Tiny house holiday rentals in Oregon

Heart of The Hill (Unit A) Oceanside oregon

Located within Oceanside, Oregon, 9 miles west of Tillamook. This oceanfront duplex is called Heart of The Hill because it is located right in the middle of Oceanside. The duplex has two rental studios one on top of the other, with a laundry room basement. Amazing up-close views of sand and surf including the Three Arch Rocks from every floor. Just stroll to the beach and restaurant and downtown in only a few minutes. Each unite offers a full kitchen, bath, propane fireplace, and private decks.

| 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.

Best views at Wallowa Lake- Chalet South

The Wallowa Lake Chalets are situated between Wallowa Lake and the Eagle Cap Wilderness. These Chalets have an open floor plan and were designed to encapsulate the natural surrounding beauty. The decks of the Chalets stand 26 ft above the ground creating some of the most surreal views that can be found anywhere in Wallowa County. The Chalets can be accessed by a ½ mile of rugged gravel road off of Wallowa Lake Hwy. The Chalets are about 8 min. from Joseph, OR. Follow us @wallowa_lake_chalets

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.

Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

Little Explorer - The perfect mountain escape.

Located near the end of a quiet dead end road in Welches, Oregon. Short path to Sandy River. Easy access to HWY 26 and only 15 minutes to Government Camp or Sandy Ridge mountain biking. Enjoy the relaxing surroundings while staying in a newly renovated cabin with all the comforts of home. 2 night min. stay seasonally/Fri/Sat but possibly accept a 1 night stay...just ask. Sleeps 4 in beds. Anymore you provide bedding and/or air mattresses. Check out our Instagram @ littleexplorer_oregon

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

A-Frame cabin • hot tub • near Bend • Mt Bachelor

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub, 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.

The Woodlands Hideout

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.

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.

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!

LUXE McKenzie River Tiny Haus | Whitewater Views!

Escape to a one-of-a-kind luxe tiny home overlooking the McKenzie River. Thoughtfully designed w/modern comforts, easy parking just off the Hwy. Immersed in nature, yet minutes from food, gas, shops. Relax by the firepit, BBQ, play cornhole or wander the private trail down to the rushing river's edge. Full Kitchen, Coffee, Cold AC, Hot Showers & HDTV for Streaming. Room to park Trailer, Boat, More.