Vacation Rentals
38 properties available
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
Escape to this charming and budget-friendly vacation retreat, perfect for two couples or a small family. With two inviting bedrooms and two bathrooms, this cozy haven comfortably accommodates up to six guests.Nestled just a stone's throw away, you'll discover the Tollgate seasonal pool, a tennis court, basketball court, a delightful children's play
Escape to the year-round beauty and adventures of Central Oregon in this luxuriously appointed and recently renovated home on the 15th fairway of Glaze Meadow golf course at Black Butte Ranch. This home features upgrades throughout. Wifi available throughout the house.The great room offers plenty of comfortable seating, large TV (with cable), games
Tucked away on 3 peaceful acres with jaw-dropping views of the Three Sisters and Broken Top, Vista View Retreat is your perfect home base for adventure, rest, and everything in between. Just a short 10-minute drive from the heart of downtown Sisters, this 4-bedroom, 2-bathroom home comfortably sleeps up to 8 guests and welcomes dogs, making it idea
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
Newly remodeled 2 bedroom 2 bath home just outside of Sisters. Located on a private, wooded, one acre lot in Crossroads.Your dog will enjoy this vacation as well with a fully fenced front yard. This is the enchanted area of the explorers Lewis and Clark, offering miles and miles of rivers, lakes, forest, and stunning mountain peaks.For the golfer
Welcome to Jacob’s Ladder, a warm and welcoming family retreat in the heart of Black Butte Ranch, perfectly located just a short walk from Glaze Meadow Pool, sports courts, playgrounds, and trails. This spacious 3-bedroom, 2.5-bath home has been a longtime favorite for families and multi-family groups thanks to its thoughtful layout, peaceful setti
Welcome to Your Black Butte Ranch GetawaySet right on the golf course, this spacious 3-story retreat offers the perfect blend of privacy, comfort, and classic cabin charm. Ideal for multiple families or group getaways, this home is designed to give everyone space to spread out—while still coming together to create memorable moments.Why Guests Love
Escape to Branch B – Juniper Studio, a thoughtfully designed studio ideal for couples or solo travelers looking to explore everything Central Oregon has to offer. Located just a short walk from downtown Sisters, you’ll be steps from coffee shops, boutiques, galleries, and local dining.This small yet comfortable studio features a queen bed, a wet ba
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
Escape to the serene beauty of Whychus Canyon, a perfect destination for a romantic getaway or peaceful retreat. This newly built, 3-bedroom, 2-bathroom home offers breathtaking canyon views and an idyllic location to relax and reconnect with nature.Wake up to spectacular sunrises over the canyon, enjoy sunlight streaming through a south-facing wal
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
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