Vacation Rentals
50 properties available
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
Come enjoy this newly remodeled three bedroom two and a half bath home located in Sisters (Timber Creek Development). This home is perfectly located to enjoy all Sisters has to offer. Whether you are coming for one of the great events this town puts on or just wanting to getaway for a long weekend this home is a great choice. Come and enjoy our p
Escape to the beauty of central Oregon and stay in our charming 3-bedroom, 2 full bath, 2-story vacation rental nestled in the serene Tollgate community of Sisters, Oregon. Perfect for families, friends, or couples seeking a relaxing getaway, this cozy retreat offers a range of amenities that promise to elevate your vacation experience.Step inside
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
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
Riverfront Eagle Crest retreat with private hot tub, direct trail access, and panoramic Deschutes River views. This quiet end-unit is perfect for families and groups looking for space, scenery, and easy access to resort amenities.Guests consistently love the views, privacy, and location—with trails just steps away and resort amenities close by.What
The fine local art, cork floors, corian countertops, new living room furniture, knotty pine interior, and most importantly – the breathtaking river view – will make your stay in cabin three the complete Metolius River cabin experience. Let your stress melt away as you cuddle up in front of the river-stone fireplace or soak up the morning sun on the
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
Enjoy a quiet and picture-perfect cabin experience while relaxing in style. From the fresh, new carpet to the furnishings, granite countertops, stainless steel appliances, new beds, and original oil paintings throughout, our recently renovated cabin offers an uncommon level of luxury and sophistication. A state of the art flat screen television, DV
Let us welcome you to, Magical Sisters Retreat. A calm and relaxing 2 bedroom 2 bath condo located in the Pine Meadow Village neighborhood. With easy access to Highway 20 and a short walk to downtown; you will be positioned perfectly to enjoy all that Sisters Oregon has to offer. When you enter you will be greeted by an open, bright and inviting s
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
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
Tell us what you're looking for and someone will contact you with available options.