Curated For You
Available for 2026-2027
What is Still Remaining for This Coming Season
Curated For You
What is Still Remaining for This Coming Season
chalet
4
Beds
4
Baths
8
Guests
Collingwoodlands Ski Season Homestead | A Family Retreat Near Osler Bluff Welcome to Collingwoodlands Ski Season Homestead, a warm and inviting family retreat tucked into one of the most desirable recreational communities in the Southern Georgian Bay area. Surrounded by mature trees and the natural beauty of the Niagara Escarpment, this spacious seasonal home offers the perfect setting for families looking to spend an unforgettable winter in The Blue Mountains. With generous accommodations, plenty of room to gather and an exceptional location close to Osler Bluff Ski Club, OslerBrook Golf & Country Club, Blue Mountain Village and downtown Collingwood, this is a property designed for much more than the occasional weekend away. It's a place to settle in, unpack and make The Blue Mountains home for the season. A fantastic Location for an Osler Bluff Family. Location is one of the biggest advantages of Collingwoodlands. The community sits just minutes from Osler Bluff Ski Club, making this an outstanding seasonal home base for Osler families who want to maximize their time on the mountain. Forget loading the vehicle for a long drive to the hill every morning. Have breakfast at home, get everyone into their ski gear and be at the club in minutes. That proximity also creates flexibility throughout the day. Head home for lunch, bring younger children back for a break, or return to the chalet before meeting friends again later in the afternoon. Blue Mountain Resort and Village are also nearby, providing even more skiing, dining, shopping and entertainment throughout the winter. Plenty of Space for Family & Friends A great ski-season property needs to work as a home—not simply as weekend accommodation. Collingwoodlands Ski Season Homestead provides the space families need to comfortably settle in for an extended stay. The home's generous bedroom configuration provides plenty of room for parents, children and visiting family and friends, while multiple living spaces allow everyone to spread out after an active day outdoors. Spend the evening gathered together over dinner, relax with a movie, play games with the kids or simply enjoy a quiet night at home before another day on the mountain. It's the type of property that makes inviting friends and extended family for a ski weekend easy. A True Ski-Country Atmosphere. There is something different about spending an entire winter in The Blue Mountains rather than simply visiting for weekends. Skis can stay here. Winter gear stays here. The kids establish their routines and friendships. Friday afternoon becomes an arrival home rather than the beginning of another vacation. And Saturday morning starts with checking the snow conditions instead of unpacking the car. Collingwoodlands offers exactly that kind of experience—a quiet, established neighbourhood surrounded by nature but close to everything that makes Southern Georgian Bay such an exceptional recreational destination. Après-Ski at Home After the lifts close, return home and enjoy the quieter side of ski-season living. Gather around with family and friends, prepare dinner together and settle in for a relaxed evening after a full day outdoors. Some of the best memories of ski season happen during these moments: children recounting their favourite runs, friends dropping by after skiing, long dinners around the table and evenings that don't need an itinerary. Having a spacious private home allows everyone to enjoy the season at their own pace. More Than a Winter Destination Although this property is particularly well suited to ski season, Collingwoodlands sits in the heart of one of Ontario's great four-season recreational destinations. When the snow disappears, the skis are replaced by golf clubs, bicycles and hiking shoes. OslerBrook Golf & Country Club is nearby, while the broader Southern Georgian Bay region offers outstanding golf, cycling, hiking and mountain biking. Georgian Bay provides endless summer opportunities for swimming, boating, paddleboarding and waterfront adventures, while the Niagara Escarpment offers some of Ontario's most spectacular trails and scenery. Nearby Collingwood provides restaurants, cafés, shops, grocery stores and everyday conveniences, while Blue Mountain Village and Thornbury offer even more opportunities for dining, entertainment and exploring. Collingwoodlands Ski Season Homestead offers families the opportunity to experience The Blue Mountains as locals do—not for a weekend, but for an entire season. Whether your days are spent skiing Osler Bluff, exploring Blue Mountain, enjoying Georgian Bay or simply relaxing together at home, this is a wonderful place to create the traditions and memories that make a ski season special.
$48,000/season
apartment
3
Beds
2
Baths
6
$22,000/season
chalet
4
Beds
4
Baths
10
Guests
$25,000/season
chalet
4
Beds
4
Baths
8
Guests
$32,000/season
house
3
Beds
2
Baths
5
Guests
$17,000/season
Guests
Welcome to Lighthouse Point Penthouse, a spacious three-bedroom seasonal retreat offering spectacular Georgian Bay views, exceptional recreational amenities, and one of Collingwood's most desirable four-season locations. Located at 481 Mariners Way in the sought-after waterfront community of Lighthouse Point, this bright upper-level corner residence offers more than 1,700 square feet of comfortable living space, three bedrooms, two full bathrooms, garage access, and something particularly special for families: an outstanding recreation centre just steps from your door. Whether you're looking for a home for the ski season, an extended summer escape, or several months enjoying everything Southern Georgian Bay has to offer, this is a property where the entire family can settle in and enjoy the season. Wake Up to Georgian Bay One of the defining features of this residence is the view. Expansive windows and the elevated third-floor position provide beautiful, unobstructed views across Georgian Bay while filling the home with natural light. The spacious Great Room creates a natural gathering place for family and friends, complete with a gas fireplace that's particularly welcoming after a winter day on the slopes. The adjoining dining area and fully equipped kitchen make the space equally suited to quiet family evenings or entertaining friends throughout the season. Morning coffee overlooking the Bay, afternoons exploring Collingwood and evenings gathered around the fireplace—this is the relaxed Georgian Bay lifestyle people come here to experience. Three Bedrooms with Room for the Family With three comfortable bedrooms and two full bathrooms, the residence provides plenty of room for families spending an extended season in Collingwood. The primary bedroom features a king bed, ensuite bathroom and beautiful views of Georgian Bay, creating a peaceful retreat at the end of the day. Two additional bedrooms provide flexible accommodation for children, family members or visiting guests. With more than 1,700 square feet of living space, this isn't a compact weekend condo. There is room to unpack, establish a routine and genuinely make the property your home for the season. An Incredible Recreation Centre Steps Away One of the biggest advantages of staying at Lighthouse Point is everything available without having to leave the community. The recreation centre is just steps from the residence and offers an impressive collection of amenities for both adults and children. Enjoy the indoor swimming pool, relax in the hot tubs, warm up in the saunas, or fit in a workout at the fitness centre. For families, the games and recreation spaces provide another place for children to have fun when they're not skiing, swimming or exploring outside. It's particularly valuable during the winter. After a full day skiing, come home, put away the equipment and walk over for a swim, hot tub or sauna before dinner. During the summer, Lighthouse Point's waterfront setting and additional outdoor recreational amenities create an entirely different experience, making this a property that works exceptionally well throughout all four seasons. A Fantastic Home Base for Ski Season For ski families, Lighthouse Point offers a great combination of recreation and location. Blue Mountain Resort is just a short drive away, while the area's private ski clubs—including Craigleith, Alpine, Georgian Peaks and Osler Bluff—are all easily accessible. The residence also includes garage access and exterior ski storage, two features that become especially valuable when you're living in the area for an entire winter. Leave the skis here. Keep the winter equipment organized. Park out of the snow. Instead of packing the family up every weekend, arrive and immediately feel at home. Summer on Georgian Bay When winter ends, Lighthouse Point becomes one of Collingwood's great summer destinations. The waterfront setting places Georgian Bay right outside your door, while Collingwood's extensive trail system makes it easy to walk, run and cycle throughout the area. Spend mornings on the Bay, afternoons golfing, swimming or exploring the trails, and evenings enjoying Collingwood's restaurants and patios. Blue Mountain Village, downtown Collingwood and the Georgian Trail are all nearby, while Thornbury and the rest of The Blue Mountains are an easy drive for another day of exploring. Convenience for an Extended Stay Seasonal living should be comfortable, and 481 Mariners Way offers the practical features that make a longer stay considerably easier. Also note, the Lighthouse Point community is monitored by on-site security 24/7. The building has an elevator, the residence has in-suite laundry, garage access is included, and dedicated exterior ski storage helps keep recreational equipment organized and out of the living space. Combine those conveniences with three bedrooms, generous living areas and the recreation centre next door, and this becomes an exceptionally easy property for families to enjoy for several months at a time. Your Lighthouse Point Home for the Season What makes this property special isn't any single feature—it's how everything comes together. Wake up to Georgian Bay. Spend the day skiing Blue Mountain or one of the area's private clubs. Come home and take the kids swimming. Relax in the hot tub or sauna. Then walk back to your residence, light the fireplace and enjoy dinner overlooking the Bay. In summer, replace ski days with swimming, cycling, golf and afternoons by the water. Lighthouse Point Penthouse at 481 Mariners Way offers the space of a true seasonal home with the amenities of a private resort—all in one of Collingwood's most established waterfront communities. For families looking to experience Collingwood and The Blue Mountains for a month, a season, or longer, this is an exceptional place to call home.
Welcome to Hidden Lake Ski Retreat, an ideally located seasonal property in one of the most sought-after pockets of The Blue Mountains. Perfect for families looking to make the most of an entire winter season, this inviting home offers something increasingly difficult to find in ski country: the ability to walk to Georgian Peaks Ski Club and enjoy the mountain without constantly getting in the car. Located in the established Hidden Lake community, this property puts your family right in the middle of the Blue Mountains lifestyle, with Georgian Peaks virtually at your doorstep and Craigleith, Alpine, Blue Mountain Resort, Thornbury and Georgian Bay all just minutes away. A True Georgian Peaks, Craigleith, Alpine Ski Season Wake up, have breakfast at home, get the kids into their ski gear and head toward the hill without the usual morning drive. At the end of the ski day, return to the comfort of your own seasonal home for après-ski, dinner and a relaxed evening with family and friends. Comfortable bedrooms provide space for family and guests, while the living and dining areas make it easy to entertain throughout the winter.Pull out couches in both the basement and main floor bedroom.Two gas fireplaces, heat pump and room fans the main bedroom upstairs with remote control, and in floor heating in the upstairs bathrooms, kitchen main floor and basement. So very cosy for winter enjoyment. Instead of treating weekends in The Blue Mountains as a series of trips, Hidden Lake allows you to settle in and make the area feel like home. Leave your skis and winter gear ready for the next morning, invite friends over after a day on the mountain and enjoy the freedom that comes with having your own home base for the season. Comfortable Space for Family & Friends The home is designed for comfortable extended stays, with welcoming living spaces where everyone can gather after an active day outdoors. Whether it's a quiet morning coffee before first tracks, an afternoon après-ski with friends or a family dinner after a full day on the mountain, the property offers the relaxed atmosphere you want from a seasonal chalet. For families spending several months in the area, having a proper home rather than a traditional vacation rental makes all the difference. There is room to unpack, establish a routine and genuinely enjoy living in The Blue Mountains. Hidden Lake – One of the Area's Great Four-Season Pockets While the ski season is a major attraction, Hidden Lake is equally appealing throughout the rest of the year. Thornbury is just a short drive away for restaurants, cafés, shopping and the harbour, while Blue Mountain Village and downtown Collingwood offer even more dining, entertainment and amenities. It's an exceptional location for anyone wanting to experience the region rather than simply visit it. Perfectly Positioned Between the Clubs. Hidden Lake also provides convenient access to the broader private-club community of The Blue Mountains. In addition to Georgian Peaks, Craigleith Ski Club and Alpine Ski Club are nearby, while Blue Mountain Resort, Osler Bluff and the area's extensive trail network are all easily accessible. For families whose children ski or race, or who have friends spread among the different clubs, this central location makes winter life considerably easier. More Than a Ski Rental. The appeal of Hidden Lake Ski Retreat is ultimately about lifestyle. It's waking up on a snowy Saturday morning knowing the mountain is right there. It's the kids coming home tired after a full day of skiing while the adults settle in for après. It's having friends drop by after the lifts close, family dinners that stretch into the evening and the familiarity that develops when you spend an entire season in one place. And when winter ends, the same location opens the door to Georgian Bay, golf, cycling, hiking, beaches and everything else that makes The Blue Mountains such an exceptional four-season destination. Hidden Lake Ski Retreat offers families the opportunity to live the Georgian Peaks lifestyle for the season—not simply visit it for the weekend. For seasonal availability and additional information, please contact Seasonal Properties.
Welcome to Windfall Mountain Retreat, an exceptional seasonal rental located within one of the Blue Mountains' most prestigious four-season communities. Beautifully furnished and thoughtfully designed, this 4-bedroom, 4-bathroom luxury home offers the perfect combination of mountain elegance, modern comfort, and resort-style amenities. Located just a short walk from Blue Mountain Village and the chairlifts, this home allows families to enjoy everything the region has to offer while returning each evening to the privacy and tranquility of one of the area's most desirable neighbourhoods. Thoughtfully Designed for Extended Seasonal Living Offering over 2,500 square feet of beautifully finished living space, this turnkey home has been carefully designed for families looking to enjoy the Blue Mountains for weeks or months at a time. The open-concept main floor features: Bright living room centred around a cozy gas fireplace Gourmet kitchen with granite countertops and premium appliances Spacious dining area ideal for entertaining Convenient main-floor laundry Elegant finishes throughout Large windows frame beautiful mountain views while filling the home with natural light, creating an inviting atmosphere throughout every season. Comfort for Family & Guests The home comfortably accommodates families and visiting guests with: Four spacious bedrooms Four beautifully finished bathrooms Custom built-in closets throughout Luxurious primary suite featuring: Spa-inspired ensuite Freestanding soaker tub Double vanity Frameless glass shower The fully finished lower level adds another generous family room, additional bedroom, and full bathroom, providing excellent separation for children, guests, or extended family. Exclusive Access to The Shed One of Windfall's signature features is The Shed, an exclusive private recreation centre available to residents and guests. Enjoy access to: Heated year-round outdoor swimming pool Scandinavian-inspired sauna Modern fitness studio Outdoor fireplace and lounge area BBQ patio Community gathering spaces Children's play field Whether you're starting your morning with a workout or relaxing after a day on the slopes, The Shed elevates every aspect of your seasonal stay. A Four-Season Lifestyle Like No Other Windfall offers immediate access to the very best of the Blue Mountains. Within minutes you'll find: Blue Mountain Village Blue Mountain ski lifts Monterra Golf Scenic hiking and biking trails Scandinave Spa Georgian Bay beaches Downtown Collingwood Thornbury's boutiques, cafés, and restaurants Whether you're enjoying fresh powder in January, golfing championship fairways in July, or hiking colourful trails in October, every season brings something extraordinary. The Perfect Home for Seasonal Living Windfall Mountain Retreat is ideal for: Ski season families Executive relocations Remote professionals Summer golf vacations Families exploring the Blue Mountains before purchasing Fully furnished and move-in ready, this home allows you to settle in immediately and enjoy everything the region has to offer.
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.