Curated For You
Curated For You
chalet
6
Beds
3
Baths
10
Guests
Welcome to Duntroon Hideaway, a spacious and beautifully positioned ski season chalet rental nestled in the scenic hills of Duntroon. Surrounded by snow-covered forests, rolling countryside, and Escarpment views, this inviting 6-bedroom winter retreat offers the perfect setting for families and groups looking to fully embrace the ski season lifestyle. Located just minutes from Devil's Glen Ski Club and Highlands Nordic, this property delivers effortless access to some of Ontario’s best alpine and Nordic winter experiences while offering the peace and privacy of a true country escape.Designed for Ski Season Living Thoughtfully designed for extended winter stays, this chalet comfortably accommodates larger families and groups with generous gathering spaces and flexible sleeping arrangements. The home features: Six spacious bedrooms ideal for ski families and guests Hot Tub to unwind after a day on the ski hills Large living and entertaining areas for après-ski evenings Fully equipped kitchen perfect for family meals and hosting Cozy spaces for relaxing after a day outdoors Scenic views of the surrounding countryside and Escarpment Whether warming up after a day on the slopes or enjoying quiet snowy mornings by the fire, Duntroon Hideaway is designed to make winter living feel effortless and memorable. Minutes to Ontario’s Premier Winter Recreation This location is ideal for those wanting immediate access to winter activities while staying removed from the busier resort atmosphere. Nearby winter highlights include: Devil’s Glen skiing and snowboarding Highlands Nordic cross-country skiing and snowshoeing Blue Mountain Resort and private ski clubs Winter hiking and Escarpment trails Charming nearby villages including Creemore and Singhampton for cafés, restaurants, and après-ski outings This is a location where winter becomes a lifestyle — not just a weekend trip. Unlike high-traffic village rentals, Duntroon Hideaway offers: Space and privacy Quiet countryside surroundings Easy access to multiple ski destinations A true chalet atmosphere for the winter ski season It is the ideal setting for families seeking a more relaxed and authentic ski season experience.The Ultimate Winter Basecamp Whether you are planning: A full ski season retreat A family winter getaway A multi-generational holiday stay A seasonal escape close to the slopes Duntroon Hideaway offers the comfort, access, and atmosphere that define exceptional winter living in the Blue Mountains region. Winter Seasonal Availability Inquire today to experience Duntroon Hideaway — where winter, nature, and chalet living come together in one unforgettable seasonal retreat.
Country house near Devils Glen
$22,000/season
chalet
3
Beds
3
Baths
6
Guests
$25,000/season
chalet
4
Beds
3
Baths
7
Guests
$28,000/season
house
3
Beds
2
Baths
5
Guests
$17,000/season
Escape to this stunning 3-bedroom, 3-bathroom chalet in the heart of ski country perfectly located just 10 minutes from Blue Mountain Village and situated off the 3rd hole fairway of Cranberry Golf Course. Offering spectacular mountain views, soaring vaulted ceilings, and stylish modern finishes, this retreat blends rustic charm with luxury comfort. The open-concept living area features floor-to-ceiling windows that fill the space with natural light, a cozy electric fireplace, and seamless flow between the living, dining, and kitchen spaces—ideal for entertaining and family gatherings. A second lounge upstairs with a large sectional and TV provides extra space for relaxing. The gourmet kitchen is a chef’s delight, equipped with granite countertops, a spacious island, wine fridge, and high-end appliances, including a Keurig for your morning coffee. Upstairs, the three bedrooms are designed for comfort and style. The primary suite features a king bed and spa-like ensuite with a dual-head walk-in shower, while the two additional bedrooms each offer plush queen beds. With its thoughtful design, modern amenities, and unbeatable location close to skiing, golf, hiking, and the Village, this chalet is the ultimate four-season escape in Collingwood and The Blue Mountains
Collingwood Property
Welcome to a Designer Ski & Seasonal Chalet, a beautifully curated four-season retreat where modern design, thoughtful functionality, and mountain living come together in one exceptional home. Located just minutes from Blue Mountain Resort, Collingwood, and the area's renowned private ski clubs, this luxury chalet chalet home has been designed for families those who want to experience the very best of The Blue Mountain areas for an extended stay. Whether you're planning a memorable ski season, a fall escape, or a month working remotely in The Blue Mountains .The Collingwood area, this home offers the space and flexibility to make it truly feel like home. Designed for Families, Professionals and Extended Stays and Comfortably sleeping up to seven guests, this thoughtfully designed chalet home features four separate sleeping spaces, making it ideal for families, visiting grandparents, or guests. The home includes: Three spacious bedrooms designed for comfort and relaxation. A private office/den that easily functions as a fourth bedroom with a sofa bed, providing flexible accommodation for an additional guest while also serving as the perfect remote workspace. A bonus recreation space in the unfinished basement, offering a second casual living area where children can play and, teenagers can unwind. Unlike many vacation properties, this home offers multiple living zones, allowing everyone to spread out and enjoy their own space, while still coming together for meals, games, and family time. Modern Living with Designer Style. At the heart of the home is a bright, open-concept living area filled with natural light and contemporary finishes. The designer kitchen flows effortlessly into the dining and living spaces, creating the perfect setting for everything from relaxed family breakfasts to après-ski dinners with friends. After a day skiing the mountains, gather around the breakfast bar or fireplace with a glass of wine, prepare dinner in the fully equipped kitchen. Enjoy the hot tub after a day of skiing in the beautiful professionally landscaped and tree lit back yard adjacent to the golf course and wooded areas, or take advantage of complimentary access to an equipped fitness centre just steps away. Every room has been thoughtfully furnished to provide the comfort and warmth expected from a premium seasonal residence. A Home That Works as Hard as You Do; One of this property's standout features is its dedicated office, making it an outstanding choice for professionals embracing remote work, or families balancing work and school for the ski season. High-speed internet, quiet workspaces, and separate living areas allow you to enjoy mountain living without sacrificing productivity. A unique feature of this home is complimentary access to an equipped fitness center just steps away. Four Seasons of Adventure: Perfectly situated in the heart of Southern Georgian Bay, Designer Ski Chalet places you just minutes from everything that makes The Blue Mountains one of Canada's premier four-season destinations. Winter brings world-class skiing and snowboarding with convenient access to Craigleith, Alpine, Georgian Peaks, Osler Bluff, Devil's Glen, and Beaver Valley Ski Club and the public hills of Blue Mountains Resort. Whether you're chasing fresh powder, skiing and hiking through the Village, or enjoying après-ski by the fire, adventure is always close by. As the seasons change, enjoy championship golf courses, scenic hiking and cycling trails, Georgian Bay beaches, wineries, spas, and the charming shops and restaurants of downtown Collingwood, Thornbury, and Blue Mountain Village. This property is available for the month of November as well. From November to May, this property provides direct access to the Golf course and the Georgian Trail situated behind it, for tranquil walks, snow shoeing or cross country skiing. Live Like a Local, Designer Ski Chalet has been created for guests who want more than a weekend getaway. It offers the comfort, flexibility, and space needed for a month, an entire ski season, or an extended family holiday. With four flexible sleeping areas (including premium mattresses and bedding in 2 king suites and 1 queen suite, plus, a dedicated office/den, with a single sofa bed, multiple gathering spaces, and an unfinished lower-level bonus room, basement for a casual space, the home easily adapts to families of all sizes and the changing rhythms of everyday life. At Seasonal Properties, we believe the finest homes are those where unforgettable memories are made. Designer Ski Chalet delivers the perfect balance of luxury, functionality, and location—offering everything your family needs to enjoy an extraordinary season in the Collingwood/The Blue Mountains region.
Collingwood property with hot tub.
Welcome to Sunset Point Retreat, a beautifully appointed four-season home that perfectly captures the relaxed lifestyle of Collingwood and Southern Georgian Bay. Nestled in one of the town's most desirable neighbourhoods, this charming retreat offers the rare opportunity to enjoy the best of waterfront living, vibrant downtown amenities, and world-class recreation—all within minutes of your front door. Located just steps from Sunset Point Park and the shores of Georgian Bay, this inviting home is equally suited for summer adventures, colourful autumn escapes, and unforgettable winter ski seasons. Blue Mountain Resort is only a short drive away, while Collingwood's historic downtown is within easy walking distance, allowing guests to experience the area's shops, restaurants, cafés, and marina without ever needing to get in the car. Inside, the home is filled with warmth and character. Cathedral ceilings create an open, airy atmosphere, while large windows fill the living spaces with natural light. The thoughtfully designed floor plan offers flexibility for families, professionals working remotely, or multi-generational guests, with comfortable living areas that invite everyone to gather after a day exploring the region. The spacious kitchen flows effortlessly into the main living and dining areas, making everything from morning coffee to family dinners feel relaxed and inviting. Comfortable bedrooms provide peaceful retreats, while the home's flexible lower level and separate entrance offer additional space for guests, a recreation room, or a private work-from-home environment. Step outside and discover your own private oasis. The beautifully landscaped side yard is designed for entertaining and relaxation, complete with a hot tub, outdoor dining space, and plenty of room to unwind beneath the stars. Whether you're enjoying a summer barbecue, relaxing after a round of golf, or soaking away tired legs after skiing Blue Mountain, this outdoor space becomes an extension of the home. Experience Every Season Winter transforms the region into one of Canada's premier ski destinations. Blue Mountain Resort and the area's renowned private ski clubs—including Georgian Peaks, Craigleith, Alpine Ski Club, Osler Bluff, and Devil's Glen—are all just minutes away, making this an exceptional seasonal base for ski enthusiasts. When the snow melts, Collingwood comes alive with boating, cycling, hiking, paddleboarding, golf, and waterfront festivals. Walk to Sunset Point Beach for an evening swim, cycle along the Georgian Trail, or spend the afternoon browsing the boutiques and patios that have made downtown Collingwood one of Ontario's favourite four-season communities. Autumn brings spectacular colours throughout the Niagara Escarpment, while spring offers quiet trails, fresh air, and peaceful waterfront mornings. Live Like a Local Unlike a traditional vacation rental, Sunset Point Retreat offers the comfort and functionality needed to truly settle into life in Collingwood. Whether you're staying for a month, an entire ski season, or an extended summer getaway, you'll enjoy the flexibility and space to experience the region the way locals do. At Seasonal Properties, we believe the best homes offer more than luxury—they create opportunities for unforgettable experiences. Sunset Point Retreat combines an exceptional location, timeless character, and outstanding year-round recreation to deliver one of Collingwood's most inviting seasonal homes. Whether your days are spent skiing fresh powder, boating Georgian Bay, golfing championship courses, or simply enjoying sunset walks along the shoreline, this remarkable property offers the perfect place to call home for the season.
Close to Georgian Bay