Holiday houses in Terrebonne

4.98 out of 5 average rating, 898 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!

Superhost

Guest suite in Terrebonne

4.84 out of 5 average rating, 275 reviews

High Desert Adventure Suite

Our guest suite provides a comfortable home-base for anyone looking to explore the high desert. We are just a 5 minute drive from Smith Rock State Park and we provide a parking pass for guests to use. Our neighborhood is quiet and our home is on a cul-de-sac. The suite has two rooms; one is a spacious designated bedroom with a queen bed, the other doubles as a second bedroom and living space with a daybed and trundle bed. The suite has it's own private patio and a bit of a view of Smith Rock.

4.83 out of 5 average rating, 620 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.

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.

5 out of 5 average rating, 250 reviews

Tiny home in Redmond

Close to Smith Rock, Mountain View, Country Charm

The Tiny House at Aspen View Farm is just what you need! Great location for exploring beautiful Central Oregon - Smith Rock is only 15 min away. On a unique 14 acre farm, relax and retreat with tranquil Cascade Mountain and country views, say hi to Roo the farm dog, and watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, a/c, heated floors & more! Please read full listing before booking so there are no surprises :)

4.98 out of 5 average rating, 160 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, 174 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.

4.95 out of 5 average rating, 156 reviews

Fallen Snag Lodge next to Smith Rock State Park

One mile from Smith Rock State Park & 30 minutes from Bend, Fallen Snag Lodge will be your very own private nature preserve. A wrap around deck faces the Marsupial rock formations & Crooked river, with lounge chairs set to view hawks, turkey vultures & eagles during the day & for stargazing at night. Ideal for couples or a family wanting to get away from it all in a beautifully appointed, comfortable lodge set in central Oregon's magnificent high desert landscape.

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Other great holiday rentals in Terrebonne

5 out of 5 average rating, 57 reviews

Cabin in Sisters

Majestic A-Frame on 5 acres!

ColeRating, 5 stars1 month ago

We had a blast at Tom's place for Mother's Day! We brought our two dogs, and they loved exploring the property. Getting the air units in each room to function correctly was a bit of a challenge, but Tom was responsive and helped us get them going. Also, there are neighbors close by, but it still feels very private. The hammock attached to the deck and the hot tub were awesome. Great kitchen as well. Easy drive into town for supplies and food. Overall, great experience!

4.93 out of 5 average rating, 41 reviews

Rock Ridge

KassenaRating, 5 stars5 months ago

This is the second time I have stayed at Adams place. It amazing. This is Terrebone, so be aware that the location is not close to Bend. We enjoyed visiting Smith Rock and star gazing at night. The property is far from Bend and Redmond so it has some great night skies. This was a great place for a gathering of friends and family. The kitchen is well stocked with pots, pans, and decent knives (rare find.) Living area is great for gathering at night to chat, play games, and snacks. Beds were all really comfy, even the bunk beds. Adam is a great host who on both visits has been incredibly responsive. If you are looking for a great stay w great views I highly recommend.

4.97 out of 5 average rating, 30 reviews

Guesthouse in Terrebonne

Rusty Ranch Inn

DarrenRating, 5 stars3 weeks ago

Great place. We've stayed here twice now and it was good to us both times.

4.95 out of 5 average rating, 19 reviews

Bird House at Smith Rock

HaliRating, 5 stars1 week ago

Adorable tiny home in the perfect location!

4.89 out of 5 average rating, 301 reviews

Cottage in Terrebonne

Quiet central Oregon desert retreat with a view!

RobinRating, 5 stars1 week ago

We had a great stay here! As others have mentioned, the cabin is quite far from town, but we planned accordingly and it was no big deal. We really appreciated the pack n play, the kids toys, and the fenced in yard. The cabin is very peaceful and private.

4.94 out of 5 average rating, 32 reviews

Guesthouse in Redmond

Marla’s Cozy Shop ADU

DarronRating, 5 stars6 days ago

Location is convenient for hiking at Smith Rock. Host was very friendly, responsive to messages, and provided an excellent recommendation for a local BBQ food truck

5 out of 5 average rating, 17 reviews

Guesthouse in Redmond

Brand New Downtown Redmond Private ADU on Canyon

JudyRating, 5 stars1 week ago

Michelle’s place was a joy for a few days respite from travel. Beautifully furnished, very stylish, and with quality products for guests to use. Kitchen had everything you need to cook with, a supply of herbs, oils, tea and coffee, plus really sharp knives (a rarity in holiday homes)!! Also, the washing machine/drier was a considerate extra. One of our favourites- thankyou Michelle.🥰