Vacation Rentals


Properties Available 51 properties available
Explore all that the quaint town of Sisters Oregon has to offer while staying just 8 minutes outside of town. Sisters Sanctuary offers a 3 bedroom, 2 bath house with a full wrap-around deck for guests to enjoy the wildlife that often wanders through the area. The Master suite allows guests to stretch out in a king-sized bed, while the second and th
Hot HOT 11
Sisters Sanctuary
3 Bedrooms Pet Friendly
$128 - $344 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (14)
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
Hot HOT 10
Magical Sisters Retreat
2 Bedrooms
$94 - $297 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Experience a deep togetherness in this spacious home designed for engagement and cozy connection. Mindfulness here can include: Cooking together in the well-appointed chef’s kitchen, star gazing through wide views of mature pine and juniper, nestling into one of several large or small gathering areas to suit the intimacy of conversation, marinating
Hot HOT 17
Kittyhawk Retreat
3 Bedrooms Pet Friendly
$128 - $295 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Situated among the trees of Black Butte Ranch, this property is your home away from home providing you with a cozy haven to relax and unwind. The living room is cozy yet spacious, with ample natural light from big windows and a wood fireplace to keep you warm. In the kitchen you will find all the necessities you will need to prepare food for you a
Forest Haven
3 Bedrooms
$118 - $373 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rise and Shine is a gorgeous, 3 bedroom home 2 bathroom, nestled in a quaint neighborhood Pine Meadow Village just steps away from downtown Sisters! Accommodating up to 6, it's perfect for two small families, a couples trip, or a friends getaway! Our spacious layout and our cozy design will have you entering "relax" mode from your first steps insid
Hot HOT 10
Rise and Shine
3 Bedrooms
$128 - $477 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (14)
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
Timber Creek Escape
3 Bedrooms Pet Friendly
$90 - $263 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (13)
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
The Sisters Moose
3 Bedrooms
$98 - $193 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (20)
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
Sisters Retreat Upper
1 Bedroom Pet Friendly
$84 - $235 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 4.9 (34)
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
Metolius Cabin 4
2 Bedrooms
$224 - $463 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Welcome to your own private oasis at this stunning vacation rental in Sisters, Oregon. This 40-acre ranch is bordered by 3,500 acres of BLM land, providing you with ample opportunities to explore the great outdoors. With the main house boasting 5 bedrooms and 3 full bathrooms, as well as a 1-bedroom yurt with 1 full bathroom, this property can acco
Hot HOT 16
Jumping Juniper Ranch House and Yurt
6 Bedrooms Pet Friendly
$378 - $1,218 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
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
Metolius Cabin 9
2 Bedrooms
$224 - $598 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Nestled on the banks of the Metolius River, cabin ten offers the most secluded location at the resort. Enjoy the private deck with a lovely view of the river or relax in the casual elegance of hickory, local natural pine, and rich leather furnishings. After a day of uncomplicated cabin life, you will feel the stress begin to melt away.You will find
Metolius Cabin 10
2 Bedrooms
$225 - $764 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests

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