Vacation rentals in Sisters

4.95 out of 5 average rating, 135 reviews

The exterior of a quaint cottage is showcased, featuring a stone pathway leading to a dark front door. Two adirondack chairs are positioned by the entrance, adjacent to a grassy area. Large windows offer light, framed by decorative shutters, amidst a peaceful natural setting.

Tiny home in Bend

Private Cottage, Mountain Views, Close to Bend

Private “Arukah Cottage” in highly desirable Tumalo (just 15 minutes from Bend) with gorgeous mountain views. Enjoy the peace and quiet of the country without being far from the city. With a quaint interior layout and a private sauna, picnic area, and fire pit just a few steps away, this place is perfect for rest & relaxation. Amenity rich with: Sauna, fire-pit (wood provided) picnic table, private driveway & entry, queen bed, AC, WiFi, Smart TV, and mountain views from bed and the kitchen sink.

4.94 out of 5 average rating, 134 reviews

A newly built condo complex features a charming entrance with front porches. Well-maintained landscaping includes colorful flower beds and green shrubs, framed by tall trees. The clear blue sky above casts a bright ambiance, accentuating the inviting architectural design.

Condo in Sisters

Views! 1 Blk to Town,New+Spotless, pets ok- Middle

Prime Sister's location, Safe upscale neighborhood! Newly built condo offers EVERYTHING you expect without sacrificing a thing! Only 1 block to downtown restaurants/shopping. Leave your car at the unit and walk! Fully stocked Kitchen, comfy king size bed in master, queen size sofa / sleeper in living room! Relax on sofa or the new recliner, excellent wi-if, internet, cable tv, Netflix. Washer/dryer to use too! Pet friendly, under 40 lbs, $35.00 pet fee per pet. This unit is also ADA co

4.99 out of 5 average rating, 517 reviews

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.

4.97 out of 5 average rating, 519 reviews

A spacious outdoor deck is furnished with two Adirondack chairs facing a circular fire pit. A panoramic view of distant mountains and valleys is framed by a railing, showcasing the landscape under clear blue skies.

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

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.

4.97 out of 5 average rating, 306 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.

An open-plan living space features a wooden dining table surrounded by white chairs, complemented by a decorative plant in a pot. Natural light filters through a skylight and windows, enhancing the wooden beams and soft color palette of the room.

5 out of 5 average rating, 145 reviews

Modern Mountain Cabin Close to Town (HOT TUB!)

Come enjoy this beautiful home filled with tons of natural light, skylights, a cozy fireplace and a highly functional open floor plan. The backyard features a newly built deck and outdoor dining, BBQ, patio loungers, fire pit and HOT TUB! All the benefits of a quiet neighborhood while being just a 5 - 10 minute walk from the heart of downtown Sisters and a short drive to endless hikes and running trails, beautiful lakes and rivers, skiing, rock climbing, mountain biking and so much more.

4.88 out of 5 average rating, 206 reviews

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.

The exterior of a charming A-Frame cabin is surrounded by tall trees and features a welcoming front porch. A rustic concrete dining table and red Adirondack chairs are positioned on a gravel patio, offering a comfortable spot for outdoor relaxation.

4.93 out of 5 average rating, 159 reviews

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!

4.95 out of 5 average rating, 127 reviews

A spacious living area features a plush brown sofa accented with white pillows, a wooden coffee table, and a decorative area rug. A large wall art piece of a cow stands out, while an open kitchen is visible in the background.

Home in Sisters

Cozy 2BR Condo w/ Fire Pit, Bikes & Near Downtown

Cozy condo in a peaceful neighborhood just ½ mile from downtown Sisters! Walk or bike to shops, restaurants, parks, and seasonal events. Enjoy a fully equipped kitchen, central heat & A/C, high-speed WiFi, full-size washer/dryer, fire pit, back deck, and his & her bikes. Perfect for couples, families, or outdoor lovers seeking comfort, convenience, and easy access to trails, Hoodoo Ski Area, and all that Central Oregon offers.

4.87 out of 5 average rating, 389 reviews

A cozy living area is seen, featuring a dark sofa against the wall, a coffee table, and a flat-screen TV mounted nearby. The kitchenette includes dark cabinetry, a microwave, and a mini fridge. A clock on the wall and ample natural light enhance the space.

Townhouse in Sisters

Walk to Town Family Meeting Place AIRBNBOB

Home built in 2017 with AirBnb in mind. Private entrance. Smart lock access to upstairs flat. Master bedroom with king bed. Balcony bedroom with amazing queen electric bed (New). Trundle couch with two single beds. Electric cooking area. Mini fridge. Balcony view of snowcapped mountains. High speed WIFI. Wide Screen TV. Apple TV access to Netflix, Youtube, Amazon Prime, etc. New Bidet installed in April 2019.

4.9 out of 5 average rating, 239 reviews

The exterior of a charming cottage features a combination of dark siding and a wood-shingled gable. Large front windows allow natural light to enter, while colorful flower beds and landscaping enhance the inviting entrance. A stone pathway leads to the covered porch area.

Guesthouse in Sisters

Sisters Casita Cottage

My place is close to the town center, parks, and all of beautiful Sisters! You’ll love the Cottage because of the location, the coziness and comfortable bed, the convenience and accessibility. The Cottage is good for couples, those with an infant or small child, solo adventurers, and business travelers.

4.94 out of 5 average rating, 248 reviews

A comfortable living area is highlighted by a large sectional couch adorned with soft pillows. A wood stove provides warmth, while multiple windows offer views of the surrounding Ponderosa Pine forest. A coffee table holds a decorative tray, contributing to the cozy ambiance.

Home in Sisters

Private Peaceful Cabin in Sisters!

Upon your arrival in Tollgate, a wonderful community only 1.5 miles out of Sisters, you will feel the stresses of your everyday life magically drop away as you are surrounded by the serenity and beauty of a Ponderosa Pine forest within the quiet ambiance of Tollgate.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Sisters vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Sisters house rentals

4.94 out of 5 average rating, 109 reviews

The exterior of the newly constructed home showcases a modern design with a front porch illuminated by warm lighting. Large windows frame the entrance, providing views of the surrounding natural landscape. The property features rocky landscaping with sparse vegetation and a hot tub visible to the side.

Home in Bend

Brand new home* Hot tub* Mountain Views* Sleeps 8

Superhost

A modern farmhouse exterior showcases a two-story structure with a clean, white facade accented by dark windows and a covered porch. Two red chairs sit invitingly on the porch, framed by a gravel pathway and lush greenery.

4.94 out of 5 average rating, 191 reviews

Smith Rock Hideout - Cascade mountain views

4.95 out of 5 average rating, 688 reviews

A cozy living area features a leather couch facing a propane stove, with a warm fire flickering. Two wooden stools are positioned at a small table, and a stack of magazines is displayed on a wooden coffee table. Natural light filters through the window.

Home in Redmond

"Little Pine Cabin" attached to my home.

4.95 out of 5 average rating, 263 reviews

A scenic view of the Three Sisters Mountains is displayed in the background, with lush greenery and trees in the foreground. The sky is clear blue, and the snow-capped peaks contrast against the landscape, creating a tranquil rural atmosphere.

Home in Bend

Beautiful 10 acre farm stay in Tumalo!

4.98 out of 5 average rating, 160 reviews

A welcoming bedroom is seen through open glass doors, leading to a serene courtyard patio. A small television is mounted on the wall, while a textured blanket drapes over a wooden storage unit. An ornamental plant adds a touch of greenery beside the bed.

Home in Bend

One Bedroom/Bathroom w/ TV Studio & Outdoor Patio!

Superhost

A living area is highlighted by a comfortable gray sofa, with a coffee table situated in front. A light-colored area rug covers the wooden floor. Natural light enters through a window adorned with sheer curtains, and a tall wooden shelf displays decorative items, including a small statue.

Home in Sisters

4.89 out of 5 average rating, 131 reviews

Sisters Home Upper - One bedroom/One bath -

4.92 out of 5 average rating, 147 reviews

Smith Rock Oasis w/ Hot Tub Steps to the Park

An expansive deck overlooks the Deschutes River canyon, featuring a hot tub and several outdoor seating areas. The rugged landscape is characterized by rocky cliffs and sparse vegetation, leading to a serene view of the river winding through the canyon.

4.96 out of 5 average rating, 474 reviews

Canyon House, Crooked River Ranch

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Other great vacation rentals in Sisters

A-frame cabin is framed by tall pine trees, showcasing a spacious wooden deck with steps leading to an outdoor hot tub. Large windows allow natural light to fill the interior, while a shaded area offers seating under an umbrella.

5 out of 5 average rating, 65 reviews

Majestic A-Frame on 5 acres!

5 out of 5 average rating, 32 reviews

A charming entrance is framed by a mature tree and manicured shrubs. The natural wood siding of the house complements the wooden porch, where seating is visible. A well-maintained pathway leads to the double front doors, inviting guests into the home.

Townhouse in Sisters

Eloquent Townhome Perfect Downtown Location

4.91 out of 5 average rating, 32 reviews

The entrance to the cabin is showcased with a porch containing a rocking chair. The door, painted in a soft orange hue, complements the warm wooden facade. A decorative canoe and potted plant are positioned nearby, enhancing the welcoming ambiance.

Apartment in Sisters

Pine Grove Suite Getaway, in Sisters, Oregon

5 out of 5 average rating, 7 reviews

A charming exterior showcases two brightly colored turquoise chairs placed on a concrete patio in front of a wooden garage door. Natural sunlight highlights the warm tones of the entrance and surrounding greenery, creating a welcoming first impression.

Apartment in Sisters

Jefferson Hideaway Unit #3

The exterior of the A-frame cabin is showcased, surrounded by tall pine trees. A wooden deck extends from the cabin, providing outdoor seating. A fenced area is visible, complementing the expansive green lawn and inviting atmosphere of the rustic setting.

4.94 out of 5 average rating, 51 reviews

Clover Cabin

Cabin in Black Butte Ranch

The living room features a mix of cozy seating arrangements, including a plush leather couch and a contemporary striped chair. Large windows provide ample natural light and views of the surrounding trees. A coffee table holds various books, and a neutral-toned rug adds warmth to the space.

5 out of 5 average rating, 19 reviews

Pet Friendly Cabin w/ AC- King Beds -Walk to Pool

5 out of 5 average rating, 15 reviews

An aerial view of a green cabin set against a sunset sky featuring mountains in the background. A spacious lawn surrounds the cabin, highlighted by a stone fire pit with seating and a small pond. Nearby, wooden fencing encloses a garden area.

Guesthouse in Bend

Cozy Cabin near Sisters