
Holiday rentals in Santiam Pass
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Top-rated holiday rentals in Santiam Pass
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Luxe 4BR/3BA • Smith Rock, 9 Peaks, Hot Tub, 10 Ac
🏔 Luxe 4BR/3BA Smith Rock Escape • 10 Private Acres + Hot Tub Wake up to jaw-dropping views of Smith Rock and 9 Cascade Peaks from this 4,000+ sq ft retreat on 10 private sloping acres. Soak in the stargazer’s hot tub, cook in a gourmet Thermador kitchen, or work in a private office framed by an 8’ picture window. Enjoy 1Gig Wi-Fi, a 100" movie room, smart home tech, and lush gardens & orchard. Just 15 mins to RDM • 30 mins to Bend & Sisters! Under 1 hour to Mt. Bachelor & Hoodoo Ski Areas.

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!

Wrens Nest, river, golf, fish, hike, raft, relax!
The Wren's Nest located in the magical Willamette National forest. Quiet Riverfront privacy, quality kitchen for that cozy home feel. Snuggle up on the couch or go enjoy nature. Relax on the wrap around deck while watching the Mckenzie river, lovely creek or stargazing! An acre of trees & wildlife provides a tranquil space any time of year. Nearby rafting, Tokatee golf, Mckenzie River trail, Belknap hot springs, Sahalie Falls, Clear Lake, Hoodoo ski resort, Loloma Lodge. Relax, this is a ReSet~

The Mckenzie House w/ sauna & outdoor shower
The McKenzie House sits on 2.5 private, quiet acres on the majestic McKenzie River, a half-mile walk from Loloma Lodge. A paradise for fly fishermen, cyclists, hikers, & skiers. Enjoy a riverfront sauna, hot outdoor shower, hot tub, & safe, easy river access. BBQ on the riverfront deck, picnic by the water or meadow, wander the woods, pick blackberries. Enjoy volleyball or horseshoes, campfire s'mores, hammock naps, swinging over the river, catching fish right in front of the deck, and more.

McKenzie Bridge River House near Sahalie Falls
Drive down a long private road, set off of the HWY, to find a riverfront cabin amidst the lush Willamette National Forest. As you wind through the driveway you will find a sanctuary for relaxation, recreation, and comfort. A trail from the back deck will lead you down to the bank of the emerald waters of the McKenzie River. The McKenzie River Trail parallels the property, and is accessed from the private road to the cabin. The property has a campground setting, with river and forest views.

Cozy Remodeled Log Cabin - HOT TUB - Large Deck!
Enjoy your own private saltwater hot tub under the tall pines at this updated 3-bedroom cabin in Sisters, OR. Set on a quiet 1-acre lot in the Crossroads neighborhood, it’s just 5 minutes from the shops and restaurants of downtown Sisters. Inside you’ll find vaulted ceilings, beautiful wood beams, a modern kitchen, updated bathrooms, and a full laundry room. Relax on the large back deck, sip coffee on the covered front porch, and make lasting memories in this perfect Central Oregon getaway.

Pointe of Blessing with hot tub and canyon views
Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Bend Country 4 BR/3 Bth, Amazing 9 Mt View, 9 acre
Plan your vacation getaway and escape the destination resorts at our quiet & peaceful lodge home retreat on 9 private acres just north of Bend, "in the country but not far away"; only 10 min. to restaurants & stores if you need anything. Relax while gazing at the amazing 9 Cascade Mts and overlooking a bend of the legendary Deschutes River. Enjoy some of the many Central OR area activities, Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, local Wineries & Micro Breweries, & more.

McKenzie Riverfront Cabin, Modern, near hotsprings
Escape to "The McKenzie Zen Den", a luxury waterfront river cabin. One of the few rare properties built on the banks of the McKenzie River, so close you can fish from the deck! Visit Insta @Mckenziezenden for a video tour! The cabin boasts a 2-story great room with an oversized sliding glass wall that opens to the deck. Downstairs is a riverside bedroom, full modern kitchen, and a full bath with a large custom walkin shower. Upstairs has a large bedroom, desk nook, and a half-bath.

Cabin on The Rim
Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Aspen Cabin at House on Metolius
Aspen Cabin is a new addition at House on Metolius, a private resort and nature reserve on the pristine Metolius River. Enjoy views of Mount Jefferson across the natural meadow, and the gentle arc of the river as it traverses the property. The cabin features two bedrooms, one with a queen bed, the second with two twin beds, both with private bathrooms. From the sitting area or private deck, relax and enjoy the meadow, or stroll down to the river to cast with your fly rod.

Vista 360
Enjoy your stay at the Vista 360 Lakehouse. Great private location, awesome family spaces on multiple levels and panoramic views of the lake (not waterfront) and surrounding mountains. Enjoy multiple decks, a private steam room, infrared sauna, well-equipped gym and easy access to nature and the lake. Whether you’re seeking summer fun on the lake, winter skiing or just want a spa day…this is the place for you.
Popular amenities for Santiam Pass holiday rentals
Other great holiday rentals in Santiam Pass

*New Listing* Cabin on the River Bend

Luxe A-Frame Retreat in Sisters

The Stargazer Dome at Green Rock | Canyon Rim

The Gem Estate by AvantStay | Modern Farmhouse

A Luxury Retreat in Bend’s Most Desirable Location

Cozy Cabin near Sisters

Dream River Cabin (River Front)

Newly remodeled lodge @ Pole Creek Ranch!
Destinations to explore
- Old Mill District
- Mt. Bachelor Ski Resort
- Hoodoo Ski Area
- Waldo Lake
- Metolius River
- Smith Rock State Park
- Tamolitch Falls
- Bagby Hot Springs
- Breitenbush Hot Springs
- High Desert Museum
- Belknap Lodge & Hot Springs
- Dee Wright Observatory
- McDowell Creek County Park
- La Pine State Park
- Riverbend Park
- Sun Mountain Fun Center
- Crescent Moon Ranch





