Vacation Rentals
51 properties available
Ponderosa Sunset Retreat is a gorgeous, 2 bedroom 2 bath condo located fountain side in the Pine Meadow Village community moments away from Sisters city center. Accommodating up to 6, it's perfect for two small families, a couples trip, or a friends getaway! The spaceWe can't wait to welcome you to The Ponderosa Sunset Retreat! Our home is locate
Previously known as Sister Home Upper, Sisters Retreat Upper is new and modern, bright and cheery, with all you need for comfortable lodging with short walk to downtown and plenty of parking.If you plan to be out and about most of the time you are visiting Sisters, this place is perfect and comfortable for up to 5 people.Park the car, close to ever
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 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
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
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
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
Like so many of our return guests, you will begin counting down the days until your next visit the moment you check out. Whether it’s a reprieve from your busy life or a romantic retreat, you will want to make cabin four a special tradition for years to come.This spacious cabin has provides plenty of room to spread out and has more modern accommoda
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
Park the car and walk or bike to everything in town, mountain views, and A/C. Come to Sisters and take in the views of four mountains and a pond w/seasonal fountain from this condo. It is on the west edge of Sisters and only a few blocks to the heart of downtown Sisters to shop, dine, browse. Year-round spa and seasonal pool privileges are included
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
This Beautiful home has room for the whole family, extended family, and friends. Located in the neighborhood of Tollgate, you are surrounded by acres of National Forest, have access to the seasonal pool, biking paths, a tennis court, and a basketball court. Making memories is easy in this spacious home. Imagine relaxing in the hot tub with your
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