Dog Friendly
These properties accept a dog. Limitations may apply per property, see individual property.
18 properties available
Welcome to Pine Rest, a bright and comfortable two-bedroom, two-bathroom condo in the quiet Pine Meadow Village neighborhood. Its thoughtful bedroom layout works well for families, couples, or friends traveling together, while its upstairs location offers a peaceful place to unwind after exploring Sisters and Central Oregon.**The Space**Located on
Pine Rest | Pool access | Shared hot tub | Walk to town
2 Bedrooms
2
bedrooms
2
baths
6
guests
4.9
(15)
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
2
bedrooms
2
baths
6
guests
4.9
(23)
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
5
bedrooms
3
baths
10
guests
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 | Peaceful Desert Escape with Views
3 Bedrooms
3
bedrooms
2
baths
6
guests
4.8
(16)
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
2
bedrooms
1
baths
1
half-baths
6
guests
4.8
(101)
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
3
bedrooms
2
baths
1
half-baths
7
guests
5
(11)
A True Central Oregon EscapeWelcome to Jumping Juniper Ranch. Your own private oasis just outside Sisters. With 40 acres to explore and direct access to 3,500+ acres of BLM land, this is the perfect place to unplug, spread out, and reconnect with the people you’re traveling with.Whether you're planning a family vacation, friends getaway, or a quiet
Jumping Juniper Ranch | Private 40-Acre Ranch + Pool, Sauna & Yurt
6 Bedrooms
6
bedrooms
4
baths
12
guests
5
(1)
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
2
bedrooms
2
baths
5
guests
4.6
(32)
Cozy Studio Retreat | Walk to Downtown SistersWelcome to Jefferson Hideaway, a cozy and thoughtfully designed studio retreat tucked away in a quiet neighborhood just steps from downtown Sisters.Whether you're visiting for a romantic getaway, a cycling adventure, a hiking trip, or a relaxing weekend exploring Central Oregon, this private hideaway of
Jefferson Hideaway | Cozy Studio Sisters Retreat | Sleeps 4
Studio
1
baths
4
guests
Sisters Retreats | Your Ultimate Sisters BasecampWelcome to Sisters Retreats, a unique collection of three neighboring vacation rentals combined into one incredible property in the heart of Sisters, Oregon.Designed for family reunions, wedding groups, cycling teams, retreats, and multi-family vacations, Sisters Retreats offers the rare opportunity
Sisters Retreat | Your Ultimate Sisters Basecamp | Perfect for Groups
5 Bedrooms
5
bedrooms
5
baths
14
guests
Cozy Loft Retreat | Walk to Downtown SistersWelcome to Pine Street Loft, a charming loft-style retreat in the heart of Sisters, Oregon. Thoughtfully designed for couples, solo travelers, and small families, this inviting getaway combines modern comfort with the relaxed pace of a mountain town.Located just a short walk from downtown Sisters, you'll
Pine Street Loft | Sisters Loft Retreat | Walk to Everything
1 Bedroom
1
bedrooms
1
baths
4
guests
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
3
bedrooms
2
baths
1
half-baths
8
guests
5
(1)
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