Vacation Rentals
38 properties available
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
This ground level condo is located in the tranquil 4th Sister Lodge condominiums. Sitting just outside of downtown Sisters, 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 will be greeted with a bright, inviting, open living
Welcome to our charming and dog-friendly vacation rental nestled in the beautiful Tollgate community of Sisters, Oregon. This inviting home offers a perfect getaway for your family vacation to Central Oregon. With three bedrooms, a spacious yard, access to a seasonal pool, community basketball and tennis courts, your stay here promises to be a memo
Sisters Retreats | Your Ultimate Sisters BasecampWelcome to Sisters Retreats, a unique collection of three neighboring vacation rentals combined into one incredible property in the heart of Sisters, Oregon.Designed for family reunions, wedding groups, cycling teams, retreats, and multi-family vacations, Sisters Retreats offers the rare opportunity
A True Central Oregon EscapeWelcome to Jumping Juniper Ranch. Your own private oasis just outside Sisters. With 40 acres to explore and direct access to 3,500+ acres of BLM land, this is the perfect place to unplug, spread out, and reconnect with the people you’re traveling with.Whether you're planning a family vacation, friends getaway, or a quiet
Pine Haven is designed for comfort and convenience. The master suite features a king bed, while the second and third bedrooms each include a queen bed. With two full bathrooms, mornings and evenings are stress-free for everyone. The inviting living area includes a cozy fireplace and TV with cable, while the fully equipped kitchen has everything you
Sisters Dream Inn vacation rental is the quintessential retreat for your Central Oregon vacation. This beautiful, charming and authentic 2-story, 2 bedroom (one is in the upstairs loft) and 1.5 bath pine log cabin is situated on a two acre parcel of pine forest land in a very quiet neighborhood set into the Deschutes National Forest only a couple o
Hiker’s Hideaway – Modern Retreat in Sisters, OregonEscape to the beauty of Central Oregon at Hiker’s Hideaway, a stylish and comfortable 3-bedroom townhouse designed for adventure, relaxation, and making memories together.Located in the peaceful Cold Springs neighborhood just minutes from downtown Sisters, this modern mountain retreat is the perfe
Walk to Downtown Sisters | Pool, Hot Tub & Room for 6Discover the best of Sisters, Oregon, from this conveniently located, ground-level 2-bedroom, 2-bathroom condo! With comfortable sleeping arrangements for six, access to a community pool and hot tub, and downtown Sisters just a short walk away, this is the perfect home base for family vacatio
Welcome to your cozy Sisters getaway, a comfortable single-level home in a convenient location for enjoying everything this charming Central Oregon town has to offer.Whether you're visiting for the Sisters Outdoor Quilt Show, Sisters Folk Festival, Sisters Rodeo, a family gathering, or simply a weekend exploring the mountains and trails, this home
Discover a peaceful downtown escape at Branch C – Ponderosa Retreat, a modern upstairs two-bedroom apartment that feels like a treehouse retreat while offering the comfort of a full residence. Surrounded by mature trees and just a short walk from the heart of Sisters, this home combines privacy, convenience, and charm.The apartment includes two pri
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
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