Close to downtown Sisters

These properties are located just outside of downtown Sisters. Some are within walking or biking distance.


Properties Available 25 properties available
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,
Hot HOT 11
Fairway View
5 Bedrooms
$144 - $776 / per night
Bedrooms 5 bedrooms
Guests 11 guests
Experience a Tranquil Getaway at our 2-Bedroom Condo in Pine Meadow Village, Sisters OregonWelcome to our charming 2-bedroom, 2 full bath vacation rental condo located in the peaceful Pine Meadow Village neighborhood of Sisters Oregon. This delightful vacation retreat offers a comfortable and relaxing experience for up to 6 guests.Upon entering, yo
Hot HOT 35
Big Mountain View Condo
2 Bedrooms
$122 - $371 / per night
Bedrooms 2 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 11
Timber Creek Escape
3 Bedrooms Pet Friendly
$90 - $254 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (13)
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 40
Kittyhawk Retreat
3 Bedrooms Pet Friendly
$128 - $283 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (1)
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
Hot HOT 32
Mountain Sage
3 Bedrooms Pet Friendly
$124 - $538 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
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 12
Fourth Sister Retreat
2 Bedrooms
$114 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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 35
Juniper and Pine - A High Desert Lodge
3 Bedrooms Pet Friendly
$198 - $424 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
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 28
Sisters Sanctuary
3 Bedrooms Pet Friendly
$128 - $331 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (15)
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 - $228 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 4.9 (34)
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
Hot HOT 11
Bluegrass
2 Bedrooms Pet Friendly
$88 - $220 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Escape to this charming single-level, 3-bedroom, 2-bathroom retreat in an ideal Sisters location. Bathed in natural light, this spacious home boasts an open layout with vaulted ceilings, offering a sense of roominess that allows you to fully unwind. A wood-burning fireplace sets the perfect ambiance for cozy evenings, and the fully equipped kitchen
Pine Street Cottage
3 Bedrooms
$150 - $237 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.5 (2)
The serene Sisters Chalet presents a haven of tranquility, granting breathtaking vistas of the surrounding mountains and lush meadow. Embrace a retreat that feels worlds away, yet 1.5 miles to downtown Sisters, where a plethora of distinctive boutiques and eateries. For ski enthusiasts, this locale is an idyllic haven, positioned 23 mile from Hoodo
Hot HOT 13
Sisters Chalet
1 Bedroom
$58 - $151 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (14)

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