Vacation Rentals


Properties Available 51 properties available
Time for a romantic getaway? Whychus Canyon home is the perfect spot.Craving some sunlight? South-facing wall of windows fills the cabin with warm sunny light. Watch the sunrise over the canyon and set over the mountains, quiet, peaceful, relax, and stargaze. Located 7 miles NE of Sisters Oregon, this newly built home is situated on over 1 acre at
Hot HOT 13
Canyon Perch
3 Bedrooms Pet Friendly
$125 - $298 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Hot HOT 15
Timber Creek Escape
3 Bedrooms Pet Friendly
$90 - $311 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (13)
This wonderful retreat is a newly updated, 3-story “A”-frame cabin located in the quaint community of Crossroads in Sisters, Oregon that can sleep 10 people comfortably. The private home backs up to the natural public lands of the Deschutes National Forest, yet is located just 3 short miles from downtown Sisters with all of its year-round charm. Yo
Hot HOT 24
Juniper and Pine - A High Desert Lodge
3 Bedrooms Pet Friendly
$199 - $521 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
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 14
Fourth Sisters Bliss
2 Bedrooms
$119 - $200 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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
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
Metolius Cabin 3
2 Bedrooms
$225 - $472 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 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
Welcome to Fairway View, a distinctive residence located on the 7th hole of Big Meadow golf course, in the prestigious Black Butte Ranch community.Inside, this three story home boasts generously sized living areas, perfect for family gatherings and entertaining. On the second level you will find a well-equipped kitchen featuring modern appliances,
Fairway View
5 Bedrooms
$145 - $826 / per night
Bedrooms 5 bedrooms
Guests 11 guests
Previously known as Sister Home Lower, Sisters Retreat Lower allows you to experience a fresh and contemporary getaway that exudes warmth and positivity. This charming accommodation offers everything necessary for a delightful stay, all within a short stroll to the vibrant downtown area, where ample parking awaits.Designed to cater to those intendi
Hot HOT 10
Sisters Retreat Lower
1 Bedroom Pet Friendly
$59 - $183 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 4.8 (16)
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
Hot HOT 14
The Quails Nest
3 Bedrooms Pet Friendly
$114 - $533 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (5)
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 11
Magical Sisters Retreat
2 Bedrooms
$95 - $348 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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
Hot HOT 14
Fourth Sister Retreat
2 Bedrooms
$115 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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