Vacation Rentals
50 properties available
Welcome to our charming upstairs condo nestled in the beautiful town of Sisters, Oregon. This delightful vacation rental offers a perfect blend of comfort and entertainment, making it an ideal retreat for families or groups of friends. As you step inside, you'll be greeted by a warm and inviting living space adorned with a cozy fireplace, creating
Fourth Sisters Hideaway
2 Bedrooms
$90 - $525 / per night
2
bedrooms
2
baths
6
guests
5
(2)
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 - $817 / per night
2
bedrooms
1
baths
4
guests
4.9
(10)
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 - $399 / per night
1
bedrooms
1
baths
5
guests
4.9
(37)
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 - $879 / per night
3
bedrooms
2
baths
10
guests
4.7
(24)
Escape to the year-round beauty and adventures of Central Oregon in this luxuriously appointed and recently renovated home on the 15th fairway of Glaze Meadow golf course at Black Butte Ranch. This home features upgrades throughout. Wifi available throughout the house.The great room offers plenty of comfortable seating, large TV (with cable), games
15th Fairway Retreat
3 Bedrooms
$150 - $828 / per night
3
bedrooms
3
baths
10
guests
Welcome to our charming ground level condo located in the heart of Sisters, Oregon. This cozy and inviting two-bedroom, two-bathroom vacation rental is the perfect place to unwind and enjoy all that this beautiful town has to offer. As you step inside, you'll be greeted by a spacious and tastefully decorated living area with comfortable seating, pe
Fourth Sister Getaway
2 Bedrooms
$90 - $444 / per night
2
bedrooms
2
baths
6
guests
5
(4)
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
$328 - $1,162 / per night
5
bedrooms
3
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
$118 - $756 / per night
2
bedrooms
2
baths
6
guests
4.9
(13)
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
$147 - $861 / per night
3
bedrooms
2
baths
9
guests
4.8
(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 - $250 / per night
2
bedrooms
1
baths
6
guests
4.8
(100)
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, sofa , and space for yoga. The
Metolius Cabin 6
1 Bedroom
$275 - $731 / per night
1
bedrooms
1
baths
2
guests
5
(3)
Welcome to your own private oasis at this stunning yurt vacation rental located on a 40-acre ranch. With a full bathroom complete with a soaking tub and a fully equipped kitchen, this yurt offers the perfect romantic escape for a couple.Inside the yurt, you'll find a cozy and intimate space, with a comfortable queen-sized bed perfect for two people
Jumping Juniper Ranch Yurt
Yurt
$70 - $314 / per night
1
baths
2
guests
5
(6)
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