Close to downtown Sisters
These properties are located just outside of downtown Sisters. Some are within walking or biking distance.
23 properties available
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 - $656 / per night
2
bedrooms
2
baths
6
guests
5
(16)
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 - $505 / per night
3
bedrooms
2
baths
7
guests
5
(15)
Escape to this charming and budget-friendly vacation retreat, perfect for two couples or a small family. With two inviting bedrooms and two bathrooms, this cozy haven comfortably accommodates up to six guests.Nestled just a stone's throw away, you'll discover the Tollgate seasonal pool, a tennis court, basketball court, a delightful children's play
The Sisters Moose
3 Bedrooms
$98 - $499 / per night
2
bedrooms
2
baths
6
guests
4.9
(23)
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
Juniper and Pine - A High Desert Lodge
3 Bedrooms
$199 - $1,021 / per night
3
bedrooms
2
baths
10
guests
4.7
(24)
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
$138 - $899 / per night
3
bedrooms
2
baths
9
guests
4.9
(13)
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 - $563 / per night
3
bedrooms
2
baths
6
guests
4.8
(11)
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
Big Mountain View Condo
2 Bedrooms
$122 - $783 / per night
2
bedrooms
2
baths
6
guests
5
(29)
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
Fourth Sister Retreat
2 Bedrooms
$118 - $694 / per night
2
bedrooms
2
baths
6
guests
4.9
(13)
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
Rise and Shine
3 Bedrooms
$128 - $801 / per night
3
bedrooms
2
baths
6
guests
4.9
(19)
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 - $419 / per night
1
bedrooms
1
baths
5
guests
4.9
(37)
Sisters Dream Inn vacation rental is the quintessential retreat for your Central Oregon vacation. This beautiful, charming and authentic 2-story, 2 bedroom (one is in the upstairs loft) and 1.5 bath pine log cabin is situated on a two acre parcel of pine forest land in a very quiet neighborhood set into the Deschutes National Forest only a couple o
Sisters Dream Inn
2 Bedrooms
$174 - $750 / per night
2
bedrooms
1
baths
6
guests
4.8
(100)
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 - $329 / per night
1
bedrooms
1
baths
4
guests
4.9
(19)
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