GM#349 is a spacious 2,855 sq. foot reverse living home that sits on a quiet cul-de-sac at Black Butte Ranch. It sits on over an acre with stunning views of the #14 Fairway of Glaze Meadow! When you enter the great room of this home, you are struck by the beautiful wood walls and trim, tall...

If you're looking for a peaceful Central Oregon getaway to share with your large group, consider staying at this stunning Sisters vacation rental. Custom built by an architect with experience designing churches, this cathedral-esque home boasts five bedrooms, a loft, a private washer/dryer, free...

Nestled in the pines of Black Butte Ranch, this winning 3BR/2BA home accommodates eight guests. Comfy furniture, warm wood details, and a cozy wood stove await your arrival. Enjoy entertainment amenities such as bikes, ping-pong, darts, and a canoe. The Black Butte Ranch community pool, hot tub,...

This traditional log cabin in Sisters, OR will accommodate up to seven travelers to enjoy modern amenities, a shared seasonal pool, and tennis courts! Part of the Tollgate community just three miles from the heart of Sisters, you'll enjoy bike paths and easy access to outdoor fun. With a cozy,...

This vacation home sits on a beautifully landscaped home site with large Ponderosas and vine maple, a perfect habitat for abundant birds and wildlife. The spacious back deck is very private, bordering forest land and there are bird houses everywhere for nesting and a wonderful hot tub to relax in...

This comfortable vacation rental in Sisters is a fantastic place to plan your next Central Oregon adventure. Nestled in Tollgate, an authentic western-style community, when you stay here you will have easy access to city businesses, shared amenities such as a pool, plus your very own private hot...

Escape the hustle and bustle of daily life when you stay at this charming, dog-friendly studio. Enjoy the peace and quiet of the incredible Central Oregon landscape while you reconnect with your loved one and spend time exploring the beautiful natural surroundings. Situated in the countryside 10...

Spacious family-friendly home located on the 16th fairway of Big Meadow Golf Course. Large open kitchen with granite countertops and bar seating. The dining area adjoins the Great Room where you can dine, play cards or games, or lounge in front of the fireplace. Two bedrooms with King and Queen...

This rustic cabin in Sisters, OR offers access to a shared pool, tennis courts, and proximity to wilderness and conveniences for up to eight guests to feel at home! Sitting in the quiet and relaxed Tollgate community three miles outside of Sisters, a quick drive will bring you to the charming...

This newer craftsman style home is walking distance to Downtown Sisters. From the front porch you can view Black Crater. The upstairs family room has a large screen TV and wonderful skylights adding an abundance of natural light. There is a sleeper sofa in this room. The master on the main level...

This spacious (1,744 sq. ft) home has loads of charm and is beautifully updated. Surrounded by Ponderosa Pines and within a short walk to the popular Paulina Springs Pool area, it will be ideal for your family vacation. Paulina Springs Pool, which is as unique as Black Butte and this beautiful...

This condo takes full advantage of the gorgeous views of the 10th Fairway plus the North, the South Sister Mountains as well as Broken Top. There is a large Trex deck where the views are stunning to sunbathe, enjoy the golfers, evening BBQs with family or just relax with friends. This may be the...

This winning 3BR/3BA vacation home is nestled in the pine trees on a half-acre lot in beautiful Black Butte Ranch. With three sitting areas, a cozy gas fireplace, sleeping loft, and an expansive wraparound deck, there’s plenty of room for up to seven guests to gather comfortably. Experience one...

This cozy, charming condo is in a prime location. Walk to most facilities and enjoy the stunning scenery Black Butte offers every time you look outside or venture onto the deck! Perfect for the sunbather or wildlife buff or photographer. This condo is ideal for experiencing the true ambiance of...

Looking for a comfortable and stylish retreat for your next family vacation? This Black Butte Ranch charmer offers a private hot tub, lots of room, and a swanky mid-century style all with deluxe resort amenities like shared pools, multi-use trails, on-site golf, and more! You’ll be staying in one...

If you're planning a Central Oregon getaway, you can't go wrong with a stay at this dog-friendly Bend vacation rental. Whether you're lounging on the spacious decks, admiring the mountain views as you soak in the private hot tub, or relaxing in front of the wood stove, you and your loved ones are...

Plan a delightful multi-family getaway to this 5BR/3.5BA rental for 13 guests. With a spacious kitchen and dining area and two living rooms, there’s plenty of room to spread out. Situated just 3 miles from the heart of Sisters on a five-acre wooded lot, the home is private and secluded while still...

This comfortable, riverfront home in Sister, OR is the perfect spot for your next getaway! Up to eight guests will feel at home here with modern furnishings, access to the Wychus Creek right out the back door, and your own private hot tub. Located in a quiet neighborhood in downtown Sisters,...

Rejoice in the scent of pine trees, sage, and beautiful desert landscape when you take a retreat to Central Oregon. This cute bungalow in Sisters is the perfect home base for a group of six, featuring a large outdoor patio with gazebo seating in any weather, access to a shared pool, and more! Up to...

As you walk into this five bedroom house, you will feel as if you have come home! Charming decor and warmth will make you feel welcome and comfortable. The entry enters into the large great room, with an open concept living space of living room, dining room, and kitchen. The kitchen is updated...

Take a trip to Sisters and enjoy a stay at this charming house right in downtown. With entertainment, a central location, and a separate studio for privacy, up to six guests will have a great time here! Located across from the Village Green City Park just a couple blocks from the main street in...

This 5BR/4BA home offers a private, woodsy stay at Black Butte Ranch, where you can spend your days reading on the wraparound deck, exploring the trails, or making new friends at the horse stable. The Lodge, with indoor pool and rec center, is just a few miles away. Your 3,000 sq. ft. retreat...

Say hello to a relaxing, laid-back Central Oregon getaway when you stay at this secluded Sisters vacation rental. Nestled on five acres just outside the city limits, this home boasts a private hot tub and a wood-burning fireplace in addition to convenient amenities such as a washer and dryer....

Sisters Tollgate Cabin is nestled among the pine trees on the edge Deschutes National Forest. Knotty pine walls and western decor provide rustic ambience in this two bedroom vacation cabin. Downtown Sisters is just three miles away, where art, culture, and dining abound. Premier mountain biking,...

Retreat to this large, spacious home in Sisters with your family and friends - plus the family dog! You'll have plenty of room to relax, a lovely deck with a gas grill, and a great location near town and lots of outdoor recreation. Located in the quiet Squaw Creek community of Sisters, this home...

Plan a rejuvenating trip to Central Oregon at Sisters Mountain View Ranch, where you'll find 30 acres of private land and a private hot tub for a family of up to eight to have a great time! Located a few miles south of downtown Sisters, you'll enjoy privacy while still having conveniences close at...

Whether you're here for the famous Sisters Rodeo or you're just looking for a quiet home-base from which to explore Central Oregon, you can't go wrong with this charming cottage. Your friends and family will love soaking in the private hot tub here! Sisters' central business district is just a...

This charming 1930's-era bungalow in the heart of historic Sisters offers a comfortable and convenient way to enjoy a romantic or adventure-packed vacation in the Cascades. Set on a quiet street within walking distance to restaurants, coffee shops, galleries and the theater downtown, this Central...