Vacation Rentals
54 properties available
Stay Together in Sisters – Entire Building Rental (Upper + Lower)Bring your group together and enjoy the comfort of having both Sisters Retreat Upper and Sisters Retreat Lower all to yourselves. This unique combo stay offers the perfect setup for families, friends, or small groups who want to stay close—while still having their own space.Located ju
Your Black Butte Ranch Family EscapeTucked among the towering pines of beautiful Black Butte Ranch, this cozy and welcoming retreat is the perfect place to slow down, reconnect, and experience the best of Central Oregon.Whether you're planning summer adventures, family bike rides, winter ski days, or peaceful mornings surrounded by nature, this hom
The 4th Sister Lodge - Bottom floor, easy access to assigned parking. These condominiums are surrounded by Creekside park where Whychus Creek runs year round. The complex features a seasonal pool and year round sauna and hot tub. Also a club house with a pool table, ping-pong, foosball and a fitness area. It's an easy walk to the historical town o
Welcome to our charming ground level condo located in the heart of Sisters, Oregon. This cozy and inviting two-bedroom, two-bathroom vacation rental is the perfect place to unwind and enjoy all that this beautiful town has to offer. As you step inside, you'll be greeted by a spacious and tastefully decorated living area with comfortable seating, pe
Welcome to Cabin 2 at Metolius River Resort, your cozy forest retreat in Camp Sherman, Oregon, where the sound of the river and rustling aspens create the perfect backdrop for rest and rejuvenation.This inviting cabin is designed for those who love the outdoors but appreciate the comforts of home. The living room features a wood-burning fireplace t
Cozy Loft Retreat | Walk to Downtown SistersWelcome to Pine Street Loft, a charming loft-style retreat in the heart of Sisters, Oregon. Thoughtfully designed for couples, solo travelers, and small families, this inviting getaway combines modern comfort with the relaxed pace of a mountain town.Located just a short walk from downtown Sisters, you'll
Sitting just off from the historical downtown of Sisters, nestled in the trees, this delightful condo offers a perfect blend of comfort and entertainment, making it an ideal retreat for all. When you enter this upstairs condo you will immediately notice the clean and cozy feel it provides. From the decor to the furniture to the wood fireplace, it a
Escape to your own private paradise at this stunning vacation rental in Sisters, Oregon. This beautiful 40-acre ranch is bordered by 3,500 acres of BLM land, providing you with endless opportunities to explore the great outdoors. With 5 bedrooms and 3 full bathrooms, this home can accommodate up to 10 guests comfortably.Inside, you'll find that the
Cabin 5 – Metolius River RetreatNestled along the serene banks of the Metolius River, this charming cabin offers a peaceful escape surrounded by lush greenery and the soothing sounds of flowing water. Combining rustic charm with modern comforts, it’s the perfect retreat for relaxation or outdoor adventure.Step onto the back porch to enjoy breathtak
Welcome to The Branches on Jefferson, a unique opportunity to reserve an entire building in the heart of Sisters. Ideal for family gatherings, friend groups, wedding parties, and event travelers, this property combines togetherness with privacy—something rarely found in downtown locations.With three separate apartments under one roof, everyone can
Inviting and sunny, the wall of windows and vaulted ceilings make this condo a delight to be in, in the quaint Pine Meadow Village neighborhood. Enjoy everything Sisters has to offer, walk to everything in town, hang out at the pool (seasonal), or soak in the hot tub. There are tennis courts just a couple of blocks too! This upstairs condo has one
Modern Mountain Retreat in the Heart of SistersWelcome to Alpine Modern, a stylish and comfortable downtown retreat designed for families, couples, and friends looking to experience the best of Sisters, Oregon.Perfectly located within walking distance of downtown, you'll have easy access to local restaurants, coffee shops, boutiques, galleries, par
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