Vacation Rentals


Properties Available 51 properties available
Enjoy a quiet and picture-perfect cabin experience while relaxing in style. From the fresh, new carpet to the furnishings, granite countertops, stainless steel appliances, new beds, and original oil paintings throughout, our recently renovated cabin offers an uncommon level of luxury and sophistication. A state of the art flat screen television, DV
Metolius Cabin 9
2 Bedrooms
$225 - $633 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 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 - $307 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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
Hot HOT 40
The Sisters Moose
3 Bedrooms
$99 - $192 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (20)
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 - $429 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Welcome to our charming vacation rental in the picturesque Tollgate neighborhood of Sisters, Oregon. This delightful getaway offers a comfortable and spacious retreat for your family or group of friends, boasting four bedrooms, two bathrooms, and a variety of amenities to make your stay memorable.As you step inside, you'll be greeted by a warm and
Halter Garden Home
3 Bedrooms Pet Friendly
$129 - $372 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (3)
Three Peaks Retreat is a beautifully decorated townhouse located in a quiet family neighborhood of Sisters Oregon.  Accommodating up to 6, it's perfect for the family getaway or friends retreat you have been planning.  A cozy and inclusive design, with plenty of space for everyone, you will have no problem entering relax mode.You will feel right at
Three Peaks Retreat
3 Bedrooms
$149 - $326 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (4)
Our sun-drenched deck has been known to lure corporate executives into lazy afternoon naps and long-married couples into falling in love all over again. Sip a steaming hot cup of coffee while taking in an unparalleled view of the Metolius River only steps away from the cabin. Catch up on your letter writing or simply spend a lazy afternoon listenin
Metolius Cabin 7
2 Bedrooms
$225 - $562 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Cabin 12 is cozy, private, and quiet. The furnishings and amenities it offers provide everything you need to make the most of your Metolius River vacation.It is the most private of the cabins. French doors facing east and south provide wonderful light any time of year and open onto a wrap around deck. The river is steps away and the resort offers a
Metolius Cabin 12
2 Bedrooms
$225 - $499 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Explore all that the quaint town of Sisters Oregon has to offer while staying just 8 minutes outside of town. Sisters Sanctuary offers a 3 bedroom, 2 bath house with a full wrap-around deck for guests to enjoy the wildlife that often wanders through the area. The Master suite allows guests to stretch out in a king-sized bed, while the second and th
Hot HOT 12
Sisters Sanctuary
3 Bedrooms Pet Friendly
$129 - $312 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (14)
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 Pet Friendly
$89 - $241 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Sitting just off from the historical downtown of Sisters, nestled in the trees, this delightful condo offers a perfect blend of comfort and entertainment, making it an ideal retreat for all. When you enter this condo you will immediately notice the clean and cozy feel it provides. From the decor to the furniture to the wood fireplace, it all provid
Fourth Sisters Bliss
2 Bedrooms
$119 - $200 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 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
Hot HOT 12
Fourth Sister Retreat
2 Bedrooms
$115 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree