Vacation Rentals
51 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
$119 - $502 / per night
3
bedrooms
2
baths
9
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
$329 - $1,108 / per night
5
bedrooms
3
baths
10
guests
With views of the Metolius River from the living room, dining area, and loft, cabin six offers an unmatched sense of tranquility and relaxation only nature can provide.With plenty of space for a comfortable and orderly cabin life, there is no need to live out of suitcases in cabin six. The loft features a queen bed and love seat positioned to take
Metolius Cabin 6
1 Bedroom
$275 - $586 / per night
1
bedrooms
1
baths
2
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
Juniper and Pine - A High Desert Lodge
3 Bedrooms
$199 - $537 / per night
3
bedrooms
2
baths
10
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
Fourth Sister Retreat
2 Bedrooms
$115 - $350 / per night
2
bedrooms
2
baths
6
guests
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
Magical Sisters Retreat
2 Bedrooms
$95 - $360 / per night
2
bedrooms
2
baths
4
guests
Welcome to your own private oasis at this stunning vacation rental in Sisters, Oregon. This 40-acre ranch is bordered by 3,500 acres of BLM land, providing you with ample opportunities to explore the great outdoors. With the main house boasting 5 bedrooms and 3 full bathrooms, as well as a 1-bedroom yurt with 1 full bathroom, this property can acco
Jumping Juniper Ranch House and Yurt
6 Bedrooms
$379 - $1,470 / per night
5
bedrooms
4
baths
12
guests
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
$129 - $589 / per night
3
bedrooms
2
baths
6
guests
4.9
(14)
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
$175 - $475 / per night
2
bedrooms
1
baths
6
guests
4.8
(27)
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 - $319 / per night
3
bedrooms
2
baths
7
guests
5
(13)
Cabin Two is perfectly situated among the trees with a south facing view of the Metolius River. Warm sunlight fills the cabin in the winter and the aspens provide cool shade in the heat of the summer. The dining area and kitchen windows look out to a rustic barn and a wooded area that provides this intimate cabin with privacy.This cabin provides al
Metolius Cabin 2
2 Bedrooms
$250 - $586 / per night
2
bedrooms
1
baths
4
guests
Welcome to our charming vacation rental nestled in the beautiful neighborhood of Tollgate in Sisters, Oregon. This delightful 3-bedroom, 2-bathroom house offers the perfect retreat for your next getaway. With comfortable sleeping arrangements including 2 queen beds, two twin beds, a sleeper sofa, and a queen air mattress, there's plenty of space to
Peters Cabin
3 Bedrooms
$109 - $260 / per night
3
bedrooms
2
baths
8
guests
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