46,278 properties available

Located in Black Butte Ranch, Oregon, United States. All-season resort home with on-site pool, hot tub, gym, golf, & fireplaces Black Butte GemOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make this Black Butte Ranch getaway your home base for year-round adventure and outdoor recreation! Close to the Glaze Meadow pool/recreation center, and just up the street from the Glaze Meadow Golf Course, this scenic retreat also boasts a private location backing up to Forest Service property. A variety of bikes are available for use during your stay, along with two double-size kayaks for exploring the local lakes and rivers. Two distinct deck areas come furnished for outdoor living. Comfortable deck furniture and an umbrella offer outdoor lounging while the alfresco dining area includes a gas grill and seating for the whole family.Inside, warm up around the living room fireplace or spread out around the plush sectional in the family room while taking in the ba

Located in Black Butte Ranch, Oregon, United States. Newly Remodeled, Light and Spacious with a Gourmet Kitchen. This light and spacious, contemporary vacation home has a newly remodeled kitchen, bathrooms and living room all add up to 3,110 sq. ft. that's ideal for your large golf group or family gathering at Black Butte Ranch. This home provides both a living room for the adults and a family room for the kids' movies and games. The accommodating kitchen, dining room with lots of seating, and expansive deck with a gas barbecue, add to the appeal for large groups. 4 spacious bedrooms provide everyone comfort and separation for your vacation. Keep your recreation equipment and bikes undercover in the double garage.The 5 bedrooms include a king suite on the main level with bath, queen and twins on the main level with bath in the hallway. 2 sets of bunks on the lower level and a queen room with a newly renovated a bathroom in the hallway. Air conditioning and broadband wireless internet, plus 3 televisions and DVD players, give you the com

Located in Black Butte Ranch, Oregon, United States. Updated home with private hot tub, 2 family rooms, 2 primary bedrooms & games Ranch Retreat RR 39Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This gorgeous home has plenty of space and every comfort your vacation deserves, the perfect place for multiple families to share! The expansive furnished deck and grass area are great for grilling in the summertime or just relaxing as the wind blows through Ponderosa Pines. You'll also love unwinding in the private hot tub or gathering at the deck fire table. Also, there is now an outlet at the front of the garage for electric car chargers!Inside, the home features two two living areas with comfortable furnishings, a wood-burning fireplace, and TV. The living area downstairs offers foosball, Ping-Pong, puzzles, and a private library for added enjoyment. This home also features two primary bedrooms (one with a desk for working remotely) with en suite bathro

Located in Black Butte Ranch, Oregon, United States. Spacious home w/ two living areas and game room! Walk to Golf & Clubhouse. This amazing home has a lot to offer during your stay at Black Butte Ranch, and it sleeps 10! When you walk into the home you feel spaciousness (3300 sq. ft.), with its lofty ceilings and floor to ceiling windows and huge river rock fireplace. The light and bright kitchen has all the modern conveniences, has an island eating bar that seats 4, plus the dining room table seats 8; it's all open to the living room. Double doors to the large deck provide more light. There's also an enclosed courtyard off the other side of the living area. The 1st downstairs king primary suite is beautiful with deck access and a second fireplace. The spacious primary bath has a stall shower PLUS an antique style claw footed bathtub and double sinks. The 2nd king suite has a bathroom with a shower and access to the outdoor courtyard.Up the gorgeous staircase, you'll find 2 bedrooms and a full bathroom. There is 1 queen bedroom and anot

Located in Black Butte Ranch, Oregon, United States. Lovely home w/ 2 primaries & views of Glaze Meadow's 10th Fairway! This home is stunning. Walking into the large entry, you're greeted with beautiful views of the 10th fairway of the Glaze Meadow Golf Course through the southern wall of windows. GM#276 is a spacious 2,134 sq. ft. and has the convenience of a 1-level open floor plan making it workable for young families and elderly guests. The great room has been beautifully crafted with a new wood-burning fireplace, stunning hickory floors, comfortable leather furniture and a large (45") HD television. This inviting room is full of light and open to the dining room and kitchen. You'll be part of the action while you prepare meals with the central location of the kitchen. The kitchen has striking new cabinets with ample space on granite counter tops, and all the newest in appliances. One of the primary suites is beyond the kitchen, as is the laundry room with its large washer and dryer. The king primary has a beautifully renovated bathr

Located in Black Butte Ranch, Oregon, United States. Beautiful Home, great location! Few minute walk to Glaze Meadows Pool THE LOCATION:Walk or bike to the the 7.2 million dollar Glaze Meadow Center, cross only one street...under five minutes! Among the features are: year-round indoor pool, outdoor pool, toddler pool, spray ground, fitness center, full-service spa, wireless Internet, sports shop and seasonal bike, snow shoe and XC ski rentals. Relax in the enormous spa under the stars, an all season classic, practically in your backyard! Adjacent to this facility are lighted tennis courts and a playground with bouldering for climbing, playground structures, even a circuit for beginning bikers. Explore and enjoy the new $11.5 million Lodge Area development, with seasonal Lakeside pool, Bistro, Fitness and Rec Centers.THE HOME:Lovely light and airy three bedroom plus bonus room for sleeping and playing, three bath, 2200 square foot home sleeps 12: One King, four Queens and Two Twins, all hotel quality beds. Outstanding location and well-

Located in Sisters, Oregon, United States. 5 bed/3.5 bath Black Butte home w large kitchen, 2 living spaces, wood fireplace This spacious home offers a large primary with en suite bathroom, expansive kitchen with 2 dishwashers, 2 refrigerators, and a double oven with gas range. The wood burning fireplace in the large main living space has propane assist for easy fire starting. The two tables in the main living area mean you don't have to clean up your puzzle to have dinner! The upstairs has one king bed, a room with two twins, and a closet with a crib. The loft area has a TV room, a twin day bed with a twin trundle, and a queen bed up a ship's ladder. All bedrooms have blackout curtains. There are bikes of multiple sizes available for use in the garage. If you catch a snowy weekend, the sledding hill directly behind the house can't be beat! The house is just a half hour drive from Hoodoo. There is a full size washer/dryer unit available next to the kitchen. One of our favorite activities is walking to the natural spring just do

Located in Sisters, Oregon, United States. Beautifully remodeled and centrally located BBR gem Completely updated and remodeled home centrally located between Glaze Meadow Rec Center and South Meadow Pool;. Works well for multi family use, the annual golf outing or book club. Sleeps 12 with ping pong and dart board for the "kids". Enjoy the many offerings of Black Butte Ranch and central Oregon with swimming, tennis, golf, hiking, fishing and winter sports...Hoodoo Ski Resort is only 20 minutes away. The ponderosa forests and mountain views are spectacular at Black Butte Ranch and the range of activities is amazing. A good place to start is the Glaze Meadow Rec Center which is a 5 minute bike ride or a 15 minute walk from the house. Here you have indoor and outdoor swimming pools, hot tub, steam room, yoga studio, exercise equipment, tennis and pickle ball courts, a bike shop for rentals and repairs in addition to a Resort Shop with sports apparel and equipment. Just up the street is the pro shop for one of the two 18 hole cha

Located in Sisters, Oregon, United States. Home with a private hot tub, shared pool, & National Forest at your backdoor Dunn ValleyOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat your family to a fantastic modern vacation retreat with a private backyard hot tub in the heart of Tollgate, one of Oregon's most authentic western communities! This two-bedroom cabin is nestled on nearly an acre of Ponderosa Pines with a large beautiful-fenced grass backyard with plenty of games to enjoy. There are two decks for relaxation and entertainment. The cabin has contemporary furnishings for a refreshing take on a Western-style getaway. With an open floor plan and spacious loft, your group will enjoy congregating together or find a private spot for some quiet time with a good book. The interior is light and sunny, with a fully equipped kitchen for preparing home-cooked meals. Grab a stool at the island bar to sip a glass of wine, or seat everyone aro

Located in Sisters, Oregon, United States. Bluegrass home in Crossroads - Pet friendly home just outside of Sisters Newly remodeled 2 bedroom 2 bath home just outside of Sisters.  Located on a private, wooded, one acre lot in Crossroads.Your dog will enjoy this vacation as well with a fully fenced front yard.  This is the enchanted area of the explorers Lewis and Clark, offering miles and miles of rivers, lakes, forest, and stunning mountain peaks.For the golfers, Aspen Lakes, BIack Butte and Eagle Crest are within 15 miles.For road cyclists and mountain bikers the trip can start right outside the door, with miles of bike friendly roadway and enough trails to challenge any rider – or take the trail into town.For the avid fisherman or fisher woman, birder and hiker, the blue-ribbon native trout waters of the Metolius River offer great fishing and unparalleled scenic beauty and relaxation.Or you might want to swim at Camp Sherman, only 20 minutes away, and dip into pools in a bucolic mountain setting.For those visiting in the win

Located in Sisters, Oregon, United States. Lariat House charming dog & family friendly home Sisters Oregon 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 memorable one.As you step inside, you'll be greeted by a cozy and well-appointed living room, complete with a Roku TV for your entertainment needs. Kick

Located in Sisters, Oregon, United States. Fourth Sisters Escape sleeps 6 ground level condo w/ community pool and spa 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 area that will make you feel right at home. The living room features a flat-screen TV and a cozy fireplace, making it the perfect spot to curl up w

Located in Sisters, Oregon, United States. Sisters Chalet-Beautiful 1bdrm/1/bath moments from Hoodoo Ski Resort Sitting behind the Sister's Airport , Sisters Chalet offers peace and quiet with amazing views of the mountains and the meadow below. Guests will feel like you're a world away while being within biking distance to downtown Sisters where there are unique shops and restaurants to enjoy.  If skiing is your destination this is the perfect place to rest your head.  You will be moments away from Hoodoo Ski Resort.The unit sits above the garage and features a quaint open concept fully equipped kitchenette/living room with a propane fireplace. The Master bedroom offers a queen-sized bed, along with a full bath (tub/shower combo). The futon (queen) in the living room can be folded down to accommodate two additional people. This private getaway is perfect for relaxing and watching the sunset over the mountains after exploring all that Central Oregon has to offer! Children 5 and older welcome. The property does have approximatel

Located in Sisters, Oregon, United States. Comfortable and Spacious Family Vacation Home This quiet cul-de-sac home is located on a large private lot just a short stroll away from the newly renovated Glaze Meadow Pool facility. The Glaze Meadow Golf Course is also located near by. With over 2200 sq. ft. of room, it is an ideal place for families to get away from the hustle and bustle of the real world. On the second floor you will find two large bedrooms with queen size beds and vanity baths along with one full bathroom. The upstairs open loft area has a big screen TV, DVD and VCR to cozy up with at night. Downstairs you will find one bedroom containing bunk beds and the other with a queen size bed (sorry, no picture yet as it was recently replaced) and the second full bath. In addition, the main floor contains a spacious kitchen, living area, wood burning stove, a large Bluetooth speaker and a hot tub on the deck. With Mt. Bachelor in close proximity and Hoodoo Ski Area just a short distance up the road, our home is superb for

Located in Sisters, Oregon, United States. Peters Cabin 3 bdrm 2 bth community pool, basketball and tennis court 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 accommodate up to 8 guests.As you step inside, you'll be greeted by the warm and inviting atmosphere that defines this rustic home. The cozy living

Located in Sisters, Oregon, United States. Beautiful Log home outside of Sisters, OR Beautiful log home 3 miles outside of downtown Sisters, OR. The home has 1 master bedroom/Bath on the main floor and 2 beds on the 2nd floor with a 1 3/4 bath. The spacious backyard has a very large entertaining deck with a hot tub! The back of the property backs up the the Willamette Nat'l Forest and plenty of hiking, horseback riding, mountain biking , trail running, dirt bikes and walking dogs!The property is 5 miles from Black Butte and close to Hoodoo, area lakes and the Metolius River!

Located in Sisters, Oregon, United States. Sweet Retreat Cozy Cabin Dreamy getaway in the mountains near Sisters, Oregon. You will have use of the entire cabin. This cabin is completely remodeled with brand new floors, cabinets, and remodeled bathrooms. Our cozy cabin not only has a rustic wood stove but also new appliances, cable TV and high speed Internet.Tollgate community is a quiet, friendly community and offers many outdoor activities including biking, tennis, volleyball, and swimming. Swimming Pool: The pool is open from Memorial Day through Labor Day, depending on the weather. You will need a pass to use the swimming pool which will be left at the cabin. This pool pass will be your admittance along with your signature and number of guests written in the log book. If your pass needs replacing or is not left at the cabin at departure, a fee of $25 will be assessed. No alcohol is allowed in the pool area. Pool hours are subject to weather conditions. Please note: if the National Weather Service forecast high for the day

Located in Sisters, Oregon, United States. Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger Come explore all that Central Oregon has to offer and relax in this beautiful, family friendly home. This home has modern touches to make your stay comfortable and easy: EV charger, Large Hot Tub, and fully stocked kitchen. The property is fully fenced for your furry friends to enjoy their stay as well, and it is only 100 yards away from National Forest for easy access. Although the wood stove is for aesthetic looks only, this home exudes cozy and comfortable vibes.This home has been renovated recently and we have taken extra measures to include features to make your stay more comfortable. There is central A/C and heating throughout that helps keep you comfortable regardless of the time of year. Our kitchen is stocked with a large variety of utensils and appliances to ensure you can cook or prepare whatever you might need. There is a propane grill and firepit in the backyard, and our extra large hot tub. We have even

Located in Camp Sherman, Oregon, United States. Metolius River Resort Cabin 7 Luxurious cabin on the Metolius River w/ fireplace Our sun-drenched deck has been known to lure corporate executives into lazy afternoon naps and long-married couples into falling in love all over again. Sip a steaming hot cup of coffee while taking in an unparalleled view of the Metolius River only steps away from the cabin. Catch up on your letter writing or simply spend a lazy afternoon listening to the river roll by. With several cabin features newly remodeled, you will find your accommodations fresh, spacious, and inviting. The loft offers plenty of room to spread out for an extended stay or comfortable weekend getaway. Upstairs you will find a luxurious king bed and downstairs a comfortable queen bed awaits you in the private second bedroom.

Located in Sisters, Oregon, United States. Cozy & Quiet Forest Escape with Hot Tub, Dogs OK This is the ultimate vacation home for your Central Oregon getaway. We are located in the Tollgate neighborhood on a fully fenced, super peaceful half-acre lot that borders the Deschutes National Forest and is surrounded by mature Pine trees. Outside, you’ll find 2 separate yards with plenty of room for your kids and furry friends to roam. The huge deck is situated to look out to the National Forest and has a hot tub, fire pit, BBQ, outdoor dining area, and sun loungers. There are also miles of trails right behind our backyard for the hikers (and cross-country skiers in the winter!) to enjoy. Inside, you will find an abundance of amenities. Our home is light & bright, with an open-concept floor plan perfect for entertaining. You’ll walk into the front living room which has a comfortable couch, smart TV, board games, and chairs. From there it opens up to the great room and kitchen. The great room has a large sectional sofa, smart TV, and

Located in Sisters, Oregon, United States. Timber Creek Escape Sisters Townhome pet friendly and great location Come enjoy this newly remodeled three bedroom two and a half bath home located in Sisters (Timber Creek Development).  This home is perfectly located to enjoy all Sisters has to offer.  Whether you are coming for one of the great events this town puts on or just wanting to getaway for a long weekend this home is a great choice. Come and enjoy our proximity to endless activities, or simply relax and renew yourself with a good book. Everyone will find their kind of fun right here in the hospitable town of Sisters.

Located in Sisters, Oregon, United States. Sisters Bunkhouse - Horseshoe #4 Enjoy easy access to popular shops, restaurants, galleries, & more from this charming place to stay. The Sisters Bunkhouse Hotel is under new management & located in the heart of downtown Sisters, Oregon. This is a completely private luxury room on the 2nd level. (must be able to climb stairs). The "Corral" our common space has a microwave, refrigerator, coffee, etc. Come stay for the night, a weekend, or even a week or two. If you live in Sisters let us be your guest room for family/friends.We give our guests space but are available when needed. Management is available by phone and can come to the Sisters Bunkhouse. The Owner lives on-site as well, and management can contact him on your behalf should you need immediate assistance.*It is important that you follow the check in and check out times for our housekeeping staff. Thank you.*Also make sure you look over the policies, at the hotel or in the listing.**Additional cancellation policy for events i

Located in Sisters, Oregon, United States. Pine Street Cottage 3 BDRM home in a great location, near downtown Sisters 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 bedroom and deck. You won’t feel crowded with the open floor plan & vaulted ceilings & wood burning fireplace in the living room and fully equipped kitchen. In the living room there are vaulted ceilings and ceiling fan, TV with DVD and VHS players in the living room.Living Room - Open & comfortable, wood burning fireplace, vaulted ceilings, TV/DVD/CableKitchen - Fully equipped, everything you need to prepare  serve mealsMaster bedroom/bath - Log frame king bed and en suite full bath, vaulted ceiling with skylight, large closet.Second bedroom with a queen bed, also with a beautiful log bed frame.Third bedroom is spacious and has two twin beds.Sit

Located in Sisters, Oregon, United States. Charming Sisters Lodging: Combined Units for Groups up to 14 w/ modern comforts Sisters RetreatsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Three distinct lodging units in Sisters can be combined to offer comfortable and stylish accommodations in a short distance to downtown Sisters. The properties boast an ideal location near shops, restaurants, and outdoor activities, including mountain biking, hiking, and skiing. Each unit provides modern amenities such as WiFi, well-equipped kitchens, and cozy living spaces. Outdoor spaces range from private patios to spacious decks, perfect for enjoying mountain views or stargazing. The units vary in size, from a studio to a three-bedroom configuration, accommodating groups of up to 14 people when combined with interior doors. Ideal for family getaways or group trips, these units offer a blend of modern comforts and a convenient location for a perfect stay