Holiday houses in Lake Billy Chinook

4.98 out of 5 average rating, 899 reviews

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!

4.97 out of 5 average rating, 157 reviews

Apartment in Redmond

Large Mountain View Suite on Quiet Acreage

Quiet rural location just a few miles from town on the rimrock above a small canyon. Enjoy a panoramic view of the Cascades from a spacious studio apartment that is comfortable and uncluttered. Features a roomy bathroom, walk-in shower, a small balcony, many windows, and a large walk-in closet. Additional fee for each pet. Roll-away twin bed on req. Nearby attractions: 1) Smith Rock State Park-7 mi 2) Dry Canyon trail-1 mi 3) Redmond Airport-6 mi 4) Redmond-5 mi 5) Sisters-23 mi 6) Bend-22 mi

4.99 out of 5 average rating, 505 reviews

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.

4.83 out of 5 average rating, 621 reviews

Home in Redmond

Immaculate, Cozy Home in the Heart of Downtown

This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

5 out of 5 average rating, 152 reviews

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.

4.99 out of 5 average rating, 232 reviews

Smith Rock Gardens

You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

4.97 out of 5 average rating, 507 reviews

Apartment in Redmond

Smith Rock Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

4.98 out of 5 average rating, 284 reviews

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.

4.99 out of 5 average rating, 250 reviews

Stunning! Smith Rock • King Beds • Steam Shower

A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

4.98 out of 5 average rating, 161 reviews

Guesthouse in Terrebonne

Modern lofted guest house

Enjoy our recently completed lofted guest house. Just 3.7 miles from smith rocks and walking distance to Terrebonne restaurants, coffee and local grocery store. Centrally located, 15 min to the airport and just a 30 min drive to Bend. Our guest house has a fully stocked kitchenette ( NO OVEN) with a toaster oven/air fryer, and an induction cook top. Sit back and relax outside in the Adirondack chairs while drinking a Nespresso coffee. Wifi is provided as well as a Roku T.V and DVD.

4.91 out of 5 average rating, 176 reviews

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.

4.96 out of 5 average rating, 457 reviews

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

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Other great holiday rentals in Lake Billy Chinook

4.93 out of 5 average rating, 15 reviews

Home in Redmond

Canyon Cottage Downtown Redmond

SheilaRating, 5 stars1 day ago

After traveling all day from the east coast, the other guests driving from Nevada, and visiting Deschutes Brewery, Johanna’s place was very welcoming for our early evening in to relax and get a great nights sleep! Her place is above and beyond stocked and clean. Though it was 1 night before our outdoor adventures began, it was perfect!

Superhost

Yurt in Sisters

4.88 out of 5 average rating, 42 reviews

JJR Private Yurt with full bathroom, mountain

TinaRating, 5 stars1 month ago

The Sisters Yurt was absolutely perfect. The one negative was....I called specifically to see if there was a fire pit. I was told there was so we picked up firewood. There is NO fire pit near the yurt. That was not a make or break for us though. The view of the 3 Sisters is amazing!! The quiet surroundings was exactly what we needed. The bed was comfortable, the kitchen was fully equipped. We will be back, we loved the property and the yurt.

4.89 out of 5 average rating, 302 reviews

Cottage in Terrebonne

Quiet central Oregon desert retreat with a view!

DondiRating, 5 stars1 day ago

There was excellent communication from the host. The property is outside of town and is very quiet. It does take a 15-20 minute drive to get to stores or a gas station.

4.98 out of 5 average rating, 52 reviews

Home in Madras

Madras Oak House

BeverlyRating, 5 stars2 weeks ago

What a gem! Had all we needed and more! Patricia was quick to respond when we had questions. Walkable to several parks that our kids loved. The place was clean and stocked with all the basics and even coffee and tea!

4.98 out of 5 average rating, 45 reviews

Home in Madras

Newly Remodeled 2BR Retreat with Private Backyard!

FaithRating, 5 stars1 day ago

We had a very comfortable stay at Brett & Karen’s! It was very clean and had everything you needed. Would recommend. 👍

Superhost

Tiny home in McKenzie Bridge

4.83 out of 5 average rating, 18 reviews

The Fern Tiny Cabin & Kitchen

RachelleRating, 5 stars3 days ago

The perfect getaway! Quaint and cozy! Loved the open windows, the old house when the kitchen area was and the outdoor tub :)