Close to downtown Sisters
These properties are located just outside of downtown Sisters. Some are within walking or biking distance.
23 properties available
Jacob’s Ladder is a charming 3-bedroom, 2 1/2-bathroom family friendly vacation home ideally located in the community of Black Butte Ranch. With so much space, it is perfect for a family vacation, or getting together with friends. Inside, the well-appointed kitchen, complete with bar stools, opens up to a dining room for more formal meals. Relax in
Jacobs Ladder - Black Butte Ranch
3 Bedrooms
$135 - $861 / per night
3
bedrooms
2
baths
9
guests
4.9
(13)
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
$149 - $1,131 / per night
5
bedrooms
11
guests
4.7
(9)
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
Sisters Chalet
1 Bedroom
$73 - $319 / per night
1
bedrooms
1
baths
4
guests
4.9
(19)
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
$90 - $486 / per night
3
bedrooms
2
baths
7
guests
5
(15)
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
Hiker`s Hideaway
3 Bedrooms
$109 - $554 / per night
3
bedrooms
2
baths
6
guests
4.8
(11)
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
Canyon Perch
3 Bedrooms
$124 - $488 / per night
3
bedrooms
2
baths
6
guests
4.8
(16)
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
Sisters Retreat Lower
1 Bedroom
$58 - $304 / per night
1
bedrooms
1
baths
5
guests
4.8
(17)
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
$84 - $408 / per night
1
bedrooms
1
baths
5
guests
4.9
(37)
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
Wagon Wheel Home
5 Bedrooms
$124 - $913 / per night
5
bedrooms
3
baths
10
guests
5
(2)
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
Ponderosa Sunset Retreat
2 Bedrooms
$120 - $694 / per night
2
bedrooms
2
baths
6
guests
5
(16)
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
Kittyhawk Retreat
3 Bedrooms
$128 - $623 / per night
3
bedrooms
2
baths
8
guests
5
(4)
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 - $706 / per night
3
bedrooms
2
baths
7
guests
4.5
(2)
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