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 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
Experience a Tranquil Getaway at our 2-Bedroom Condo in Pine Meadow Village, Sisters OregonWelcome to our charming 2-bedroom, 2 full bath vacation rental condo located in the peaceful Pine Meadow Village neighborhood of Sisters Oregon. This delightful vacation retreat offers a comfortable and relaxing experience for up to 6 guests.Upon entering, yo
We would like to welcome you to this Deschutes River View Condo located in the beautiful community of Eagle Crest, a 5-Star Resort. This uniquely positioned condo is located on a dead-end street giving you additional privacy and avoiding through traffic.When entering the condo, you will be greeted by an open space with plenty of natural light, roo
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
Welcome to your own private oasis at this stunning vacation rental in Sisters, Oregon. This 40-acre ranch is bordered by 3,500 acres of BLM land, providing you with ample opportunities to explore the great outdoors. With the main house boasting 5 bedrooms and 3 full bathrooms, as well as a 1-bedroom yurt with 1 full bathroom, this property can acco
Welcome to Jacob’s Ladder, a warm and welcoming family retreat in the heart of Black Butte Ranch, perfectly located just a short walk from Glaze Meadow Pool, sports courts, playgrounds, and trails. This spacious 3-bedroom, 2.5-bath home has been a longtime favorite for families and multi-family groups thanks to its thoughtful layout, peaceful setti
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
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
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
Nestled on the banks of the Metolius River, cabin ten offers the most secluded location at the resort. Enjoy the private deck with a lovely view of the river or relax in the casual elegance of hickory, local natural pine, and rich leather furnishings. After a day of uncomplicated cabin life, you will feel the stress begin to melt away.You will find
Family-Friendly Home in Black Butte Ranch – 3BR/2BA Forest RetreatCreate lasting family memories in this cozy and well-equipped home nestled in the heart of Black Butte Ranch, just outside Sisters, Oregon. With space for the whole family, forest views, and access to incredible Ranch amenities, it’s the perfect Central Oregon escape.Home Highlights:
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
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