportunities. This little hobbit home is spacious yet cozy. It is tucked into the trees right off of Lorane Hwy. You will have private access and use of the space and five acres of rolling hills. The door has a code lock, so independent check-in is easy! Social media: @theeugenedome 10% off 3 nights

Value · Location · Bathroom

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom-built, one-of-a-kind cabin. Nestled on a forested hill above our main cabin, it sits on 4 acres of private wooded land bordering Mount Hood National Forest. The cabin is designed for year-round comfort, including air conditioning for warmer summer days. 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!

Value · Location · Comfort

Top guest favourite

Guest favourite

Alpine Den - A Modern Forest Escape

The Alpine Den Is perfect for all occasions, from a romantic getaway to a family retreat. Located in an old growth forest near the Salmon River, nestled under a canopy of Firs and Cedars. The cabin sits on a picturesque half acre lot, minutes away from great restaurants, markets, golf course, biking and amazing hiking trails. Only 20 min to Ski Bowl, and 30 min to Timberline and Mt Hood Meadows. We love to share our cabin for others to enjoy the serenity of the forest. IG: @thealpineden

Location · Value · Checkout

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Guest favourite

The Edgewater Cottage #6

This lovely 1930’s cottage has recently been renovated, but still has that cottage charm. Great view of Netarts Bay, comfy queen bed, and modern kitchenette. You’re just a short walk down the stairs to the bay, or you can relax in the beach chairs out front. Guests love the cottage feel and being able to watch the pelicans and herons or catch a beautiful sunset. It is one of two units with a common wall specially sound proofed for complete privacy.

Value · Family · Cleanliness

Top guest favourite

Guest favourite

The Hideout | A Modern Tiny Cabin Near Mt. Hood

The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

Location · Value · Parks