Holiday houses in Sisters

Cozy Cabin near Sisters

Escape to this serene mountain-view cabin, perfect for a peaceful getaway. Enjoy breathtaking vistas, cozy up by the fire, and bring your furry friends—dogs are welcome! With a fully equipped kitchen and modern comforts, it’s your ideal retreat for relaxation and adventure. Wander the grounds and relax by the private pond and waterfall feature. A true back-to-nature escape with just the right touch of comfort. Located 5 miles outside of Sister’s and 1 mile from the famous Sisters rodeo grounds.

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!

Remodeled Sisters Cabin - HOT TUB - Dog Friendly!

Enjoy your own private saltwater hot tub under the tall pines at this updated 3-bedroom cabin in Sisters, OR. Set on a quiet 1-acre lot in the Crossroads neighborhood, it’s just 5 minutes from the shops and restaurants of downtown Sisters. Inside you’ll find vaulted ceilings, beautiful wood beams, a modern kitchen, updated bathrooms, and a full laundry room. Relax on the large back deck, sip coffee on the covered front porch, and make lasting memories in this perfect Central Oregon getaway.

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.

Downtown Pine Mountain Paradise

Classic Pine Meadow Paradise! 3 bedrooms and an additional ADU, this consists of one King bed, two Queen beds and two twin beds. You will love all of the natural light and french doors right off the living room. Fully equipped kitchen with Island. Master bedroom has mountain views, sandstone shower and soaking tub upstairs. There is also a private ADU over the garage guests are free to use. Enjoy sitting around on the wrap around porch with your favorite drink with family and friends.

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.

Eco cabin near Bend: sauna, spa, king bed, EV plug

If you’re heading to Central Oregon to hike, ski, or explore, our cabin is the perfect spot for you. Tucked away on a quiet acre in Three Rivers, we offer a cozy, eco-friendly basecamp for your adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

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.

Newly remodeled lodge @ Pole Creek Ranch!

Immerse yourself in a relaxing retreat-like setting at this iconic 345-acre ranch at the foot of the Three Sisters Mountains. Just a short walk to the historic Western frontier town of Sisters, the Lodge at Pole Creek Ranch is tucked into majestic Ponderosa pines and feels a world away. Expansive mountain views, abundant wildlife, and access to miles of Deschutes National Forest trails, PCR is your haven away from home. Come stay, relax, rejuvenate, and celebrate!

Panoramic Mountain View Oasis

Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

Central Modern Guesthouse with EV Charger

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

Beautiful Townhome with Patio

Adorable home in Pine Meadow Village, 7 min walk to downtown Sisters. Guest love the art, decor and brightness. “Highly Recommended!” “We’ll come back” is a frequent guest review. Escape to Central Oregon and experience the magic of Sisters at our cozy retreat. From this adorable home, you can walk to everything in downtown Sisters! Whether you're seeking adventure in the great outdoors or a relaxing getaway, this is your perfect base camp.