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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!

The Quail Nest

Escape to this bright, modern studio in the charming town of Sisters, OR. Just a short walk to Peterson Ridge Trailhead, Downtown Sisters, and the Village Green, and a short drive to Hoodoo Ski Area and the surrounding National Forest trails, you’ll have easy access to everything this scenic town offers. Built in December 2024, this brand-new space provides a fresh, stylish retreat with everything you need for a relaxing getaway. Book your stay today and experience the best of Central Oregon!

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

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.

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.

Apartment in Sisters, OR. USA

A contemporary 2 bedroom apartment in a quiet neighborhood just 4 blocks from Sisters main street. Minutes from music venues, festival locations, trails, and popular biking routes. Sisters has art, music, movie theater, good coffee, beer, restaurants, and boutique shopping. Village Green is close by. Superb biking, hiking, skiing, fly fishing, and outdoor opportunities abound year round. The apartment is perfect for couples, solo adventurers, business travelers, and families.

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.

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!

Downtown Sisters Modern Home Ideal Location! Dogs!

Walk to all the great restaurants, shops, and parks from this perfect downtown location. Even the creek is only a short walk away. Your family and friends will love sitting in the backyard outdoor living area. This cozy newer home has three upstairs bedrooms and one small downstairs bedroom. If you want your next Sisters vacation and outdoor adventure to be in a comfortable single family home but in proximity to everything the town has to offer this property is for you

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.

Tollgate Retreat: Pool access. Trails & Near Town

Tucked just 5 minutes from downtown Sisters, this family-friendly retreat in Tollgate offers trails out the back door, a big patio, and access to a pool, sports courts, and more. Roam, explore the forest, or unwind with movies by the fire. Fully stocked kitchen, cozy bedrooms with individual heat controls, and space to truly relax. A peaceful basecamp for your next family adventure

Minutes walk Downtown/Cozy Cottage Retreat/Sauna.

“Escape to a special place I call my cottage, a peaceful sanctuary just steps from downtown. Nestled among tall Ponderosa pines with Whychus Creek flowing nearby, for a quick cold plunge. Enjoy a lush private backyard perfect for stargazing from the hammock under the night sky. Multiple decks, a covered gazebo with warm ambient lighting, and a private sauna await you.”