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
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 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
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
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 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
Located in Camp Sherman, this home is part of the charming Metolius River Resort community in the Deschutes National Forest. There's a small general store, as well as a restaurant nearby (as well as 11 other cabins), plus more stores, restaurants, and amenities in the lovely town of Sisters about 15 miles away.Inside, rustic details combine with mo
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
With views of the Metolius River from the living room, dining area, and loft, cabin six offers an unmatched sense of tranquility and relaxation only nature can provide.
With plenty of space for a comfortable and orderly cabin life, there is no need to live out of suitcases in cabin six. The loft features a queen bed, sofa , and space for yoga. The
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
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 our charming vacation rental nestled in the beautiful neighborhood of Tollgate in Sisters, Oregon. This delightful 3-bedroom, 2-bathroom house offers the perfect retreat for your next getaway. With comfortable sleeping arrangements including 2 queen beds, two twin beds, a sleeper sofa, and a queen air mattress, there's plenty of space to
This ground level condo is located in the tranquil 4th Sister Lodge condominiums. Sitting just outside of downtown Sisters, 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 will be greeted with a bright, inviting, open living
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