Early Bird Booking
Early Bird Booking Promo – Plan Ahead & Save 10%
Planning your getaway early has its perks! Book your stay 90 days or more before your arrival date and enjoy 10% off your reservation. It’s the perfect way to lock in your favorite vacation rental, secure the best dates, and save on your upcoming trip.
This offer is valid on new bookings only and cannot be combined with other promotions or discounts.
Ready to start planning your next escape?
📞 Call 877.632.7007 to book your stay and claim your Early Bird savings!
50 properties available
Welcome to our charming ground level condo located in the heart of Sisters, Oregon. This cozy and inviting two-bedroom, two-bathroom vacation rental is the perfect place to unwind and enjoy all that this beautiful town has to offer. As you step inside, you'll be greeted by a spacious and tastefully decorated living area with comfortable seating, pe
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
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
Previously known as Sisters Home Lower, Sisters Retreat Lower offers a clean, modern space perfect for travelers looking to explore the beauty and charm of Sisters, Oregon. This ground-level one-bedroom unit is designed for those who plan to spend their time adventuring, dining, and enjoying everything the town and surrounding wilderness have to of
Pine Haven is designed for comfort and convenience. The master suite features a king bed, while the second and third bedrooms each include a queen bed. With two full bathrooms, mornings and evenings are stress-free for everyone. The inviting living area includes a cozy fireplace and TV with cable, while the fully equipped kitchen has everything you
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
Looking for a cozy and modern mountain retreat for your upcoming spring or summer vacation? Look no further than the Hiker's Hideaway in Sisters, Oregon! Our newly remodeled 3 bedroom, 2.5 bath townhouse is perfect for small families, couples, or friends looking to enjoy all that the area has to offer.Our spacious layout and stylish design will imm
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
Welcome to Branch A – Aspen Suite, a thoughtfully designed studio just a couple of blocks from Sisters Coffee and an easy walk to downtown shops, dining, and local events. This inviting space comfortably sleeps up to four guests with a queen bed and Murphy bed, making it ideal for couples, small families, or friends traveling together.The studio fe
Cabin 5 – Metolius River RetreatNestled along the serene banks of the Metolius River, this charming cabin offers a peaceful escape surrounded by lush greenery and the soothing sounds of flowing water. Combining rustic charm with modern comforts, it’s the perfect retreat for relaxation or outdoor adventure.Step onto the back porch to enjoy breathtak
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
Welcome to The Branches on Jefferson, a unique opportunity to reserve an entire building in the heart of Sisters. Ideal for family gatherings, friend groups, wedding parties, and event travelers, this property combines togetherness with privacy—something rarely found in downtown locations.With three separate apartments under one roof, everyone can
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