Dog Friendly
These properties accept a dog. Limitations may apply per property, see individual property.
19 properties available
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 - $315 / 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)
Inviting and sunny, the wall of windows and vaulted ceilings make this condo a delight to be in, in the quaint Pine Meadow Village neighborhood. Enjoy everything Sisters has to offer, walk to everything in town, hang out at the pool (seasonal), or soak in the hot tub. There are tennis courts just a couple of blocks too! This upstairs condo has one
Pine Rest
2 Bedrooms
$110 - $500 / per night
2
bedrooms
2
baths
6
guests
4.9
(15)
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)
Escape to the serene beauty of Whychus Canyon, a perfect destination for a romantic getaway or peaceful retreat. This newly built, 3-bedroom, 2-bathroom home offers breathtaking canyon views and an idyllic location to relax and reconnect with nature.Wake up to spectacular sunrises over the canyon, enjoy sunlight streaming through a south-facing wal
Canyon Perch
3 Bedrooms
$124 - $354 / per night
3
bedrooms
2
baths
6
guests
4.8
(16)
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 - $334 / per night
3
bedrooms
2
baths
7
guests
5
(15)
Welcome to our charming and dog-friendly vacation rental nestled in the beautiful Tollgate community of Sisters, Oregon. This inviting home offers a perfect getaway for your family vacation to Central Oregon. With three bedrooms, a spacious yard, access to a seasonal pool, community basketball and tennis courts, your stay here promises to be a memo
Lariat House
3 Bedrooms
$138 - $625 / per night
3
bedrooms
2
baths
8
guests
5
(1)
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
$195 - $828 / per night
3
bedrooms
3
baths
10
guests
Experience a deep togetherness in this spacious home designed for engagement and cozy connection. Mindfulness here can include: Cooking together in the well-appointed chef’s kitchen, star gazing through wide views of mature pine and juniper, nestling into one of several large or small gathering areas to suit the intimacy of conversation, marinating
Kittyhawk Retreat
3 Bedrooms
$180 - $630 / per night
3
bedrooms
3
baths
8
guests
5
(4)
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
$138 - $592 / per night
3
bedrooms
2
baths
7
guests
5
(11)
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 - $225 / per night
1
baths
2
guests
5
(7)
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)
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