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Madras vacation rentals

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Top-rated vacation rentals in Madras

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest suite in Prineville

4.93 out of 5 average rating, 242 reviews

Artsy Guest House Nestled in the Rimrock

This property is truly an oasis from the hustle and bustle of city life. When you arrive, the massive rimrock wall will greet you; it is home to abundant wildlife (owls, deer, coyotes oh my). Shrouded by silence, the trill of frogs will put you to sleep. Mornings start with sunrise over the Ochoccos and full views of the valley and the crooked river at its base. Take a hike at Smith Rock, visit the Painted Hills or find yourself headed to town (Bend: 45 min, Prineville: 10 min, Redmond: 25 min).

Rental unit in Redmond

4.97 out of 5 average rating, 484 reviews

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 apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A huge covered deck with magnificent views will make you feel right at home. Get your trip started off right with a gorgeous sunrise over Smith Rock.

Home in Terrebonne

4.98 out of 5 average rating, 859 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!

Guesthouse in Terrebonne

4.86 out of 5 average rating, 224 reviews

15 min from SmithRock pets allowed affordable spot

close to smith rock. In the crooked river ranch community. golf course, tennis court, store, 3 bars, all 5 minutes away. Newly renovated guest house. We do live on 4 dusty acres, and are pet friendly, so although we pride ourselves on the cleaning and sanitizing we perform between guests we also ask if you are super picky to please refrain from booking, as this is definitely not a luxury hotel in the city. We try to keep our price the lowest in the area, and strive to attain that 5 star review.

Guesthouse in Powell Butte

4.89 out of 5 average rating, 102 reviews

Juniper Bunkhouse - newly renovated!

Enjoy either a relaxing or adventurous getaway located on a rustic ranch. Gorgeous views of Smith Rock, Grizzly Mountain and Cascade Mountains can be seen anywhere on the ranch as it is situated at the base of the Powell Butte. Feel free to take a short, easy hike to the edge of the property where there is a bistro table to sit at and admire the Sisters mountains as well as Mt. Jefferson and Mt. Washington. Walk route map provided at the time of stay. We are excited to share the views with you!

Home in Terrebonne

4.97 out of 5 average rating, 234 reviews

Pointe of Blessing with hot tub and canyon views

We hope you will enjoy our Pointe of Blessing. We feel our canyon perch is a gift from God-just 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. Prepare to relax unwind and enjoy spectacular sunrises and moonrises.

Home in Redmond

4.83 out of 5 average rating, 577 reviews

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.

Home in Terrebonne

4.98 out of 5 average rating, 186 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.

Guesthouse in Terrebonne

4.98 out of 5 average rating, 137 reviews

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.

Home in Redmond

4.95 out of 5 average rating, 294 reviews

Downtown Redmond Retreat

Welcome to our charming retreat nestled in the heart of Downtown Redmond! Situated amidst the tranquility of numerous parks in the Dry Canyon and the vibrant energy of downtown's breweries, restaurants, food carts, and shopping, convenience is at your fingertips. Just a quick 5-minute drive to the airport, 15 minutes to Smith Rock, and 20 minutes to Bend, our location offers easy access to nearby attractions. Step out of your front door, and adventure awaits in every direction...

Cabin in Culver

4.91 out of 5 average rating, 113 reviews

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.

Tiny home in Prineville

4.93 out of 5 average rating, 132 reviews

Tiny Pine house in the Ochocos at Wine Down Ranch

Cozy, country tiny home with deck, fire pit, views of meadows, and Ochoco National Forest. Interact with the horses, cattle, and dogs. Serene space with beautiful views of the Cascade mountains. Dark sky certified. View the Milky Way, many constellations, and a few galaxies. Located on 2100 acre Ranch, which is 11 miles from Prineville and 1 mile from the National Forest. Many outdoor activities are available - hiking, mountain biking, snowshoeing, birding, and much more.

Vacation rentals for every style

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Houses

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Hotels

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Madras vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Madras's top sights

Erickson Aircraft Collection5 locals recommend

Eagle Bakery4 locals recommend

Great Earth Cafe & Market4 locals recommend

Other great vacation rentals in Madras

Cottage in Redmond

4.89 out of 5 average rating, 55 reviews

Blossom Cottage Studio

Guest suite in Madras

5 out of 5 average rating, 18 reviews

Honeycomb Guest Suite

Guesthouse in Redmond

4.93 out of 5 average rating, 60 reviews

Unique & quiet w/Hot tub! No check Out list!

Home in Madras

4.98 out of 5 average rating, 45 reviews

Madras Oak House

Guesthouse in Madras

4.96 out of 5 average rating, 78 reviews

Tres Osa's guest house

Home in Madras

4.96 out of 5 average rating, 25 reviews

Newly Remodeled 2BR Retreat with Private Backyard!

Cabin in Prineville

4.96 out of 5 average rating, 206 reviews

Incredible Cabin Incredible Views Dark Sky Area

Chalet in Redmond

4.96 out of 5 average rating, 304 reviews

Wow Holy Cow Chalet

Quick stats about vacation rentals in Madras

Total rentals
30 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
340 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Madras?
Four-legged friends are welcome in Madras. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Madras?
Yes! Work meets play with ease at over 10 vacation rentals in Madras featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Madras?
Madras has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Madras?
Experience the best of Madras with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Madras have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Madras. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Madras have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Madras. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore