Vacation Rentals


Properties Available 53 properties available
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 61
Mountain Sage
3 Bedrooms Pet Friendly
$124 - $552 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
Nestled on the banks of the Metolius River, cabin ten offers the most secluded location at the resort. Enjoy the private deck with a lovely view of the river or relax in the casual elegance of hickory, local natural pine, and rich leather furnishings. After a day of uncomplicated cabin life, you will feel the stress begin to melt away.You will find
Metolius Cabin 10
2 Bedrooms
$225 - $674 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
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 11
Riley`s Mountain View
2 Bedrooms Pet Friendly
$118 - $303 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (17)
This Beautiful home has room for the whole family, extended family, and friends.  Located in the neighborhood of Tollgate, you are surrounded by acres of National Forest, have access to the seasonal pool, biking paths, a tennis court, and a basketball court.  Making memories is easy in this spacious home.  Imagine relaxing in the hot tub with your
Hot HOT 16
Wagon Wheel Home
5 Bedrooms
$124 - $561 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
Located in Camp Sherman, this home is part of the charming Metolius River Resort community in the Deschutes National Forest. There's a small general store, as well as a restaurant nearby (as well as 11 other cabins), plus more stores, restaurants, and amenities in the lovely town of Sisters about 15 miles away.Inside, rustic details combine with mo
Metolius Cabin 1
2 Bedrooms
$230 - $631 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 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
$274 - $407 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
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
Hot HOT 13
Sisters Retreat Lower
1 Bedroom Pet Friendly
$58 - $140 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 4.8 (16)
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
Hot HOT 23
Juniper and Pine - A High Desert Lodge
3 Bedrooms Pet Friendly
$198 - $415 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 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
$118 - $332 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
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
Hot HOT 12
Martingale Lodge
3 Bedrooms
$113 - $534 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Situated among the trees of Black Butte Ranch, this property is your home away from home providing you with a cozy haven to relax and unwind. The living room is cozy yet spacious, with ample natural light from big windows and a wood fireplace to keep you warm. In the kitchen you will find all the necessities you will need to prepare food for you a
Forest Haven
3 Bedrooms
$118 - $322 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
Hot HOT 10
Peters Cabin
3 Bedrooms
$108 - $182 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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