Black Butte Ranch, OR Vacation Rentals

Explore 657 vacation rentals, homes, and villas in Black Butte Ranch, OR for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with hot tub and Best Affordable Homes, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $66 per night and featuring up to 20 bedrooms and 12 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

657 Vacation Rentals in Black Butte Ranch

Glaze Meadow 376

Black Butte Ranch, OR, US
3 Bedrooms 10 Guests
Sep 27 - 29
$375 night

Discover a serene retreat at Glaze Meadow 376 in Black Butte Ranch, an idyllic escape nestled amidst lush trees and close to golf courses, hiking trails, lakes, and waterfalls. Just 10 miles from the quaint town of Sisters, with its charming shops and delightful eateries, this secluded haven offers a perfect blend of relaxation and recreation, complete with a private hot tub for unwinding. Interior - Expansive living space ideal for gatherings - Equipped with WiFi, SMART TVs, and cable - Foosball and shuffleboard for entertainment - Well-equipped kitchen for culinary creations - Spacious deck for outdoor dining and propane grill Bedrooms - Comfortable accommodations for restful nights - Pet-friendly option available for an additional fee Amenities - Private hot tub for relaxation - Access to shared pool, saunas, tennis, and basketball courts - Hiking and biking trails nearby - Proximity to Big Meadow and Glaze Meadow Golf Courses Location - Nestled in Black Butte Ranch, offering year-round activities - 10 miles from Sisters, with shops and restaurants - 20 miles from Hoodoo Ski and Recreational Area ​​​​​​​ Embrace the tranquility of Black Butte Ranch and create lasting memories at Glaze Meadow 376. Whether you seek adventure or relaxation, this retreat caters to all your desires. Book your stay today and indulge in the beauty and serenity that this exceptional destination has to offer. Please note, a separate rental agreement will be provided for electronic signature upon booking.

Lakeview Meadow Retreat

Sisters, OR, US
2 Bedrooms 4 Guests
Sep 27 - 29
$217 night

Peaceful Black Butte escape with lake views, mountain scenery & walkable dining Tucked into a prime spot at Black Butte Ranch, the Country House Condos offer the best of both worlds—just a short stroll to the Lakeside Bistro, Lodge Restaurant, and nearby amenities, yet peaceful enough for a truly relaxing getaway. This end-unit condo showcases stunning views of the lake, open meadow, and distant mountain ridgeline, enjoyed from both inside the home and the private deck. Step inside to an inviting open layout overlooking the dining area, living room, and a beautifully updated kitchen featuring modern appliances and refreshed countertops. The main level also includes a comfortable queen bedroom and a full bathroom. Upstairs, you’ll find a second queen bedroom with its own ensuite bathroom and dual sinks for added convenience. Whether you’re visiting in winter or summer, this home is well-equipped with a cozy wood-burning stove, air conditioning, and WiFi. Plus, enjoy outdoor cooking on the propane BBQ set on the scenic deck any time of year! Located in beautiful Black Butte Ranch, this home offers easy access to pools, golf, tennis, pickleball, walking and biking trails, horseback riding, and scenic mountain views. Just 10 minutes away, downtown Sisters features charming Western-style shops, local restaurants, coffee spots, art galleries, and seasonal events. Outdoor lovers can explore nearby hiking, fishing, and lakes, while the vibrant town of Bend—known for breweries, shopping, and recreation—is only about 40 minutes away. Perfect for both relaxation and adventure! License number: 824922

Relax and Reconnect - Your Cozy Family Retreat in Sisters, OR

Black Butte Ranch, OR, US
3 Bedrooms 6 Guests
Sep 28 - 30
$216 night

The Avalon Welcome to Avalon, our magical Black Butte retreat nestled deep in the woods. Located on a quiet cul-de-sac, Avalon offers a serene escape from busy streets. It’s just a short walk to Glaze Meadow pool, spa, and fitness center. This special home is surrounded by a beautiful forested setting with gentle breezes whispering through the trees. Deer, birds, and other wildlife often join us on the spacious deck, overlooking a large common area. This giant backyard is perfect for children to play and explore while you enjoy the outdoor ambiance or grill a nice family meal. Avalon offers a perfect blend of comfort and convenience with three bedrooms, all thoughtfully designed with your restful night in mind. The house is equipped with all the amenities you need for a comfortable stay, including a washer/dryer, forced air heat, and a fully stocked kitchen with modern appliances. An added den/TV room makes it ideal for families or friends seeking a relaxing getaway and separate space. This home features smart TVs throughout, allowing you to stream your favorite shows or movies. On chilly evenings, you can curl up on the sofa with a good book and enjoy the wood-burning fireplace. The den/TV room is perfect for challenging your friends to a night of board games. Grab a quick round of golf nearby, or take a refreshing dip in the community pool and spa. Located near golf courses, hiking trails, and outdoor activities, Avalon is the perfect base for exploring the natural beauty of Sisters, Oregon. Whether you’re seeking adventure or relaxation, this family-friendly retreat has everything you need for a memorable vacation. Book your stay now and experience the best of Central Oregon in this lovely home. Deschutes County Tax Certificate #77 License number: DCCA #604644

Family Escape in Black Butte Ranch | Sleeps 8

Sisters, OR, US
3 Bedrooms 8 Guests
Sep 23 - 25
$303 night

Your Black Butte Ranch Family Escape Tucked among the towering pines of beautiful Black Butte Ranch, this cozy and welcoming retreat is the perfect place to slow down, reconnect, and experience the best of Central Oregon. Whether you’re planning summer adventures, family bike rides, winter ski days, or peaceful mornings surrounded by nature, this home offers the ideal blend of comfort, convenience, and classic Black Butte charm. Located just minutes from the charming western town of Sisters, Oregon, you’ll enjoy easy access to hiking trails, golf, swimming pools, restaurants, family activities, and endless outdoor recreation. Why Guests Love This Home Peaceful forest setting surrounded by towering pines Family-friendly layout perfect for parents and kids Large deck for relaxing, morning coffee, and stargazing Access to Black Butte Ranch resort amenities Games and gathering spaces for quality family time Minutes from biking trails, golf, pools, and dining Easy drive to Sisters, Bend, Hoodoo, and hiking trails Sleeping Arrangements Downstairs Bedroom 1: Queen bed Full bathroom nearby Upstairs Bedroom 2: Queen bed Bedroom 3: Two bunk beds (best suited for children) This home comfortably accommodates: Up to 4 adults Up to 4 children Living Spaces Designed for Connection After a day exploring Central Oregon, settle into the cozy living room and enjoy a movie night, board games, or simply relax while taking in peaceful forest views through the windows. The fully stocked kitchen includes everything needed for preparing meals together, whether you’re making pancakes before a bike ride or enjoying dinner after a day on the golf course. Outdoor Living One of the best parts of this home is the peaceful outdoor space. Step outside onto the spacious deck surrounded by trees and fresh mountain air — the perfect place to: Enjoy your morning coffee Read a book in the shade Grill dinner Watch the sunset Stargaze under Central Oregon’s clear skies Black Butte Ranch Amenities Guests have access to incredible Black Butte Ranch amenities, including: Swimming pools Golf courses Tennis & pickleball courts Walking & biking trails On-site dining Family recreation areas Scenic mountain and meadow views Black Butte Ranch is known for its peaceful atmosphere, beautiful natural surroundings, and family-friendly outdoor lifestyle. Explore Central Oregon Conveniently located near: Sisters, Oregon Hoodoo Ski Area Deschutes National Forest Smith Rock State Park Bend breweries and restaurants Hiking, fishing, skiing, biking, and more No matter the season, adventure is always nearby. Important Notes Bunk beds are intended for children and are not suitable for adults. Access to Black Butte Ranch amenities may require guest registration or resort fees depending on Ranch policies. Upon booking, guests will be asked to review and acknowledge rental rules and policies prior to arrival.

Placid dog-friendly home with gym, tennis court, firepit, sauna, pool, & hot tub

Black Butte Ranch, OR, US
4 Bedrooms 10 Guests
Sep 23 - 25
$275 night

The Pasque Paradise Escape from the hustle and bustle of everyday life to this beautiful Black Butte Ranch home! Near your stay, enjoy Sisters Folk Festival, Inc., a non-profit musical venue with fantastic performances all year round. Fir Street Park is just a little under ten miles away, where you and your family can sit out on the greenery and snack on some tasty homemade meals on a picnic blanket. When you want to engage in some playful competition, check out the Big Meadow and Glaze Meadow Golf Courses and challenge your friends to a couple of games. Upon walking inside, you’ll immediately fall in love with the quaint living area, complete with tall ceilings, comfortable furnishings, and a TV. If you’re feeling hungry, look no further than the full kitchen, where you can cook up all of your favorite dishes. Full and content, relax out on the patio area, then head back inside and cozy up on the couch and stream one of your favorite movies! Close to your front door, you’ll find the Glaze Meadow pool, workout facility, a large hot tub, pickleball and tennis courts, and a bike rental center. The resort has five total pools available for guests to enjoy! Simmer for a while in the hot tub with some cold drinks, then gather around the firepit and roast marshmallows come nightfall. <b>Resort Activities:</b> · Swimming Pools · Hot Tubs · Gyms · Golf Courses · Tennis courts · Pickleball courts · Basketball courts · Paddle Boarding · Horseback riding · Recreation center · Fly Fishing · Playgrounds · Bicycle rentals · Cross Country ski rentals <b>Nearby activities & Attractions:</b> · Golf Courses · River Rafting · Skiing · Hiking · Fishing · Lakes <b>THINGS TO KNOW</b> · Check-in time: 4:00 p.m. · Check-out time: 10:00 a.m. · All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. · No smoking is permitted anywhere on the premises. · Streaming services will require a guest account to access. · Deschutes County Tax Certificate #77 Pets are welcome at this property for an additional pet fee of $200 per stay. Please add your pet during the booking process or contact us prior to arrival so the fee can be applied. License number: 697280

Bunk Room for Five | Fireplace | Near Glaze Meadow

Sisters, OR, US
3 Bedrooms 11 Guests
Sep 23 - 25
$361 night

"Jacob’s Ladder is a charming 3-bedroom, 2 1/2-bathroom family friendly vacation home ideally located in the community of Black Butte Ranch. With so much space, it is perfect for a family vacation, or getting together with friends. Inside, the well-appointed kitchen, complete with bar stools, opens up to a dining room for more formal meals. Relax in the spacious family room with a gas fireplace, TV, and a game table. Or unwind in the living room with a wood-burning fireplace and views of the Central Oregon nature. The main bedroom features a king-size bed with an ensuite tub and shower. The second bedroom provides a comfortable queen bed, while the bunk room accommodates five with two sets of bunk beds. Step outside onto the Trex deck to enjoy the scenery, including views of the butte, often visited by deer. A new hot tub installed in April 2020 provides the perfect way to unwind. The home sits within a short walk of Glaze Meadow Pool, tennis courts, a playground, pickleball, and a bike/ski rental shop. In the summer, indulge in a leisurely stroll to the Glaze Meadow cafe for coffee or their famous cinnamon rolls. This vacation rental offers a perfect blend of comfort, convenience, and outdoor enjoyment, making it an ideal retreat for your getaway. Please note, Black Butte Ranch stays will be charged a % fee based on your total reservation. This will be paid upon booking your reservation, not onsite. This fee provides access to the community and its amenities, as well as helping to maintain the pools, bike paths, and other recreational activities. When you arrive at Black Butte, please visit the welcome center to get your gate access code. Upon making a reservation please note that signing a rental agreement will be necessary before you are granted access to the property."

Whimsical tree-lined stay with wood stove, AC, shared amenities, and large deck

Black Butte Ranch, OR, US
3 Bedrooms 9 Guests
Sep 23 - 25
$308 night

House of Bear Welcome to a whimsical getaway nestled among the majestic trees of Black Butte Ranch, where the House of Bear beckons with open arms. This spacious haven, located on the 7th Green of the Glaze Meadow golf course, is a treasure trove of delights, offering the perfect escape for families, outdoor enthusiasts, and nature lovers. This home recently underwent an extensive remodel, featuring modern upgrades throughout and the added comfort of brand-new air conditioning for year-round enjoyment. No matter the season, outdoor recreation opportunities are abundant in this area and include golfing, biking, hiking, and skiing. The Glaze Meadow recreation center is only a quick 5 min walk which features indoor/outdoor pool, hot tub, sauna, playground, tennis, basketball and pickleball courts. The ranch has over 18 miles of bike paths to explore the expansive area or to ride to one of the 5 pools to take a relaxing dip and enjoy the serenity. After a day full of excitement, return to the welcoming living room, where the wood stove and Smart TV create the perfect setting for unwinding. Or play board games, cards or a see if you have any luck with jigsaw puzzles. When hunger arises, utilize the well-equipped kitchen and outdoor gas grill make dining a breeze. Enjoy your meals while taking in the stunning landscape through the many windows or dine al fresco on the spacious deck, with panoramic views of the Glaze Meadow’s 7th green as your backdrop. After dinner, relax in the comfort of your private hot tub or gaze at the stars from the desk with the telescope. Each bedroom radiates rustic warmth and comfort, ensuring a restful night’s slumber for everyone and ready for another day of adventure. If work calls, enjoy the private office away from everyone tucked away in the garage. A private washer/dryer are available to keep those clothes fresh and clean throughout your stay. <b>House Rules</b> Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises.<br><br>Deschutes County Tax Certificate #77 License number: DCCA 825034

NEW/Black Butte Ranch/Sauna/Hot Tub/Kids Playroom

Sisters, OR, US
4 Bedrooms 12 Guests
Sep 27 - 29
$630 night

This 4-bedroom cabin is packed with luxury amenities & endless family fun — your dream escape in Sisters, OR! • Hot Tub & Barrel Sauna • 2 Gas Fire Pits • Outdoor Decks with Swings & Hammock • Game Room: Foosball, Arcade & PS5 • Movie Theater • Fully Stocked Kitchen • Coffee & Espresso Bar + Hot Cocoa Station • 2 Themed Kids’ Playrooms + Kid Friendly Amenities! • Indoor Fireplace • TVs in each bedroom • High-Speed WiFi + 2 Workspaces • Access to Ranch Pools, Golf & Trails • Community Amenities Welcome to The Treehouse Cabin at Black Butte Ranch — where luxury, family fun, and the great outdoors come together for an unforgettable escape! This all-new 4-bedroom, 3-bathroom retreat (sleeps up to 12) is a dream destination for families and groups looking to blend comfort, creativity, and adventure. Every inch of the home has been thoughtfully designed — from the two themed kids’ playrooms and arcade-style game room to the outdoor oasis featuring a hot tub, barrel sauna, and cozy fire pits. It’s the ultimate Central Oregon getaway where every moment feels special. Inside, you’ll find a bright, modern living space with 17-foot vaulted ceilings, floor-to-ceiling windows, and a designer fireplace, all complemented by local artwork — including a stunning suspended wooden kayak centerpiece. Host movie nights in the 85” 4K theater room, whip up gourmet meals in the fully stocked chef’s kitchen with high-end appliances, or sip your morning coffee at the outdoor bar overlooking the forest. Each bedroom is a private retreat, offering luxury linens, plush bedding, and smart TVs, while the kids will love their own magical spaces — from the Old West Dress-Up Room to the Forest Camping Playroom with fairy lights and a soft faux campfire. Step outside to discover over 1,500 square feet of deck space designed for pure relaxation and fun. Toast marshmallows under the stars at one of the two gas fire pits, unwind in the 8-person hot tub with lights, waterfall, and Bluetooth speakers, or rejuvenate in the barrel sauna tucked into the trees. The deck also features a BBQ grill and bar, outdoor dining table, hammock, egg chairs, and swings built right into the trees — perfect for guests of all ages. Lounge on the plush sectional, breathe in the crisp mountain air, and enjoy the forest views as deer and songbirds wander by. Just steps from Glaze Meadow Golf Clubhouse and a short stroll to the resort pool, The Treehouse Cabin gives you access to Black Butte Ranch’s world-class amenities, including indoor and outdoor pools, hot tubs, tennis courts, fitness center, scenic trails, horseback riding, and Phalarope Lake for kayaking and paddleboarding. Whether you’re here to relax, reconnect, or explore, The Treehouse Cabin offers the perfect blend of modern luxury and Oregon wilderness charm — a place where every stay becomes a story worth telling. This community requires guest and vehicle registration before arrival. After booking, our team will reach out to the guests to collect the license plate information for all vehicles on the reservation. Upon arrival, guests must stop by the Welcome Center to pick up their parking passes. Passes must remain clearly visible on each registered vehicle for the duration of your stay. Amenity passes are not required. The HOA will provide a key card at the Welcome Center that grants access to community amenities, including pool gates and other secured areas. Failure to provide guest names and vehicle license plate numbers within 24 hours of when requested by our Guest Services team may result in cancellation of the reservation. MAIN SPACES OF THE HOME: – 4 BEDROOMS & 3 BATHROOMS – BEDROOM 1: * King-sized Bed * Smart TV * Nightstand & Lamps * Plush/Medium Memory Foam Mattress * Twin Sleeper Chair * Ensuite Bathroom BEDROOM 2 (Loft Area): * King-sized Bed * Smart TV * Plush/Medium Memory Foam Mattress * Ensuite Bathroom * Door to Sauna on Deck BEDROOM 3: * 2 Queen-sized Beds * Smart TV * Forest Canopy Custom Mural Ceiling BEDROOM 4: * 2 Twin XL over Queen-sized Bunk Beds * Smart TV * “Starry Sky” Ceiling Mural * Moving Star Projector Light –3 FULL BATHROOMS – * Ensuite Bathroom with Walk-in Shower * Ensuite Bathroom with Walk-in Shower * Full Bathroom with Shower/Tub Combo – CHEF’S KITCHEN – * Fully Stocked * High-end Stainless Appliances * Large Refrigerator * Ample Cabinetry & Cooking Space * Coffee Maker: Keurig, French Press & Drip – LIVING ROOM – * 85” 4K Smart TV-All TVs are 4K smart (stream your favorites) * Leather Sectional + Snack Shelf * 17’ vaulted ceilings + floor-to-ceiling windows * New electric fireplace & Designer Furnishings * Local art + Suspended Wooden Kayak Centerpiece * Telescope *Rolling portable TV on Main Level – GAME ROOM – * Foosball, Board Games, Puzzles, and more! * 72” Smart TV + PlayStation 5-Infinity Game Table: Digital Board Games, Cards, Classics * Custom Cocktail Arcade Table with 400+ Games-Golden Tee Arcade * Large Sectional for Chill Hangouts – KID FRIENDLY AMENITIES – * Kids Utensils * Kids Plates and Cups * Toy Trucks * Kids Step Stool * 2 Memory Foam Pull-Out Beds * Kids Books * Pack ’n Play * Wood Tea Set * High Chair * Snoopy Waffle Maker * Busy Board Toy – OUTDOOR FUN & AMENITIES – * 1,500+ Sq Ft of Deck! * 2 Gas Fire Pits, Hammock, Egg chairs, Sun Loungers, & Sectional sofa * Outdoor Bar, BBQ grill, Telescope * 8-person Hot Tub with Lights, Waterfall, & Bluetooth Speakers * Barrel Sauna * Built-in Swing * Gorgeous Views of Trees, Stars, Wildlife (deer, birds, rabbits!) – COMMUNITY AMENITIES – * Hot tub, Steam Room * Workout Facilities * Hiking Trails * Biking Paths * Tennis Courts * and a gorgeous lodge-style clubhouse with wireless Internet access. The resort is also home to world-class golf, horseback stables for guided rides, and Phalarope Lake for fly fishing, kayaking, stand-up paddleboarding, and canoeing (additional costs may apply). The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - Up to 2 dogs are allowed for $125 per stay, no cats please. We kindly ask that your dog is crate trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - An exterior camera is installed solely to monitor our cleaning team for quality and security purposes. - Parking is available for 4 vehicles in the driveway. Please note that street parking is not allowed. - Guests must be 21 years or older to book this property. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.

Rustic-chic home with patio, pools, hot tubs, & fitness center

Black Butte Ranch, OR, US
3 Bedrooms 6 Guests
Sep 23 - 25
$216 night

Hedge Nettle Cabin Find the epitome of rustic chic at this inviting home in Black Butte Ranch, which thoughtfully combines bear skin rugs and taxidermy with such modern touches as stainless steel appliances. This two-story home is a showcase of tribal prints and deer and elk mounts, with a wood-burning fireplace to keep you cozy as you curl up with a novel in the seating nook. Settle into the leather recliner, gather around the coffee table for a round of board games, and feel the warmth of the Central Oregon sun in the enclosed solarium. Outside, the grounds are specked with towering pines, offering a platform back patio and a gas grill for entertaining. Hedge Nettle Cabin is surrounded by Deschutes National Forest on the grounds of Black Butte Ranch, which features a spa, multiple pools, hot tubs, sports courts, and fitness facilities at the Glaze Meadow Recreation Center one mile northwest. Enjoy two 18-hole golf courses on the grounds of the resort, as well as more than 18 miles of paved walking and bicycling trails. Plan a day trip in the quaint city of Sisters, seven miles southeast, which offers family festivals, a famous rodeo, boutiques, and restaurants. Skiers can also find plenty of winter thrills at Hoodoo Ski Area 20 miles west. <b>Things to Know</b> Even though this home is not dog-friendly, the owners do bring their dog to the home. Deschutes County Tax Certificate #77 License number: DCCA #805446

Metolius Cabin 5

Camp Sherman, OR, US
2 Bedrooms 4 Guests
Sep 24 - 26
$459 night

Cabin 5 – Metolius River Retreat Nestled along the serene banks of the Metolius River, this charming cabin offers a peaceful escape surrounded by lush greenery and the soothing sounds of flowing water. Combining rustic charm with modern comforts, it’s the perfect retreat for relaxation or outdoor adventure. Step onto the back porch to enjoy breathtaking river views and vibrant foliage, or gather in the inviting living area where a plush sofa and armchairs surround a stone fireplace—perfect for cozy evenings with a book, a movie, or quality time with friends and family. The kitchen, though compact, is fully equipped with modern appliances and a farmhouse sink, making meal prep a delight. Enjoy your creations at the dining table placed by the windows, offering scenic views of the river while you eat. Sleeping arrangements: Main floor bedroom: King-sized bed with rustic elegance, ideal for a restful night’s sleep. Upstairs loft (second bedroom): Two twin beds perfect for guests or family. Outside, the lush lawn leads down to a private riverfront area, perfect for hiking, fly fishing, or simply dipping your toes in the cool waters. Shared resort BBQs are available to enjoy meals outdoors. Located just across the bridge, the famous Camp Sherman Store offers groceries, coffee, pastries, ice cream, wine, beer, made-to-order meals, and a fly-fishing shop. For a night out, the on-property restaurant Hola serves delicious meals with margaritas or to-go options. Adventure abounds nearby with lakes for swimming, golf courses, waterfall hikes, and Black Butte trails. Kayaking, canoeing, and white-water rafting are also within reach. Sisters, just 20 minutes away, offers boutique shopping, excellent restaurants, and plenty of things to see and do. Cabin 5 on the Metolius River provides a tranquil retreat with all the comforts needed for a memorable getaway. Whether seeking relaxation, outdoor adventures, or a break from the ordinary, this cabin promises an unforgettable riverfront experience. Important: A signed rental agreement is required before access to the property is granted.

Lariat House Dog-Friendly Retreat in Sisters

Sisters, OR, US
3 Bedrooms 8 Guests
Sep 27 - 29
$334 night

"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 back on the comfortable sofas after a day of exploration and enjoy your favorite shows or movies with your loved ones. The third bedroom also features a Roku TV, ensuring everyone can relax and unwind in their own space. The sleeping arrangements in this home are ideal for families or larger groups. The first and second bedrooms feature queen beds, providing a tranquil retreat for a restful night’s sleep. The third bedroom boasts two queen beds, accommodating additional guests comfortably. One of the highlights of this vacation rental is the large yard, perfect for your furry friend to run and play. Your four-legged family member will be thrilled to explore the outdoor space and soak up the fresh mountain air. Please note that additional pet fees may apply. For those who enjoy outdoor grilling, the deck is equipped with a BBQ grill. Gather around the grill, sizzle up some delicious meals, and savor them al fresco on the deck while admiring the scenic surroundings. During your stay, you’ll have access to the community’s seasonal pool, a fantastic amenity that offers a refreshing escape on warm summer days. Take a dip in the crystal-clear waters, soak up the sun on the poolside loungers, or simply unwind by the pool with a good book. Additionally, the Tollgate community also provides basketball and tennis courts for those looking to engage in friendly sports competitions or enjoy some recreational activities. The location of this vacation rental is simply unbeatable. Situated in Tollgate, you’ll find yourself surrounded by the natural beauty of Central Oregon. Explore the nearby trails for hiking and biking adventures, go fishing in the pristine rivers, or simply immerse yourself in the serenity of the great outdoors. In addition, Sisters, a charming town known for its Western flair, is just a short drive away. Discover unique shops, delightful restaurants, and vibrant local events. Whether you’re a nature enthusiast or a culture seeker, this location offers something for everyone. Don’t miss the opportunity to experience a memorable family vacation in Central Oregon. Book your stay at our dog-friendly home in Tollgate today and create lasting memories in this wonderful destination. Upon making a reservation please note that signing a rental agreement will be necessary before you are granted access to the property."

Two Units, One Stay | Perfect for Groups

Sisters, OR, US
2 Bedrooms 7 Guests
Sep 27 - 29
$320 night

Stay Together in Sisters – Entire Building Rental (Upper + Lower) Bring your group together and enjoy the comfort of having both Sisters Retreat Upper and Sisters Retreat Lower all to yourselves. This unique combo stay offers the perfect setup for families, friends, or small groups who want to stay close—while still having their own space. Located just a short walk from downtown Sisters, you’ll have easy access to local coffee shops, restaurants, boutiques, and seasonal events. Leave the car behind and enjoy the charm of this walkable mountain town. Together, the two units comfortably accommodate up to 7 guests, making it an ideal choice for group getaways, or family gatherings. Each unit offers a bright, modern space designed for comfort and relaxation after a day of exploring Central Oregon. Why Guests Love This Combo Stay: Rent the entire building for added privacy Perfect for groups who want space + togetherness Walkable to downtown Sisters shops and dining Easy access to hiking, biking, and outdoor adventures Ample parking for multiple vehicles The Layout: Upper unit is equipped with a full kitchen, full bathroom, walk-in closet, Queen size bed, and a sleeper sofa. A full size washer and dryer are also available. Lower Unit is equipped with a kitchenette, full bathroom, Queen size bed, and a sleeper sofa. Both units have a living space with large smart TV’s, and wifi. Please note: These units are designed for convenience and comfort while enjoying all that Sisters has to offer. There is a full kitchen in the upper unit with a small kitchenette in the downstairs unit. Pet Policy: Up to one dog per unit is welcome. Whether you’re here for a weekend escape, an event in town, or outdoor adventure, this combined retreat gives your group the space, flexibility, and location to make the most of your stay. Important: A rental agreement must be signed prior to receiving access to the property.

Water Views | Fireplace | Walk to Shops and Dining

Sisters, OR, US
2 Bedrooms 6 Guests
Sep 30 - Oct 2
$186 night

"Ponderosa Sunset Retreat is a gorgeous, 2 bedroom 2 bath condo located fountain side in the Pine Meadow Village community moments away from Sisters city center.   Accommodating up to 6, it’s perfect for two small families, a couples trip, or a friends getaway!  The spaceWe can’t wait to welcome you to The Ponderosa Sunset Retreat! Our home is located in the quaint town of Sisters Oregon, within a short walk distance of amazing restaurants and shopping, and just a short drive from breath taking hiking/biking trails, skiing and golfing. We’re located in the cozy neighborhood of Pine Meadow Village, with easy access to Highway 20 to come and go to local restaurants, shopping, and activities. We can accommodate up to 1 cars inside the garage. Additional street parking is first come first serve.  You’ll feel right at home from the moment you walk in at the open-air feel of the home as natural light encompasses the open living and dining area from just about every angle of the room.  Wind down after a day out in our cozy living space in front of our gas fireplace or enjoy the beautiful Central Oregon Sunsets from our patio.  The chef in your family will enjoy being a part of the day-to-day with the kitchen being open to the living space.  Our kitchen comes fully equipped to include a large fridge, stove, microwave, dishwasher, dishes, cookware, silverware, crockpot, blender, toaster, and even children’s cutlery and dinnerware!  Our breakfast bar completes the kitchen space, with four stools to enjoy a light meal!  Down the hall the first door to your right has the laundry room with full size washer and dryer.  Next you will come to one of two bathrooms.  This bathroom includes a shower, and single vanity.  Followed by the guest bedroom with a full size bed. The primary bedroom is located on the lefthand side of the hallway. It comes with a King size bed, reading nook, walk in closet and ensuite bathroom with a double vanity.  The patio with views of the fountain and walking paths is an oasis where we envision guests enjoying their favorite drink while grilling a delicious meal.   The Pine Meadow Village community pool is available to guests and is just a few steps away. Upon making a reservation please note that signing a rental agreement will be necessary before you are granted access to the property."

Sisters Retreats | Private Basecamp for Groups

Sisters, OR, US
5 Bedrooms 14 Guests
Sep 28 - 30
$592 night

Sisters Retreats | Your Ultimate Sisters Basecamp Welcome to Sisters Retreats, a unique collection of three neighboring vacation rentals combined into one incredible property in the heart of Sisters, Oregon. Designed for family reunions, wedding groups, cycling teams, retreats, and multi-family vacations, Sisters Retreats offers the rare opportunity to stay together while still enjoying the privacy and comfort of separate living spaces. With five bedrooms, five full bathrooms, multiple gathering areas, two full kitchens, a kitchenette, and private outdoor spaces throughout the property, you’ll have plenty of room to spread out while staying connected. Best of all, downtown Sisters is just a short walk away, making it easy to enjoy local restaurants, coffee shops, breweries, boutiques, galleries, and community events. Property Overview Sisters Retreats combines: Alpine Modern * 3 Bedrooms * 3 Full Bathrooms * Sleeps 7 * Full Kitchen * Two Private Decks Pine Street Loft * Open Loft Bedroom with Queen Bed * Two Twin Floor Mattresses (best suited for children) * 1 Full Bathroom * Full Kitchen * Private Patio Jefferson Hideaway * Studio Layout * Queen Bed * Queen Sleeper Sofa * 1 Full Bathroom * Kitchenette * Private Courtyard Combined Accommodations When rented together, Sisters Retreats comfortably accommodates up to 15 guests. Sleeping Arrangements **Alpine Modern** * Bedroom 1 – Queen Bed * Bedroom 2 – Queen Bed * Bedroom 3 – Queen Bed * Futon – Sleeps 1 **Pine Street Loft** * Open Loft Bedroom – Queen Bed * Two Twin Floor Mattresses (children recommended) **Jefferson Hideaway** * Queen Bed * Queen Sleeper Sofa Bathrooms * 5 Full Bathrooms Total * Two bathrooms with tub/shower combinations * Three bathrooms with walk-in showers The layout allows guests to enjoy privacy and convenience, making mornings easier and group travel more comfortable. Perfect for Groups Sisters Retreats was designed for travelers who want to be together without feeling crowded. Ideal for: * Family reunions * Wedding parties * Cycling groups * Ski weekends * Hiking adventures * Friends’ getaways * Corporate retreats * Holiday gatherings The separate units allow guests to enjoy private spaces while still gathering together throughout the day. Kitchens and Dining Preparing meals for a group is easy with: * Two fully equipped kitchens * One kitchenette * Multiple dining spaces * Coffee makers * Cookware and bakeware * Grilling areas * Complimentary coffee Whether you’re cooking breakfast before a day on the trails or hosting a family dinner, you’ll have the space and equipment you need. Outdoor Spaces Enjoy several private outdoor areas throughout the property, including: * Private decks * Private patios * Fenced courtyard * BBQ grills * Outdoor seating areas These spaces provide plenty of room to relax, gather, and enjoy Central Oregon’s beautiful weather. Pet Friendly Bring your furry family members along for the adventure. * Up to 2 dogs allowed * A third dog may be considered with prior approval * Pet fees apply * Please review house rules before booking Bike-Friendly Property Sisters is one of Oregon’s premier cycling destinations. Guests have access to a shared bike storage area during their stay. **Please bring your own lock to secure bicycles while stored.** Walk to Downtown Sisters One of the biggest advantages of Sisters Retreats is the location. Leave the car parked and enjoy easy access to: * Restaurants and breweries * Coffee shops and bakeries * Art galleries and shopping * Parks and walking paths * Seasonal festivals and events You’ll also be within easy reach of hiking trails, mountain biking routes, waterfalls, skiing, fishing, golf, and endless outdoor recreation opportunities. Why Guests Love Sisters Retreats Guests consistently praise the walkable downtown location, comfortable accommodations, thoughtful amenities, and flexibility of having multiple living spaces under one reservation. From welcome touches and well-stocked kitchens to peaceful outdoor spaces and responsive hospitality, Sisters Retreats is designed to make group travel easy and memorable. Whether you’re gathering family, celebrating a special occasion, planning an outdoor adventure, or simply looking for a place where everyone can stay together comfortably, Sisters Retreats is your ultimate Sisters basecamp.

Downtown Sisters | Walk to Everything | Sleeps 7

Sisters, OR, US
3 Bedrooms 7 Guests
Sep 28 - 30
$283 night

Modern Mountain Retreat in the Heart of Sisters Welcome to Alpine Modern, a stylish and comfortable downtown retreat designed for families, couples, and friends looking to experience the best of Sisters, Oregon. Perfectly located within walking distance of downtown, you’ll have easy access to local restaurants, coffee shops, boutiques, galleries, parks, and seasonal events while enjoying a peaceful home base to relax and recharge after a day of adventure. Whether you’re visiting for a family vacation, a couples’ getaway, a wedding, or an outdoor adventure in Central Oregon, Alpine Modern offers the perfect combination of comfort, convenience, and modern mountain charm. The Space This thoughtfully designed two-story townhome features: 3 Bedrooms 3 Full Bathrooms Sleeps up to 7 Guests Approximately 1,300 square feet The open and inviting layout provides plenty of space to gather while still offering privacy for guests traveling together. Sleeping Arrangements Bedroom 1 – Queen Bed Bedroom 2 – Queen Bed Bedroom 3 – Queen Bed Futon – Sleeps 1 Additional Guest Three Full Bathrooms A standout feature of Alpine Modern is its three full bathrooms, making it especially comfortable for multiple couples, families, and groups. Full Bathroom #1 – Tub/Shower Combination Full Bathroom #2 – Tub/Shower Combination Full Bathroom #3 – Walk-In Shower The layout provides convenient bathroom access for each bedroom, helping everyone enjoy a little extra privacy and comfort during their stay. One bathroom features a unique Jack-and-Jill style design with access from both a bedroom and the main living area, making it ideal for both private and shared use. Gather, Cook & Connect The fully equipped kitchen is stocked with everything you need to prepare meals at home, whether you’re fueling up before a hike or enjoying a family dinner together. Kitchen features include: Full-size appliances Coffee maker Blender Toaster Cookware and bakeware Barware and wine glasses Dining space for gathering Guests consistently mention how well-equipped the home is, making it easy to settle in and feel at home from the moment you arrive. Relax in Comfort After a day exploring Sisters and the surrounding mountains, unwind in the comfortable living area with: Cozy fireplace Smart TV High-speed WiFi Comfortable seating Air conditioning for warm summer days Thoughtful touches throughout the home create a welcoming space that’s perfect for relaxing, reconnecting, and making memories. Private Outdoor Spaces Enjoy two private upper-level decks where you can: Sip your morning coffee Enjoy the fresh mountain air Relax after a day of exploring Plan tomorrow’s adventure Pet Friendly We know vacations are better when the whole family comes along. One dog is welcome Pet fee applies Please review house rules before booking Need More Room? Alpine Modern is one of three neighboring vacation rental units on the property. Traveling with a larger group, extended family, wedding party, reunion, or retreat? Depending on availability, guests can reserve one, two, or all three units to create the perfect setup while still enjoying separate living spaces. Included Amenities High-speed WiFi Smart TV Air conditioning Indoor fireplace Washer and dryer Fully equipped kitchen Complimentary coffee BBQ grill Outdoor seating Free on-site parking Private entrance Shared bike storage shed (bring your own lock) Explore Sisters One of the best things about Alpine Modern is its location. Leave the car parked and enjoy a short walk to downtown Sisters, where you’ll find: Local restaurants and breweries Coffee shops and bakeries Unique shopping and art galleries Seasonal festivals and events Parks and walking paths You’re also just a short drive from world-class hiking, mountain biking, fishing, skiing, golf, and some of Central Oregon’s most beautiful scenery. Why Guests Love Alpine Modern Guests consistently praise Alpine Modern for its modern design, comfortable beds, exceptional cleanliness, thoughtful amenities, and unbeatable location. Many comment that it’s one of the best-stocked vacation rentals they’ve stayed in and love being able to walk into town while enjoying a quiet and relaxing setting. Whether you’re planning a weekend getaway, family vacation, wedding stay, or outdoor adventure, Alpine Modern offers the perfect place to gather, relax, and experience everything Sisters has to offer.

Martingale Lodge 3 bdrm, 2 bath, private hot tub

Sisters, OR, US
3 Bedrooms 6 Guests
Oct 11 - 14
$274 night

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 and feel the warmth of the wood burning fireplace in the living room as you cozy up with a good book. The fully equipped kitchen is perfect for cooking up delicious meals and enjoying them together in the adjacent dining area. With three comfortable bedrooms, including a master suite with a King mattress, this home comfortably sleeps up to 8 guests. Step outside onto the back deck and relax in the private hot tub, surrounded by the peaceful beauty of nature. The spacious backyard is perfect for barbecues, outdoor games, and soaking up the sunshine. For those seeking more active pursuits, guests have access to the community seasonal pool, tennis courts, and basketball courts, all just a short walk away. Located in the Tollgate community, this vacation rental is just minutes away from the charming town of Sisters, where you can explore local shops, restaurants, and galleries. The surrounding area is a nature lover’s paradise, offering endless opportunities for hiking, biking, fishing, and more. Come experience the best of central Oregon from the comfort of our charming vacation rental! Upon making a reservation please note that signing a rental agreement will be necessary before you are granted access to the property."

Walk to Downtown with Pool, Hot Tub + more access

Sisters, OR, US
5 Bedrooms 6 Guests
Sep 27 - 29
$230 night

This 5-bedroom house is jam-packed with amenities and has everything you need for an amazing vacation in Sisters, OR! • 5-10 min walk to everything downtown • 3 Outdoor Patios, a Vintage Record Collection, and a Bar Cart! • Fire Pit • Community Use of: Pool, Hot Tub, Tennis Courts, Club House & Scenic Trails! • BBQ Grill • Indoor Fireplace • Game Room: Arcade Games, Popcorn Machine, Board & Card Games! • Fully Stocked Kitchen • Peleton Bike • Dog Friendly • Family Friendly Welcome to your perfect vacation escape in the heart of Sisters, Oregon! Serenity Pines Creekside is a 5-bedroom, 2-bathroom retreat with space for everyone (sleeps up to 9: 6 adults + 3 kids). This treehouse-style home combines rustic elegance with luxurious comfort, perched among the trees with stunning mountain views and overlooking a peaceful seasonal creek. You’ll feel worlds away from it all, yet just steps from downtown’s vibrant energy. Enjoy easy access to over 100 local shops, cafes, and restaurants, including the renowned Sisters Coffee, only five minutes away. Please note the home’s unique layout: When you enter through the main door, you’ll find a small entryway on the lower level. From there, stairs lead to the second floor, where all of the main living spaces are located, including all 5 bedrooms, 2 bathrooms, the living room, kitchen, and game room. No primary living spaces or bedrooms are on the entry level. Game Room: Situated between two bedrooms, with no doorways separating them. A futon is placed in the center of the space. This is a condo-style unit situated within a multi-unit building. You’ll enjoy a private and comfortable stay, though, like most condos, there may be occasional ambient noise from surrounding units as part of the shared living environment. Whether you’re here to explore the area’s natural beauty or unwind with the home’s amenities, Serenity Pines Creekside is the ideal home base for your next getaway. MAIN SPACES OF THE HOME: – 5 BEDROOMS & 2 BATHROOMS – BEDROOM 1: * King-sized Bed * Nightstand and Lamps * Ceiling Fan * Closet * Direct Balcony Access * Ensuite Bathroom BEDROOM 2: * King-sized Bed * Nightstand and Lamps * Closet * Peloton Bike BEDROOM 3: * Queen-sized Bed * Nightstand and Lamps * Ceiling Fan * Closet BEDROOM 4: * Twin-sized Bed BEDROOM 5: * Twin-sized Bed * Beanbags – 2 BATHROOMS – * Ensuite Bathroom with Shower/Tub Combo * Full Bathroom (End of the Hallway) – CHEF’S KITCHEN – * Fully Stocked * High-end Stainless Appliances * Large Refrigerator * Ample Cabinetry * Keurig & Drip Coffee Maker – LIVING ROOM– * 47" Smart TV * Indoor Fireplace * High Ceiling * Custom Cowboy Mural * Expansive Windows * Ceiling Fan * Ample Plush Seating * Open Floor Concept connecting the Kitchen & Dining Area – GAME ROOM– * Arcade/Video Games * Popcorn Machine * Puzzle & Toys – OUTDOOR FUN & AMENITIES – * Community Pool * Fire Pit * BBQ Grill * Hot Tub (Community Use) * Tennis Courts (Community Use) * Clubhouse * Scenic Trails * Dog Park Guests have access to the entire house (minus the locked owner’s closet) via keypad entry By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4 pm Check-out is at 10 am The minimum age for check-in is at least 21 years old. -Up to 2 dogs are allowed for $125 per stay, no cats please. We kindly ask that your dog is crate trained and that you pick up after your dog -Absolutely no parties, grounds for termination. We want to be extremely respectful of our neighbours - -There is 1 security camera are solely to keep track of our cleaning team located in the front door. -Parking in garage for 2 cars max. Street parking allowed: Yes -Guests can enjoy access to a refreshing, community-shared pool during their stay. The pool is maintained at 82 degrees and is seasonal, closing in mid-September and reopening on Memorial Day weekend. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out. License number: STR 24-05

Fourth Sisters Bliss 2 bedroom 2 bath w/ fireplace

Sisters, OR, US
2 Bedrooms 4 Guests
Sep 23 - 25
$191 night

"Sitting just off from the historical downtown of Sisters, nestled in the trees, this delightful condo offers a perfect blend of comfort and entertainment, making it an ideal retreat for all. When you enter this upstairs condo you will immediately notice the clean and cozy feel it provides. From the decor to the furniture to the wood fireplace, it all provides the perfect environment to be a home away from home. The two bedrooms offer a getaway space of their very own as each bedroom features warm inviting decor, an ensuite bathroom and personal television. The main bedroom features a luxurious queen bed, while the second bedroom offers an ultra comfortable king bed. Each will be a welcome resting place after a day of enjoying all that Sister’s has to offer. Throughout the rest of the condo you will find all the necessities and conveniences of home that you will need to prepare your meals, play games, unwind, and enjoy time with family and friends. Being in this condominium community, you will also have access to all the onsite amenities such as the seasonal pool and hot tub. This condo’s location is simply unbeatable. Being within walking distance of downtown Sisters, you’ll have easy access to charming shops, delicious restaurants, local attractions, and numerous walking trails. Whether you’re seeking outdoor adventures, cultural experiences, or simply a tranquil escape, Sisters has something for everyone. Book your stay in this wonderful upstairs two-bedroom condo today and create unforgettable memories in the heart of Sisters, Oregon. Upon making a reservation please note that signing a rental agreement will be necessary before you are granted access to the property."

Mountain View Home with On-site Golf and Private Hot Tub - Near Skiing and Bend

Sisters, OR, US
2 Bedrooms 6 Guests
Sep 23 - 25
$216 night

Apache Greens This home is perfect for relaxing after a day of exploring. After a day on the slopes, soak your weary muscles in your private hot tub. Outside, gather around the firepit, whip up some dinner on the grill, or play in the large yard. In the evening, enjoy a drink by the pond, watch the sunset, and take in the view of the Three Sisters mountains. Inside, this home has all the space and amenities needed for your family or group. In the living room, warm up by the gas fireplace as you watch a favorite movie or TV show. What’s nearby: The adventures are endless in the Bend area, and this home is located near several amazing tourist attractions. Bring your clubs, and play at the beautiful Aspen Lakes Golf Course located just six miles away. For skiing, snowboarding, snowshoeing, and sledding, visit the Hoodoo Ski Area, just 28 miles north or Mt. Bachelor, only 38 miles south. And for a number of restaurants, local breweries, and unique shops, downtown Bend is only 18 miles from your front door. Things to know: Free WiFi Full kitchen (with a dishwasher) Step-free access to the bathroom One practice golf green is on the property Single level home - suitable for guests with limited mobility *Please note that this home is adjacent to the owner’s full-time residence (the driveway is shared) Deschutes County Tax Certificate #77 License number: 735032

Central Carousel

Bend, OR, US
2 Bedrooms 5 Guests
Sep 23 - 25
$139 night

Escape to your private, pet-friendly yurt retreat with mountain views, just minutes from Bend and Sisters. Welcome to Central Carousel House, a one-of-a-kind Central Oregon retreat where peaceful mountain surroundings meet easy access to everything Bend and Sisters have to offer. Whether you’re looking for outdoor adventure, a quiet getaway, or a cozy place to reconnect with nature, this charming property offers the perfect home base. Nestled among the pines with beautiful mountain views, this unique getaway comfortably accommodates up to five guests and features two comfortable sleeping areas with one king, one queen, plus a sofa sleeper, making it an ideal choice for couples, small families, or a group of friends. Inside, you’ll find a warm and inviting living space designed for relaxing after a day of exploring Central Oregon. The fully equipped kitchen makes preparing meals easy, while the comfortable seating area provides the perfect place to unwind, play games, or enjoy a quiet evening indoors. One of the property’s most memorable features is the private yurt, offering a truly unique Pacific Northwest experience. Whether you’re enjoying your morning coffee while taking in the mountain views or relaxing beneath the stars after a day of hiking, the peaceful surroundings create an unforgettable setting. Located between Bend and Sisters, you’ll enjoy quick access to some of Central Oregon’s best attractions. Spend the day exploring downtown Bend’s breweries, restaurants, and shops, wander the charming streets of Sisters, or venture out to nearby hiking trails, mountain biking routes, rivers, lakes, and scenic drives. Panoramic views of central Oregon mountain range. During the winter months, Mt. Bachelor offers exceptional skiing and snowboarding just a short drive away. Whether you’re seeking outdoor recreation or simply a peaceful escape surrounded by nature, Central Carousel House offers comfort, convenience, and a truly memorable Central Oregon experience. Centrally located between Sisters, Redmond, & Bend. Highlights Private mountain setting Unique yurt on the property Beautiful mountain views Fully equipped kitchen Convenient location between Bend and Sisters Close to hiking, biking, skiing, fishing, and outdoor recreation Sleeps up to 5 guests 1 pet per stay License number: 720994

Pickleball Country Retreat in Bend!

Bend, OR, US
3 Bedrooms 6 Guests
Sep 29 - Oct 2
$230 night

Enjoy your own private pickleball court with a view of the Three Sisters mountains. Nestled centrally between Sisters and Bend, this 1-story 3-bedroom, 2-bath vacation rental includes inviting furnishings, a full well-stocked kitchen, ample parking, a ping-pong table, and two large decks for stargazing. From whitewater rafting and hiking with Sun Country Tours to visiting the old Mill district or downtown Bend for shopping to skiing on Mount Bachelor, there’s an activity for everyone! -- THE PROPERTY -- Peaceful, Secluded Neighborhood | Centrally Located Between Bend & Sisters | Hiking & Biking Trails Nearby Escape from city life at this charming Bend getaway, complete with the comforts of home that the whole crew is sure to enjoy! Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed OUTDOOR LIVING: Private pickleball court (bring your own equipment), deck w/ lounge chairs, gas grill, mountain views, front porch w/ seating INDOOR LIVING: Open layout, 2 Smart TVs, ping-pong table, dining table, walk-in closet KITCHEN: Island w/ seating, cooking basics, dishware/flatware, dishwasher, stove/oven, refrigerator, microwave, drip coffee maker, tea kettle, blender, toaster, complimentary spices GENERAL: Free WiFi, linens/towels, central heating, A/C (living room), washer/dryer, fans in bedrooms, hair dryer, iron/board, hangers, trash bags/paper towels FAQ: 3 exterior security cameras (facing out) ACCESSIBILITY: Single-story home, stairs required for entry & backyard access PARKING: Driveway (3 vehicles), RV/trailer parking allowed on-site -- THE LOCATION -- SISTERS (8.4 miles): Small-town shopping, boutiques, dining, bike trails, Whychus Creek BEND (14.8 miles): Shopping, dining, breweries, fishing, attractions, hiking trails, Drake Park, Bend Whitewater Park, Riverbend Park, Old Mill District OUTDOOR ADVENTURE: Three Sisters Viewpoint (2.1 miles), Tumalo State Park (9.2 miles), Ouzel Outfitters - Oregon Rafting (12.0 miles), Sun Country Tours - whitewater rafting (16.3 miles) HIT THE SLOPES: Hoodoo Ski Area (30.0 miles), Bachelor Ski & Sports (36.9 miles), Willamette Pass Resort (84.0 miles) HOT SPOTS: Snow Diamond Alpacas (6.5 miles), Fly Spur Ranch (8.0 miles), Deschutes Historical Museum (15.3 miles), Pilot Butte State Scenic Viewpoint (16.3 miles), High Desert Museum (20.8 miles), Lava River Cave (26.5 miles), Boyd Cave (29.1 miles), Oregon Observatory (32.0 miles), Sunriver Nature Center & Observatory (32.1 miles), Newberry National Volcanic Monument (37.4 miles) AIRPORT: Portland International Airport (161 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking or vaping - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required at check-in - NOTE: The property requires stairs for entry and backyard access - NOTE: Guests must provide their own court shoes, Pickleball paddles, and Pickleball balls. The owner will provide separate access to the court upon arrival. The court is only to be used for Pickleball and no other sports and no other shoes, bikes, balls, skateboards, etc shall be allowed on the court. Use of the court shall be from 9 AM to dusk daily. The court cannot be used when wet or icy - NOTE: Your safety matters. This property features 3 Ring exterior security cameras. Camera 1 is on the garage and faces towards the driveway. Camera 2 is on the back door and faces the back patio. Camera 3 is on the house and faces the Pickleball Court. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion and will be on during the duration of your stay

The Gem Estate | Modern Farmhouse w/ Lavender Fields + Hot Tub

Bend, OR, US
3 Bedrooms 8 Guests
Sep 23 - 25
$242 night

Escape to The Gem Estate, a 10-acre haven just 25 minutes north of central Bend and 15 minutes southeast of Sisters on a tranquil lavender farm. Set against the natural beauty of Central Oregon, this retreat offers space, privacy, and a refined farmhouse feel designed for relaxed stays. Step inside this Northwest modern farmhouse, where bold contemporary style meets warm, inviting comfort. The living room features a cozy fireplace and large-screen TV, setting the scene for laid-back movie nights or quiet evenings after exploring nearby trails, shops, and scenic drives. The fully equipped kitchen is a chef’s dream, with Thermador appliances, a gas range, spacious fridge/freezer, and barstool seating for five. A generous dining table makes shared meals easy, while the breakfast nook offers a charming spot for morning coffee. For guests mixing work with travel, a dedicated office provides a quiet place to focus. A well-equipped garage gym adds extra convenience for staying active during your trip. With three bedrooms, The Gem Estate offers comfortable accommodations for families or small groups seeking a peaceful Bend-area escape. The primary suite features a king bed and ensuite bathroom, while two additional queen bedrooms provide restful spaces to unwind. Surrounded by open land and lavender farm scenery, The Gem Estate delivers the perfect balance of privacy, comfort, and Central Oregon charm—ideal for travelers looking to slow down, reconnect, and enjoy the beauty of Bend and Sisters. Outside, the spacious patio beckons with a hot tub, a Solo stove pizza oven, a Weber gas grill, a barrel sauna, and the Ice Barrel 500 cold plunge. Gather around the firepit (firewood and fire starters provided) on comfortable Adirondack seating, or try your hand at the 9-hole disc golf course set around the property. For even more fun, cornhole and a portable pickleball net with paddles are provided. Enjoy open-air gatherings in our brand-new outdoor dining room — a stunning space designed for connection and comfort. The modern pergola offers a stylish setting with a large table that seats up to twelve guests, perfect for family dinners, celebrations, or relaxed evenings under the stars. Soft ambient lighting creates a warm glow after sunset, while a Timber Stove with wood pellets keeps the area cozy during cooler evenings. Whether you’re sipping wine, sharing a meal, or simply unwinding in nature, this outdoor space blends elegance and comfort for every season. Want to explore? You’ll find a ping pong table in the garage ready for friendly competitions. Enjoy four different Yeti cooler options to enhance your outdoor activities, as well as four BOTE float tubes with a BOTE float bar. Have an electric vehicle? We have you covered with our Tesla charging station Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Along the Deschutes River in Central Oregon, rugged landscapes and scenic Cascade Mountains invite visitors to embrace endless outdoor adventure. Whitewater rafting, fishing, biking, trail running, golfing, hiking, paddleboarding and rock climbing are some of the great ways to enjoy the warmer months. Come winter, admire the views by mountain on skis, snowboards, or snowshoes. No matter the season, you won’t want to miss dining at seasonal restaurants, touring the breweries, and socializing at the cocktail bars downtown. Local Attractions: Bend Ale Trail, Mt. Bachelor, The Deschutes River Trail, Deschutes National Forest, Deschutes Brewery, Whitewater Park, Tumalo State Park, Pilot Butte Volcano State Scenic Viewpoint, Zydeco Kitchen & Cocktails, Benham Falls, Old Mill District Shopping, Drake Park and Mirror Pond, Bos Taurus Restaurant, Crux Fermentation Project, Hayden Amphitheater, Sisters Coffee, The Open Door Home Truths: - Please note that the detached barn is not available for rent. - Before booking, we kindly ask that you inquire about the availability of the Airstream during your intended stay. Please feel free to reach out to us with any questions or to confirm details. - The firepit is wood-burning, and firewood and fire starters are provided. - Live Hulu TV and Netflix Logins are provided at this listing. - Tesla charging station on the property. - Additional ice maker in the garage. - Additional space available in the garage for personal bikes and skis. - Sonos speakers in all rooms in the main house. - Two 3-in-1 Belkin Wireless Chargers with MagSafe Charging in all rooms. - Bedroom 2 features a set of cot beds for children under 12 years of age. Pets: - This home allows up to 2 dogs for a fee; undisclosed pets brought without Property Manager’s approval may result in a $500 fine per pet. - No dogs should be left alone inside the house. - No dogs on the furniture. - No dogs on the beds. - Two dog beds are provided. - Pick up after your dog (dog bags are not provided). - Any damage caused by the dogs will be the guests’ responsibility. Gym Details: Two Concept2 RowErgs, two Assault bikes, Concept2 SkiErg, Peloton bike, two 35# barbells, two 45# barbells, squat rack, wall balls (14#/20#), pull up bar, box jumps, kettlebells, dumbbells, yoga mats, flat bench, ring rows, Crossover Symmetry bands, jump ropes, resistance bands, bumper plates, ab mats, Precor Treadmill. Parking Details: The driveway accommodates parking for up to 10 cars. Garage parking is not available. RV/Trailer/Boat parking is available on the property. --- The room configuration is as follows: Primary Bedroom / King bed w/ ensuite Bedroom 2 / Queen bed Bedroom 3 / Queen bed --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. Licence number: 825098

Vacation Rentals in Black Butte Ranch by Amenities & Features

Get to Know Black Butte Ranch

Black Butte Ranch in Oregon is a serene and picturesque destination that offers a perfect blend of outdoor recreation and relaxation. Nestled in the Cascade Range, this family-friendly resort community is known for its stunning mountain views, tranquil atmosphere, and an array of activities that cater to nature lovers and adventure seekers alike. The ranch features two championship golf courses, Big Meadow and Glaze Meadow, which provide golfers with challenging play amidst breathtaking natural scenery. The courses are renowned for their well-kept greens and fairways, as well as the occasional wildlife sightings that add an extra layer of excitement to the game. For those who prefer to explore the great outdoors, Black Butte Ranch is a gateway to a variety of trails suitable for hiking, biking, and horseback riding. The surrounding Deschutes National Forest offers miles of paths that wind through dense forests, alpine meadows, and past crystal-clear lakes. The nearby Phalarope Lake is a haven for kayaking, stand-up paddleboarding, and fishing, making it a perfect spot for water enthusiasts. In the winter months, the ranch transforms into a snowy wonderland, with opportunities for cross-country skiing, snowshoeing, and sledding right on the property. The close proximity to Hoodoo Ski Area and Mt. Bachelor also means that downhill skiing and snowboarding are just a short drive away. For relaxation, visitors can enjoy the ranch's spa services, which include massages, facials, and body treatments designed to rejuvenate the mind and body. The leisurely pace of life at Black Butte Ranch is complemented by its dining options, which range from casual to fine dining, all while offering views of the stunning Cascade Mountains. Accommodations at Black Butte Ranch are designed to blend seamlessly with the natural environment, offering guests a choice of cozy cabins, spacious vacation homes, and lodge rooms that cater to different group sizes and preferences. Families will appreciate the ranch's recreational facilities, including multiple swimming pools, tennis courts, and a recreation center with programs for children. The friendly staff and community atmosphere make it easy for visitors to feel at home and create lasting memories. In essence, Black Butte Ranch is a tranquil retreat that promises a harmonious balance of adventure and relaxation, making it an ideal destination for travelers seeking a peaceful escape in the heart of Oregon's natural beauty.
Black Butte Ranch in Oregon is a serene destination that offers a range of weather conditions throughout the year, suitable for various outdoor activities and relaxation. The climate is characterized by dry summers and cold, snowy winters, typical of the Pacific Northwest region. Winter, from December to February, is cold with average temperatures ranging from the low 20s to the mid-30s Fahrenheit. Snowfall is common, making it an excellent time for winter sports enthusiasts to enjoy skiing and snowboarding at nearby resorts. The ranch itself is transformed into a winter wonderland, offering a cozy retreat with its snow-covered landscapes. Spring, from March to May, brings a gradual warming with temperatures ranging from the high 30s to the mid-60s. This season can be unpredictable with occasional rain showers and late snowfalls, but it also brings the beauty of blooming wildflowers and budding trees. It's a quieter time to visit, ideal for those looking to enjoy the natural surroundings without the crowds. Summer, from June to August, is the most popular and pleasant time to visit Black Butte Ranch. Temperatures are warm, ranging from the high 70s to the low 90s, with low humidity, making it perfect for golfing, hiking, cycling, and horseback riding. The clear skies and mild evenings are ideal for stargazing and outdoor dining. Autumn, from September to November, offers a spectacular display of fall colors with temperatures ranging from the high 30s to the low 70s. The weather is generally dry, allowing for comfortable exploration of the ranch's scenic trails and tranquil lakes. It's a great time for photography enthusiasts and those seeking a peaceful getaway. Precipitation is relatively low during the summer months, making it the most popular time for visitors seeking outdoor adventures and sunshine. However, each season at Black Butte Ranch has its own unique appeal, from the snowy activities of winter to the vibrant colors of fall. For those seeking the most pleasant climate, late spring to early fall is the ideal window. During this period, the weather is typically mild and conducive to a wide range of outdoor activities, while the natural beauty of the ranch is at its peak.
Black Butte Ranch in Oregon is a serene and picturesque destination that offers a unique blend of natural beauty and cultural experiences for travelers who appreciate the arts, history, and local customs. While it may not be a bustling metropolis with an abundance of museums and galleries, it provides a tranquil setting where one can enjoy cultural activities in a more intimate and natural environment. For art enthusiasts, the nearby town of Sisters is renowned for its artistic community and hosts the Sisters Outdoor Quilt Show, an annual event that transforms the town into an open-air gallery showcasing hundreds of quilts. Art lovers can also visit the Sisters Gallery and Frame Shop, which features works by local artists, including paintings, sculptures, and glass art. History buffs will find the High Desert Museum in nearby Bend a fascinating place to visit. This museum offers a deep dive into the natural history, culture, and art of the High Desert region, with interactive exhibits and living history demonstrations that bring the past to life. The museum's collection includes Native American artifacts, wildlife exhibits, and art inspired by the surrounding landscape. Local customs and traditions can be experienced through the various festivals and events that take place throughout the year. The Sisters Rodeo, known as the "Biggest Little Show in the World," provides a glimpse into the cowboy culture that is part of Oregon's heritage. Additionally, the Sisters Folk Festival is a celebration of American roots music, featuring performances by a variety of artists in an intimate setting. For those who enjoy live music, the clear, starry nights at Black Butte Ranch are often accompanied by the sounds of local musicians performing at the Lodge Restaurant or at private events on the ranch. The acoustics of the great outdoors add a magical quality to the music, making for unforgettable evenings. While Black Butte Ranch may not have the extensive array of museums and galleries found in larger cities, it offers a peaceful retreat where the arts and local culture are celebrated in harmony with the stunning natural environment. The ranch itself provides a canvas for experiencing the beauty of Central Oregon, with its majestic mountain views, tranquil lakes, and lush meadows, all of which inspire a deep appreciation for the region's cultural and natural wonders.
Black Butte Ranch in Oregon is a serene and family-friendly destination that offers a plethora of activities for children to enjoy amidst its stunning natural backdrop. Nestled in the Cascade Mountains, this resort community is a haven for families seeking both relaxation and adventure. For the young adventurers, Black Butte Ranch provides ample opportunities to explore the great outdoors. The ranch features over 18 miles of paved bike paths, perfect for a family cycling day out. Bikes and helmets can be rented on-site, ensuring that even the littlest riders can join in on the fun. During the summer months, the ranch's five swimming pools are a major draw. Kids can splash around to their heart's content while parents relax poolside. For those looking to take a dip in a natural setting, the nearby Phalarope Lake offers calm waters ideal for swimming and paddleboarding, with equipment available for rent. Horseback riding is another popular activity at Black Butte Ranch. The on-site equestrian center offers pony rides for the younger children and trail rides for those a bit older, providing a unique way to experience the ranch's scenic beauty. The ranch also boasts a variety of sports courts, including basketball, pickleball, and tennis, allowing families to engage in friendly competition. For a more leisurely pace, families can try their hand at fishing in the well-stocked ponds, where children can learn to cast a line and maybe even catch their first fish. When it's time to unwind, Black Butte Ranch has a recreation center with a playground and a variety of scheduled kids' activities and programs. These programs are designed to entertain and educate, ranging from arts and crafts to nature hikes, ensuring that there's something to capture the imagination of every child. For a family dining experience, the ranch offers several restaurants with kid-friendly menus, ensuring that even the pickiest eaters will find something to enjoy. And as the day winds down, families can gather around a fire pit to roast marshmallows and share stories under the starry Oregon sky. Black Butte Ranch is a destination where children can revel in the joys of nature, engage in a multitude of activities, and create lasting memories with their families. It's a place where the wonders of childhood can be embraced and celebrated in a safe and enchanting environment.
Nestled in the heart of Central Oregon, Black Butte Ranch offers a serene escape into nature's embrace, with a backdrop of majestic mountain peaks and lush forests. This idyllic destination is a paradise for outdoor enthusiasts, offering a plethora of activities set against the stunning Cascade Range. For hikers, Black Butte Ranch is a gateway to miles of trails that cater to all levels of experience. The hike to the summit of Black Butte itself is a popular trek, rewarding adventurers with panoramic views of the surrounding mountains, including Mount Washington, Three Fingered Jack, and on clear days, Mount Hood. The trail winds through ponderosa pine forests and meadows dotted with wildflowers, offering a tranquil experience in the great outdoors. Cyclists will find a haven in the ranch's extensive network of biking trails. Whether you prefer leisurely rides through the meadows or challenging mountain bike trails, the varied terrain around the ranch caters to all preferences. The scenic byways and country roads in the area also provide ample opportunities for road biking amidst breathtaking landscapes. For water enthusiasts, the nearby Metolius River and Suttle Lake are perfect for kayaking, canoeing, and stand-up paddleboarding. The crystal-clear waters and peaceful surroundings make for an unforgettable day on the water. Fishing aficionados will delight in the chance to cast a line in the Metolius River, renowned for its fly-fishing and healthy populations of rainbow trout and bull trout. Golfers can enjoy a round or two at one of the ranch's championship golf courses, which offer challenging play with stunning views of the mountains and natural terrain. The courses are beautifully integrated into the landscape, providing a golfing experience that is both scenic and stimulating. In the winter months, Black Butte Ranch transforms into a snowy wonderland, with opportunities for cross-country skiing and snowshoeing right on the property. The nearby Hoodoo Ski Area also offers downhill skiing and snowboarding for those seeking more adrenaline-fueled winter sports. Wildlife watching is another highlight at Black Butte Ranch. The area is home to a diverse array of wildlife, including deer, elk, and a variety of bird species. Nature walks and photography outings are excellent ways to appreciate the local fauna in their natural habitat. With its combination of natural beauty, outdoor recreation, and tranquil atmosphere, Black Butte Ranch is a destination that truly embodies the spirit of Oregon's great outdoors. Whether seeking adventure or relaxation, visitors will find a connection with nature that rejuvenates the soul.
Black Butte Ranch, nestled in the scenic Cascade Range of Central Oregon, offers a tranquil escape with a variety of transportation options for visitors. The closest major airport is Redmond Municipal Airport (RDM), located about 33 miles from the ranch. This airport connects to several larger hubs, making it relatively easy for travelers to fly in from different parts of the country. Upon landing, visitors can rent a car, which is the most convenient way to reach Black Butte Ranch and explore the surrounding areas. For those who prefer to drive, Black Butte Ranch is accessible via Highway 20, which is a scenic route through the heart of Oregon. The drive itself offers stunning views of the natural landscape, making the journey part of the destination experience. There are no direct train services to Black Butte Ranch, but the Amtrak station in Chemult is about 60 miles away, and from there, a car rental would be necessary to reach the ranch. Once at Black Butte Ranch, the mode of transportation shifts to a more relaxed pace. The ranch itself is designed to be a pedestrian-friendly community with paths and trails that invite visitors to walk or bike. Bicycles are a popular way to get around, and rentals are available for those who don't bring their own. The ranch's layout encourages guests to enjoy the outdoors and take in the natural beauty at a leisurely pace. For excursions outside of the ranch, such as trips to nearby Sisters or Bend, a car is essential. These charming towns offer additional dining, shopping, and cultural experiences and are just a short drive away. The region is also known for its outdoor activities, including hiking, fishing, and skiing at nearby Mount Bachelor, which would also require a vehicle to access. In summary, while Black Butte Ranch itself is a haven for walkers and cyclists, visitors will find that having a car is the most practical way to reach the ranch and explore the wider region. The destination's emphasis on nature and outdoor recreation makes it an ideal spot for those looking to unwind and connect with the environment.

Black Butte Ranch FAQs

Black Butte Ranch offers a variety of activities for visitors. You can enjoy outdoor pursuits such as golfing on two scenic championship courses, hiking and biking on numerous trails, horseback riding, and fishing in the nearby lakes and rivers. In the winter, the area is great for cross-country skiing and snowshoeing. The ranch also has several swimming pools, tennis courts, and a spa for relaxation.
The best time to visit Black Butte Ranch depends on the activities you're interested in. Summer offers warm weather perfect for golf, hiking, and water activities, while winter provides a snowy landscape ideal for cross-country skiing and snowshoeing. Spring and fall are quieter and offer mild weather, making them great times for those looking to avoid crowds.
Yes, Black Butte Ranch has several dining options ranging from casual to fine dining. The Lodge Restaurant offers a menu with Pacific Northwest flair, and the Lakeside Bistro provides a more casual dining experience with stunning views. There are also cafes and snack shops available for quick bites.
Absolutely, Black Butte Ranch is very family-friendly. There are activities for all ages, including kid-friendly swimming pools, bike rentals, horseback riding, and sports facilities. The ranch also offers various programs and camps for children during the summer months.
Yes, while golf is a popular activity at Black Butte Ranch, it is not a requirement for booking a stay. Guests can enjoy a wide range of other amenities and activities, or simply relax and take in the beautiful surroundings.
Black Butte Ranch hosts a variety of events and activities throughout the year, including holiday celebrations, outdoor concerts, guided nature walks, and wellness workshops. It's best to check the ranch's event calendar or contact them directly for the latest schedule during your visit.

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