Vacation Rentals
51 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 - $435 / per night
2
bedrooms
2
baths
6
guests
5
(3)
Charming Combined Retreat - Sisters Retreat Upper and Sisters Retreat LowerExperience the best of both worlds with our combined vacation rental offering: Sisters Retreat Upper and Sisters Retreat Lower. This extraordinary getaway provides a harmonious blend of contemporary comfort, warmth, and positivity. Nestled just a short stroll away from the l
Sisters Retreat Upper/Lower
2 Bedrooms
$124 - $316 / per night
2
bedrooms
2
baths
10
guests
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
Riley`s Mountain View
2 Bedrooms
$118 - $513 / per night
2
bedrooms
2
baths
6
guests
4.9
(23)
Escape to the beauty of central Oregon and stay in our charming 3-bedroom, 2 full bath, 2-story vacation rental nestled in the serene Tollgate community of Sisters, Oregon. Perfect for families, friends, or couples seeking a relaxing getaway, this cozy retreat offers a range of amenities that promise to elevate your vacation experience.Step inside
Martingale Lodge
3 Bedrooms
$113 - $458 / per night
3
bedrooms
2
baths
8
guests
5
(4)
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)
Like so many of our return guests, you will begin counting down the days until your next visit the moment you check out. Whether it’s a reprieve from your busy life or a romantic retreat, you will want to make cabin four a special tradition for years to come.This spacious cabin has provides plenty of room to spread out and has more modern accommoda
Metolius Cabin 4
2 Bedrooms
$224 - $693 / per night
2
bedrooms
1
baths
6
guests
5
(10)
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 - $368 / per night
3
bedrooms
2
baths
7
guests
4.5
(2)
Newly remodeled 2 bedroom 2 bath home just outside of Sisters. Located on a private, wooded, one acre lot in Crossroads.Your dog will enjoy this vacation as well with a fully fenced front yard. This is the enchanted area of the explorers Lewis and Clark, offering miles and miles of rivers, lakes, forest, and stunning mountain peaks.For the golfer
Bluegrass
2 Bedrooms
$88 - $447 / per night
2
bedrooms
2
baths
5
guests
4.6
(32)
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
$120 - $675 / per night
2
bedrooms
2
baths
4
guests
5
(9)
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 - $656 / per night
3
bedrooms
2
baths
10
guests
4.7
(24)
We would like to welcome you to The Quails Nest. This charming and whimsical home is in the heart of Sisters Oregon on a quiet neighborhood street.When entering the home, you will notice a welcoming entry way encouraging you to enter relax mode.To the left is the downstairs half bathroom, and as you proceed into the home you are greeted by an open
The Quails Nest
3 Bedrooms
$113 - $592 / per night
3
bedrooms
2
baths
7
guests
5
(11)
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
$153 - $828 / per night
3
bedrooms
3
baths
10
guests
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