Properties in City of Sisters

Homes and condos conveniently located in the City of Sisters. Walk or bike to most everything.


Properties Available 12 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 - $199 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 4.9 (34)
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
Hot HOT 10
Riley`s Mountain View
2 Bedrooms Pet Friendly
$119 - $336 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (17)
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 15
Rise and Shine
3 Bedrooms
$129 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (14)
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 - $362 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (4)
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 59
Mountain Sage
3 Bedrooms Pet Friendly
$125 - $454 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
Inviting and sunny, the wall of windows and vaulted ceilings make this condo a delight to be in, in the quaint Pine Meadow Village neighborhood. Enjoy everything Sisters has to offer, walk to everything in town, hang out at the pool (seasonal), or soak in the hot tub. There are tennis courts just a couple of blocks too! This upstairs condo has one
Hot HOT 17
Pine Rest
2 Bedrooms Pet Friendly
$110 - $293 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (15)
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 Pet Friendly
$59 - $140 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 4.8 (16)
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 16
Fourth Sister Retreat
2 Bedrooms
$115 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
$119 - $370 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
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 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
Hot HOT 36
Pine Street Cottage
3 Bedrooms
$150 - $321 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.5 (2)
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 48
Big Mountain View Condo
2 Bedrooms Pet Friendly
$119 - $505 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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