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
Tucked away on 3 peaceful acres with jaw-dropping views of the Three Sisters and Broken Top, Vista View Retreat is your perfect home base for adventure, rest, and everything in between. Just a short 10-minute drive from the heart of downtown Sisters, this 4-bedroom, 2-bathroom home comfortably sleeps up to 8 guests and welcomes dogs, making it idea
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
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
Escape to Branch B – Juniper Studio, a thoughtfully designed studio located on the first floor. Ideal for couples or solo travelers looking to explore everything Central Oregon has to offer. Located just a short walk from downtown Sisters, you’ll be steps from coffee shops, boutiques, galleries, and local dining.This small yet comfortable studio fe
Like so many of our return guests, you will begin counting down the days until your next visit the moment you check out. Whether it’s a reprieve from your busy life or a romantic retreat, you will want to make cabin four a special tradition for years to come.This spacious cabin has provides plenty of room to spread out and has more modern accommoda
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
Welcome to Cascade View Retreat, a spacious, dog-friendly Sisters getaway with beautiful views of the Sisters Mountains and plenty of room for families to relax, reconnect and enjoy Central Oregon together.Sleeping up to 8 guests, the home is especially well suited for families and groups who want comfortable sleeping spaces while still having a ce
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
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
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
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
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
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