Quick Summary: 5 bed + den, 4 bath 4000 sq ft sleeps 12-14 wifi internet access located on the 15th hole of Big Meadow Golf Course **includes hot tub and sauna** This premiere 5 bedroom plus den, 4 bathroom 4000 sq ft home on the 15th fairway of the Big Meadow Golf Course is a...

This updated cabin blends rustic charm with a modern flare! The cabin is comfortable and light and bright. The kitchen, dining area and three bedroom and three baths are located on the first floor and the living area is upstairs. Adults and kids alike will love the location. It's just a short...

Remodeled in 2015, this 5 bedroom, 2.5 bath beautiful Black Butte Ranch home sits on a double lot, has an upgraded kitchen and bathrooms, and features natural bamboo flooring.  The main level master suite with king bed and large soaking tub provides a quiet sanctuary for guests. Two additional...

This spacious vacation home (2,643 sq. ft) sits on a beautifully landscaped home site with large Ponderosas and vine maple, a perfect habitat for abundant birds and wildlife. The back deck is large, private and very inviting, bordering forest land. There are multiple bird houses and nests and you...

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...

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...

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...

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 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...

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 ping-pong, darts, and a canoe. The Black Butte Ranch community pool, hot tub, and...

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...

GM#117 is a spacious, 2,172 sq. ft.vacation home very close to the Glaze Meadow Recreation area. An open floor plan, soaring vaulted ceilings, and warm wood throughout, make it the ideal contemporary getaway. Take advantage of all the ranch has to offer with your pup too! This home is dog friendly....

This home in the heart of Tollgate offers guests a private hot tub in the spacious backyard, beautifully restored bamboo floors back inside, an acre of pine-shaded land to explore, and shared community amenities like a swimming pool, tennis court, and bike paths. What's nearby: You'll be in the...

This four bedroom charmer is welcoming and close to many facilities. GM#235 is a single level 2,100 sq. ft home with four bedrooms and three baths. The bunk room is off the family room and has a nearby 1/2 bath. Down the east hallway is a queen bedroom with bathroom across the hallway and a king...

div class='rtejustify'>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 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,...

div class='rtejustify'>Time for a romantic getaway? Whispering Canyon is the perfect spot. Craving some sunlight? South facing wall of windows fills the cabin with warm sunny light. Watch the sunrise over the canyon and set over the mountains, quiet, peaceful, relax, stargaze. Located 7 miles NE of...

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...

div class='rtejustify'>Your home away from home, attention to detail you`ll appreciate. Located in a quiet neighborhood, wonderful yard with soothing water feature and hot tub that will help you unwind. Landscaped yard You will likely see deer meandering thru the yard everyday. The homeowners...

This stunning rental home will help make your family's Black Butte Ranch vacation the best ever! A beautiful entry leads to a staircase that enters on the main floor. The room showcases soaring ceilings and windows and natural light from all directions. The 'grand' great room consists of a very...

This newer craftsman style home is walking distance to Downtown Sisters. From the front porch you can view Black Crater. Dogs are also welcome, though please note our nightly pet fee. The upstairs family room has a large screen TV and wonderful skylights adding an abundance of natural light. There...

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 an indoor pool and rec center, is just a few miles away. Your 3,000 square foot...

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...

Treat your friends and family to a relaxing countryside getaway with this home at Black Butte Ranch. This great location offers lots of privacy, and you'll be right under the mountain, with easy access to hiking, community perks like a shared pool and hot tub, and a fully equipped kitchen and...

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...

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...

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...

div class='rtejustify'>New and modern, comfy and efficient, all you need for comfortable lodging without sacrificing all the creature comforts. Come enjoy this air  conditioned one bedroom, one bath condo next to Pine Meadow Village. Mountain Views from the bedroom. ADA Side Approach Design in...

div class='rtejustify'>Room for your whole family in this beautiful spacious home in a great location for your family vacation, just minutes from downtown Sisters. Come and make memories with your loved ones! Free pool access at the Tollgate seasonal pool, biking paths all around the community, a...

div class='rtejustify'>New and modern, bright and cheery, all you need for comfortable lodging without sacrificing all the creature comforts. Come enjoy this air conditioned one bedroom, one bath condo next to Pine Meadow Village. Mountain Views from the bedroom. This condo features a king size...

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...

div class='rtejustify'>Beautiful custom built condo on ground level in desirable Pine Meadow Village with exceptional outdoor space. Spacious, 1720 sq. ft. of living space, the clubhouse, with seasonal swimming pool and year round spa, is conveniently just across the street from this very spacious...

div class='rtejustify'>You'll feel like you're a world away, while being within walking or biking distance to downtown Sisters. Just minutes to shops and restaurants, cozy Meadow View Cabin offers peace and quiet on 10 acres with sage, junipers and towering pines. The Cabin overlooks 60 acres of...

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...

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...

div class='rtejustify'>Sisters Suite - South is one of three brand new lodging offerings next to Pine Meadow Village in Sisters Oregon. Available this summer and fall for nightly and weekly rentals and in the fall it will be available for month to month rentals. New and modern, all you need...

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...

div class='rtejustify'>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...

div class='rtejustify'>Enjoy time with your family & friends at this charming single level 3 bedroom 2 bath home in a great Sisters location. Very open and roomy, featuring a wall of windows providing plenty wonderful natural light. There are partial mountain views from the living room, master...

div class='rtejustify'>Welcome to the historic Fish Inn Bike Inn, originally built as the Sisters Ranger Station in 1935, it has been lovingly & beautifully restored as a premier vacation home in Sisters, Oregon. Winner of the 2013 DeMuro Award from the Restore Oregon for Excellence in...

This beautiful house in Sisters sits on a large plot surrounded by gorgeous mountain views and fragrant fields of sage removed from the noise of civilization. There's a gourmet kitchen with breakfast seating, French-style doors opening onto the patio, and plenty of seating inside and out. A gas...

div class='rtejustify'>Great affordable vacation home for 2 couples or a small family, 2 bedrooms, 2 bathrooms, will sleep up to 6. Free pool access at the Tollgate seasonal pool, biking paths all around the community, a tennis court, basketball court and many acres of National Forest land for...

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...

This rustic-style cabin in Black Butte has a cozy interior with all the modern conveniences your family needs to feel comfortable. It boasts premium leather furniture, a wood stove, and four flatscreen LED TVs (family, living room, and both master bedrooms). The deck has a gas grill and looks out...

This beautifully updated home is the perfect place for exploring Sisters and all that it has to offer. The open concept living area with its large kitchen and breakfast bar offers a comfortable area for friends and family to enjoy their time together. The fenced backyard's spacious patio with its...

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,...

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, with access to the Wychus Creek right out the back door. Located in a quiet neighborhood in downtown Sisters, you'll be able to enjoy peace...

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...