Vacation rentals in Santiam Pass

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Top-rated vacation rentals in Santiam Pass

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Top guest favorite

Home in McKenzie Bridge

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~

4.99 out of 5 average rating, 133 reviews

Top guest favorite

The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.

Home in Terrebonne

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!

4.98 out of 5 average rating, 983 reviews

Top guest favorite

A charming tiny log cabin is nestled amidst tall evergreen trees, gently blanketed in snow. The cabin's sloped roof is thick with snow, creating a cozy appearance. A path through the white snow leads toward the cabin's entrance, inviting exploration in a serene winter landscape.

Cabin in Bend

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

4.99 out of 5 average rating, 575 reviews

Guest favorite

An aerial view of the McKenzie House is presented, surrounded by lush greenery and situated alongside the flowing McKenzie River. The structure features a spacious deck overlooking the water, framed by tall trees, with a pathway leading to the property.

Home in McKenzie Bridge

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.

4.95 out of 5 average rating, 139 reviews

Top guest favorite

The modern A-frame cabin is set amidst tall pine trees, displaying a striking black exterior. Tall, triangular windows allow natural light to brighten the interior. A spacious deck wraps around the cabin, offering an ideal spot for outdoor relaxation.

Cabin in Sisters

Popular BBR A-Frame | 2 golf courses | 5 pools

Welcome to Your Modern A-Frame Cabin at Black Butte Ranch! - Accommodations: Sleeps 8 in 2 queen bedrooms and a 2 twin loft, and trundle downstairs - Amenities: Relax in the living area with a Roku TV; the chef's kitchen makes meal prep easy, and self check-in ensures a smooth arrival - Sunny Recreation: Access to 6 pools, including the nearby Paulina pool, plus golf, pickleball, horseback riding, and hiking - Winter Fun: 20m drive to HooDoo Ski Resort Book your unforgettable getaway today!

4.93 out of 5 average rating, 144 reviews

Guest favorite

Two wooden Adirondack chairs are positioned near the water’s edge, overlooking the flowing McKenzie River. Lush greenery surrounds the area, with trees providing a natural canopy and enhancing the sense of seclusion in this tranquil setting.

Cabin in McKenzie Bridge

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.

5.0 out of 5 average rating, 205 reviews

Top guest favorite

A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.

Home in Terrebonne

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.

4.97 out of 5 average rating, 397 reviews

Top guest favorite

An inviting outdoor seating area features a circular fire pit surrounded by cushioned rockers. The lodge-style structure showcases wooden beams and stone accents, bathed in soft evening light from the windows, creating a welcoming atmosphere for gatherings.

Home in Terrebonne

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.

4.97 out of 5 average rating, 133 reviews

Guest favorite

A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.

Cabin in Culver

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.

4.9 out of 5 average rating, 302 reviews

Guest favorite

A wooden deck overlooks a serene river, flanked by lush greenery. Two comfortable armchairs with bright cushions are arranged around a small table, inviting relaxation and enjoyment of the peaceful environment.

Home in Bend

River View Inn a cabin on the River

Enjoy our River View Inn all to your self. 40 feet from the shore. Jump in and swim or float or fish, or just sit a take in the view. From the moment you walk you will feel nature tickle your toes. Sunriver Resort is just 5 miles away . Bend is 30 minutes away. you The High Desert Museum is 20 minutes away. Creator Lake is 2.5 hours away. We are only 17 miles to Mt Bachelor. It's a very private setting in a special place in the world. You may never want to leave.🐠 DCCA64390

4.84 out of 5 average rating, 480 reviews

Top guest favorite

A spacious seating area is highlighted by a rich wooden A-frame design, with large windows allowing natural light to fill the space. A cozy wood stove is positioned against a stone wall, while a plush side sofa complements the warm tones of the interior.

Home in Sisters

Luxe A-Frame Retreat in Sisters

Welcome to the best house in the best part of Central Oregon. Located just minutes from downtown Sisters, this fully-renovated 1966 A-frame is a year-round basecamp with stunning mountain views. Throw a bbq after a day hiking in the Three Sisters Wilderness. Unwind in the hot tub after after powder laps on the mountain. Or just cozy up and enjoy the view from in front of the fireplace and never leave. Whatever your taste for adventure or relaxation, this cabin is outfitted.

4.95 out of 5 average rating, 85 reviews

Guest favorite

A cozy seating area features a built-in window bench with plush cushions, offering views of the forest. The light-colored wooden walls and trim create a warm atmosphere, complemented by a coffee table in the foreground and soft couches arranged for relaxation.

Cabin in Camp Sherman

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.

5.0 out of 5 average rating, 29 reviews