Jayne's Cottages

Winter/Ski Season Features

Winter/Ski Season Features

Alternate pricing options are available for some properties. Keep an eye out for clickable prices to see the other options!

Collingwood Homestead

Location: House in Collingwood

From C$7,000 /Week
  • C$28,000 /Month
( plus taxes and fees )

COLLINGWOOD HOMESTEAD AREA Just 7km to downtown Collingwood, 3km to Osler Bluff Ski Club and a short drive to ever-popular Blue Mountains Resort. This is truly winter playtime with all the bells and whistles! Known for its charming heritage vibe with shops, galleries, spas and restaurants, the quaint town of Collingwood is also a must-visit for the mountain bikers, beach bums and nature lovers all summer! PROPERTY COLLINGWOOD HOMESTEAD -…...

Lovely, tranquil 4-5 bed, 4 bath home ideally located near Osler Bluff Ski Club, and stunning Collingwood! This private paradise offers something for everyone all year long. Winter thrills at the slopes and poolside summers in a backyard oasis!

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Collingwood Homestead

COLLINGWOOD HOMESTEAD AREA Just 7km to downtown Collingwood, 3km to Osler Bluff Ski Club and a short drive to ever-popular Blue Mountains Resort. This is truly winter playtime with all the bells and whistles! Known for its charming heritage vibe with shops, galleries, spas and restaurants, the quaint town of Collingwood is also a must-visit for the mountain bikers, beach bums and nature lovers all summer! PROPERTY COLLINGWOOD HOMESTEAD -…

Bedrooms 4
Bathrooms 4
# of Guests 8
Pet Friendly? No

Mulmur Lake Farm

Location: Farmhouse in Honeywood

From C$6,000 /Week
  • C$24,000 /Month
( plus taxes and fees )

MULMUR LAKE FARM AREA Nestled in the rolling hills of the Niagara Escarpment you’ll find the gated oasis known as Mulmur Lake Farm. Come away from the hustle and bustle of city life and enjoy a slower pace of living on this working sheep farm. A 1.5 hour drive from downtown Toronto, Mulmur Lake is easily found between the two rural communities of Hornings Mills and Honeywood. A unique opportunity…...

Offering an unforgettable experience! Seeking a getaway from the city lifestyle? Retreat to Mulmur Lake Farm where you can relax on 120 tranquil acres with hiking/snowshoe trails, sheep, chickens that produce daily fresh eggs and so much more!

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Mulmur Lake Farm

MULMUR LAKE FARM AREA Nestled in the rolling hills of the Niagara Escarpment you’ll find the gated oasis known as Mulmur Lake Farm. Come away from the hustle and bustle of city life and enjoy a slower pace of living on this working sheep farm. A 1.5 hour drive from downtown Toronto, Mulmur Lake is easily found between the two rural communities of Hornings Mills and Honeywood. A unique opportunity…

Bedrooms 2
Bathrooms 2
# of Guests 5
Pet Friendly? No

Bluebird Bungalow

Location: Bungalow in Singhampton

From C$6,000 /Week
  • C$15,000 /Month
( plus taxes and fees )

"BLUEBIRD BUNGLOW" AREA Situated just outside of Singhampton, the Bluebird Bungalow is 1 hour and 30 minutes from Toronto! It is in great proximity to all ski hills including; 15 minutes to Devil's Glen Country Club, 20 minutes to Beaver Valley Ski Club, 20 minutes to the Osler Bluff Ski Club and 30 mins to Blue Mountain Village! In the summer, enjoy golfing at any of the close Golf Courses…...

The beautiful Bluebird Bungalow is awaiting your arrival! Just 30 minutes south of Collingwood and 1.5 hours north of Toronto, it is in great proximity for skiers and outdoor enthusiasts alike! Features a brand new hot tub and mini garage gym!

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Bluebird Bungalow

"BLUEBIRD BUNGLOW" AREA Situated just outside of Singhampton, the Bluebird Bungalow is 1 hour and 30 minutes from Toronto! It is in great proximity to all ski hills including; 15 minutes to Devil's Glen Country Club, 20 minutes to Beaver Valley Ski Club, 20 minutes to the Osler Bluff Ski Club and 30 mins to Blue Mountain Village! In the summer, enjoy golfing at any of the close Golf Courses…

Bedrooms 5
Bathrooms 3
# of Guests 10
Pet Friendly? Yes

Osler Bluff Oasis

Location: House in Collingwood

From C$5,831 /Week
  • C$25,000 /Month
( plus taxes and fees )

OSLER BLUFF OASIS AREA Located in prestigious Windrose Valley Estates, this lovely home sits amongst similar homes, all with one acre lots. Enjoy all this area has to offer: downhill and cross-country skiing, hiking, snowshoeing, skating, and caving. Take a scenic drive into Collingwood to enjoy a multitude of trails, the harbour, specialty shops, restaurants and art galleries or pamper yourself at the renowned Scandinave Spa, just minutes away. Experience…...

Relax in the comfortable elegance of this modern 4 bedroom, 3 bath home on 1 acre of land centrally located at the foot of the escarpment just 3 km from Osler Bluff, 5 km from Blue Mountain Village and 6 km to the heritage town of Collingwood!

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  • 3

Osler Bluff Oasis

OSLER BLUFF OASIS AREA Located in prestigious Windrose Valley Estates, this lovely home sits amongst similar homes, all with one acre lots. Enjoy all this area has to offer: downhill and cross-country skiing, hiking, snowshoeing, skating, and caving. Take a scenic drive into Collingwood to enjoy a multitude of trails, the harbour, specialty shops, restaurants and art galleries or pamper yourself at the renowned Scandinave Spa, just minutes away. Experience…

Bedrooms 4
Bathrooms 3
# of Guests 7
Pet Friendly? No

The Sunshine Chalet

Location: Country House Chateau in Collingwood

From C$5,750 /Week
  • C$11,500 /Month
  • C$5,750 (Peak)
  • $11,500 /Off Season Month
( plus taxes and fees )

THE SUNSHINE CHALET AREA Located in Castle Glen Estates, The Sunshine Chalet is expansive with incredible views! No extra charge for the view! Surrounded by hiking, biking snow-shoeing and cross-country ski trails, it is an outdoor adventure dream! Only 3 minutes to Osler Bluff Ski Club, 7 minutes to the Blue Mountain Resort, 10 minutes to Collingwood and 15 minutes to Georgian Peaks. PROPERTY THE SUNSHINE CHALET - Arrive via…...

Sprawling four season home boasting views of Georgian Bay and the escarpment! Incredible entertainment room featuring a bar, oversized TV, additional bar seating and shuffle board! Games room features 3 arcade games, treadmill and elliptical!

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The Sunshine Chalet

THE SUNSHINE CHALET AREA Located in Castle Glen Estates, The Sunshine Chalet is expansive with incredible views! No extra charge for the view! Surrounded by hiking, biking snow-shoeing and cross-country ski trails, it is an outdoor adventure dream! Only 3 minutes to Osler Bluff Ski Club, 7 minutes to the Blue Mountain Resort, 10 minutes to Collingwood and 15 minutes to Georgian Peaks. PROPERTY THE SUNSHINE CHALET - Arrive via…

Bedrooms 3
Bathrooms 3
# of Guests 6
Pet Friendly? Yes

Century Chic

Location: House in Collingwood

From C$5,400 /Week
  • C$21,600 /Month
( plus taxes and fees )

CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic Collingwood. Boasting sophisticated charm on a pre-eminent “Tree Street”, this beautifully renovated and designer-decorated property is an ideal retreat for families or those seeking the active Collingwood lifestyle. The region's ski and golf clubs are minutes away, while the town’s best shops, restaurants, weekly Farmers Market, patios (no need for driving…...

Exquisite century home located in charming downtown Collingwood. You will never want to leave this professionally decorated house that features 4bedrooms, 3bathrooms, a spacious games room on the third level equipped with a projector screen!

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Century Chic

CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic Collingwood. Boasting sophisticated charm on a pre-eminent “Tree Street”, this beautifully renovated and designer-decorated property is an ideal retreat for families or those seeking the active Collingwood lifestyle. The region's ski and golf clubs are minutes away, while the town’s best shops, restaurants, weekly Farmers Market, patios (no need for driving…

Bedrooms 4
Bathrooms 4
# of Guests 8
Pet Friendly? No

Chalet du Mt Tremblant

Location: Chalet in Mont-Tremblant

From C$4,375 /Week
  • C$19,995 /Month
( plus taxes and fees )

CHALET DU MT TREMBLANT AREA Location, location, location! Set in the spectacular Laurentian Mountains, Mont-Tremblant Ski Resort is a year round playground on the shores of Lake Tremblant. Live to Play is the motto here and activities abound in every season. In the winter enjoy skiing/snowboarding, cross-country skiing, ice climbing, ice fishing, fat biking, dog sledding, skating, snow shoeing, hiking, and snowmobiling. In other seasons hit the links at Le…...

This 4,500 sq ft premiere 6 bed, 5 bath chalet with hot tub, games and theatre rooms, is located right on the resort at Mont-Tremblant, a 2 minute free shuttle ride to ski lifts and the pedestrian village. Less than 2 hours from Montreal and Ottawa.

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Chalet du Mt Tremblant

CHALET DU MT TREMBLANT AREA Location, location, location! Set in the spectacular Laurentian Mountains, Mont-Tremblant Ski Resort is a year round playground on the shores of Lake Tremblant. Live to Play is the motto here and activities abound in every season. In the winter enjoy skiing/snowboarding, cross-country skiing, ice climbing, ice fishing, fat biking, dog sledding, skating, snow shoeing, hiking, and snowmobiling. In other seasons hit the links at Le…

Bedrooms 6
Bathrooms 5
# of Guests 12
Pet Friendly? No

The Bunny Hill

Location: Chalet in Collingwood

From C$2,750 /Week
  • C$11,000 /Month
( plus taxes and fees )

THE BUNNY HILL AREA Located in the Windfall Development area at the bottom of Blue Mountain Resort, this unique Chalet makes a perfect location for 2 families to share the beauty of the area all within a 10 minute walk to the village and some of Ontario's premier winter entertainment! PROPERTY THE BUNNY HILL - Nestled on a flat grassy lawn this property features a front veranda with seating for…...

Charming chalet nestled in the heart of Ontario's four season playground - only minutes from Blue Mountain Village and downtown Collingwood!

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  • 4

The Bunny Hill

THE BUNNY HILL AREA Located in the Windfall Development area at the bottom of Blue Mountain Resort, this unique Chalet makes a perfect location for 2 families to share the beauty of the area all within a 10 minute walk to the village and some of Ontario's premier winter entertainment! PROPERTY THE BUNNY HILL - Nestled on a flat grassy lawn this property features a front veranda with seating for…

Bedrooms 6
Bathrooms 4
# of Guests 10
Pet Friendly? Yes

Splendid Symmetry

Location: House in Creemore

From C$2,000 /Week
  • C$8,000 /Month
( plus taxes and fees )

SPLENDID SYMMETRY AREA Located just 10 minutes north of Mansfield Ski Club and Mansfield Outdoor Centre and 10 minutes from the quaint town of Creemore with it's brewery, lovely shops, fine restaurants and local farmers' market. 20 minutes from Devil's Glen Country Club and Devil's Glen Provincial Park. Total privacy and stunning views await. SPLENDID SYMMETRY PROPERTY This charming and unique winter retreat rests on 25 acres of rolling hills…...

Immerse yourself in the privacy of this 25 acre property with a century old 4 bedroom 3 bath renovated farmhouse boasting a spectacular glass and wood addition with east and south vistas close to the quaint town of Creemore.

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Splendid Symmetry

SPLENDID SYMMETRY AREA Located just 10 minutes north of Mansfield Ski Club and Mansfield Outdoor Centre and 10 minutes from the quaint town of Creemore with it's brewery, lovely shops, fine restaurants and local farmers' market. 20 minutes from Devil's Glen Country Club and Devil's Glen Provincial Park. Total privacy and stunning views await. SPLENDID SYMMETRY PROPERTY This charming and unique winter retreat rests on 25 acres of rolling hills…

Bedrooms 4
Bathrooms 3
# of Guests 7
Pet Friendly? No
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