Vacation Rentals
42 properties available
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
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
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 upstairs condo nestled in the beautiful town of Sisters, Oregon. This delightful vacation rental offers a perfect blend of comfort and entertainment, making it an ideal retreat for families or groups of friends. As you step inside, you'll be greeted by a warm and inviting living space adorned with a cozy fireplace, creating
Nestled in the friendly Tollgate community just minutes from downtown Sisters, Oregon, The Sisters Moose is the perfect affordable getaway for two couples or a small family looking to relax, explore, and enjoy everything Central Oregon has to offer.This cozy mountain retreat comfortably sleeps up to 7 guests with 2 bedrooms and 2 bathrooms, offerin
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
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 single-level, 3-bedroom, 2-bathroom retreat in an ideal Sisters location. Bathed in natural light, this spacious home boasts an open layout with vaulted ceilings, offering a sense of roominess that allows you to fully unwind. A wood-burning fireplace sets the perfect ambiance for cozy evenings, and the fully equipped kitchen
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
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
Welcome to your own private oasis at this stunning yurt vacation rental located on a 40-acre ranch. With a full bathroom complete with a soaking tub and a fully equipped kitchen, this yurt offers the perfect romantic escape for a couple.Inside the yurt, you'll find a cozy and intimate space, with a comfortable queen-sized bed perfect for two people
We would like to welcome you to The Quails Nest. This charming and whimsical home is in the heart of Sisters Oregon on a quiet neighborhood street.When entering the home, you will notice a welcoming entry way encouraging you to enter relax mode.To the left is the downstairs half bathroom, and as you proceed into the home you are greeted by an open
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