Vacation Rentals


Properties Available 51 properties available
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
$85 - $265 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 4.9 (34)
Three Peaks Retreat is a beautifully decorated townhouse located in a quiet family neighborhood of Sisters Oregon.  Accommodating up to 6, it's perfect for the family getaway or friends retreat you have been planning.  A cozy and inclusive design, with plenty of space for everyone, you will have no problem entering relax mode.You will feel right at
Three Peaks Retreat
3 Bedrooms
$149 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (4)
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
Jumping Juniper Ranch Main House
5 Bedrooms Pet Friendly
$329 - $1,075 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
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
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Riley`s Mountain View
2 Bedrooms Pet Friendly
$119 - $338 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (17)
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
Bluegrass
2 Bedrooms Pet Friendly
$89 - $285 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Every season along the Metolius River will leave you feeling refreshed and alive! Relax to the sounds of the birds and flowing waters. Enjoy our complimentary Wi-Fi, a book in front of the river rock fireplace, or watch a show on the state of the art, 32? flat screen Dish satellite TV.The comfort is unmatched. Cabin 11, at 1270 sq. ft., is the larg
Metolius Cabin 11
2 Bedrooms
$295 - $696 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
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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The Quails Nest
3 Bedrooms Pet Friendly
$114 - $533 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (5)
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
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Metolius Cabin 10
2 Bedrooms
$225 - $703 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Experience the allure of this custom-built, ground-level condo nestled in the sought-after Pine Meadow Village. Enjoy the ample outdoor space that surrounds this 1720 sq. ft. home, complete with easy access to the clubhouse, offering a seasonal swimming pool and spa, conveniently located just across the street from this expansive property. Explore
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Mountain Sage
3 Bedrooms Pet Friendly
$125 - $598 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
Sitting just off from the historical downtown of Sisters, nestled in the trees, this delightful condo offers a perfect blend of comfort and entertainment, making it an ideal retreat for all. When you enter this condo you will immediately notice the clean and cozy feel it provides. From the decor to the furniture to the wood fireplace, it all provid
Hot HOT 15
Fourth Sisters Bliss
2 Bedrooms
$119 - $200 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Looking for a cozy and modern mountain retreat for your upcoming spring or summer vacation? Look no further than the Hiker's Hideaway in Sisters, Oregon! Our newly remodeled 3 bedroom, 2.5 bath townhouse is perfect for small families, couples, or friends looking to enjoy all that the area has to offer.Our spacious layout and stylish design will imm
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Hiker`s Hideaway
3 Bedrooms
$109 - $291 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
With views of the Metolius River from the living room, dining area, and loft, cabin six offers an unmatched sense of tranquility and relaxation only nature can provide.With plenty of space for a comfortable and orderly cabin life, there is no need to live out of suitcases in cabin six. The loft features a queen bed and love seat positioned to take
Hot HOT 11
Metolius Cabin 6
1 Bedroom
$275 - $569 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests

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