Jayne's Cottages

Lake Simcoe

Lake Simcoe

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

Only a short, one-hour drive north of Toronto, Lake Simcoe is a closest cottage country destination for anyone who is looking to escape the hustle and bustle of city life. The area is rich in amenities and activities to enjoy the great outdoors all year long. Water sports, beaches, fishing, and boating are the mainstay of the summer. With many provincial parks easily accessible on Lake Simcoe and located in the “Barrie snowbelt”, this area offers many winter recreational opportunities for the whole family.

An English Manor

Location: Cottage in Innisfil

From C$82,500 - C$88,776 /Week
  • C$220,000 /Month
  • C$82,500 /Summer Week
  • C$88,776 /Super Peak Week
( plus taxes and fees )

AN ENGLISH MANOR AREA This stunning oasis is located only 1hr 45minutes from downtown Toronto. Positioned on the west side of Lake Simcoe, An English Manor is conveniently located 20 & 24 minutes outside of Innisfil and Barrie respectively. A short boat ride away from Friday Harbour resort - a perfect spot to shop, golf and dine. Arrive at Costco within a 20 minute drive - providing renters with great…...

A stunning regal exterior accompanied by an antique filled interior - this breathtaking estate is a wonderful place to get the whole family together! Conveniently located only 1hr 45 minutes outside of Toronto! An English Manor will NOT disappoint!

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An English Manor

AN ENGLISH MANOR AREA This stunning oasis is located only 1hr 45minutes from downtown Toronto. Positioned on the west side of Lake Simcoe, An English Manor is conveniently located 20 & 24 minutes outside of Innisfil and Barrie respectively. A short boat ride away from Friday Harbour resort - a perfect spot to shop, golf and dine. Arrive at Costco within a 20 minute drive - providing renters with great…

Bedrooms 14
Bathrooms 13
# of Guests 31
Pet Friendly? Yes

Malibu on Simcoe

Location: Cottage in Roches Point

From C$23,000 - C$71,000 /Week
  • C$66,000 /Summer Week
  • C$71,000 /Super Peak Week
  • C$23,000 /Holiday Week
( plus taxes and fees )

MALIBU ON SIMCOE AREA Only an hour drive out of Toronto, this gorgeous escape boasts manicured lawns, colourful gardens, tennis court, pool and a boathouse like no other. Conveniently located 10 minutes from the 404, 5 minutes from sundry shopping, groceries and LCBO. The property has 11 bedrooms, 10 bathrooms, 3 indoor fireplaces, air conditioning in properties, 3 outdoor fire pits outside, 2 games rooms, a full commercial gym and…...

Breathtaking, modern and sleek. As you enter the iron gates down a winding, tree-lined path, this Malibu-style lake house on Lake Simcoe’s prestigious Roche’s Point, truly has it all.

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Malibu on Simcoe

MALIBU ON SIMCOE AREA Only an hour drive out of Toronto, this gorgeous escape boasts manicured lawns, colourful gardens, tennis court, pool and a boathouse like no other. Conveniently located 10 minutes from the 404, 5 minutes from sundry shopping, groceries and LCBO. The property has 11 bedrooms, 10 bathrooms, 3 indoor fireplaces, air conditioning in properties, 3 outdoor fire pits outside, 2 games rooms, a full commercial gym and…

Bedrooms 11
Bathrooms 10
# of Guests 16
Pet Friendly? Yes

The Last Resort

Location: Cottage in Innisfil

From C$32,500 - C$59,180 /Week
  • C$55,000 /Summer Week
  • C$59,180 /Super Peak Week
  • C$32,500 /Off Season Week
( plus taxes and fees )

THE LAST RESORT AREA This lovely lake house is situated on Lake Simcoe on Kempenfelt Bay, in the rural neighborhood of Innisfil in a coveted estate subdivision. Enjoy your morning Starbucks at Friday Harbor just a short drive away. This perfect location is within 15 minutes to all amenities in Barrie; shopping, dining, entertainment and is under an hour from Toronto. This property offers the best of cottage living close…...

Enjoy everything this spectacular property has to offer! 9 bedroom, 14 bathroom Lake House on 300 feet of Lake Simcoe frontage, 3 plus private acres, pool, tennis court, hot tub, indoor batting cage, arcade room, theatre room and more!

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The Last Resort

THE LAST RESORT AREA This lovely lake house is situated on Lake Simcoe on Kempenfelt Bay, in the rural neighborhood of Innisfil in a coveted estate subdivision. Enjoy your morning Starbucks at Friday Harbor just a short drive away. This perfect location is within 15 minutes to all amenities in Barrie; shopping, dining, entertainment and is under an hour from Toronto. This property offers the best of cottage living close…

Bedrooms 9
Bathrooms 14
# of Guests 16
Pet Friendly? Yes

Manor Ridge

Location: Cottage in Lake Simcoe West Shore (Oro)

From C$44,000 - C$47,340 /Week
  • C$44,000 /Summer Week
  • C$47,340 /Super Peak Week
( plus taxes and fees )

MANOR RIDGE AREA Nestled on the eastern shores of Lake Simcoe, Manor Ridge is in the sunny town of Shanty Bay. Just 13 minutes north of Barrie and an hour from Toronto, Manor Ridge is in the perfect location to enjoy cottage country just outside of the city! Being the 4th largest lake in Ontario, Lake Simcoe offers hours of endless boating with access to Lake Couchiching. Downtown Barrie offers…...

An utter heartthrob of a property in Shanty Bay on Lake Simcoe! This magazine worthy cottage boasts 8 bedrooms 7 bathrooms, a private office study, glorious Sun Room overlooking the lake all with luxurious furnishings throughout!

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Manor Ridge

MANOR RIDGE AREA Nestled on the eastern shores of Lake Simcoe, Manor Ridge is in the sunny town of Shanty Bay. Just 13 minutes north of Barrie and an hour from Toronto, Manor Ridge is in the perfect location to enjoy cottage country just outside of the city! Being the 4th largest lake in Ontario, Lake Simcoe offers hours of endless boating with access to Lake Couchiching. Downtown Barrie offers…

Bedrooms 8
Bathrooms 7
# of Guests 18
Pet Friendly? Yes
30 DAY MINIMUM

Parkland Estates

Location: Cottage in Lake Simcoe West Shore (Oro)

From C$40,000 - C$43,040 /Week
  • C$40,000 /Summer Week
  • C$43,040 /Super Peak Week
( plus taxes and fees )

PARKLAND ESTATES AREA Nestled on the eastern shores of Lake Simcoe, Parkland Estates is in the sunny town of Shanty Bay. Just 13 minutes north of Barrie and an hour from Toronto, Parkland Estates has 730 ft of frontage on Kempenfelt Bay. Being the 4th largest lake in Ontario, Lake Simcoe provides hours of endless boating with access to Lake Couchiching. Just minutes from downtown Barrie offering a beautiful boardwalk…...

This private retreat is on Lake Simcoe in Shanty Bay. Feel like you're in the tropics with it's Tiki Huts and swim up bar from the custom made infinity pool. Gorgeous cottage with 7 bedrooms and 8 bathrooms, a hot tub and plenty of outdoor space!

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Parkland Estates

PARKLAND ESTATES AREA Nestled on the eastern shores of Lake Simcoe, Parkland Estates is in the sunny town of Shanty Bay. Just 13 minutes north of Barrie and an hour from Toronto, Parkland Estates has 730 ft of frontage on Kempenfelt Bay. Being the 4th largest lake in Ontario, Lake Simcoe provides hours of endless boating with access to Lake Couchiching. Just minutes from downtown Barrie offering a beautiful boardwalk…

Bedrooms 7
Bathrooms 8
# of Guests 23
Pet Friendly? No

Boca North

Location: Cottage in Barrie South

From C$12,500 - C$35,510 /Week
  • C$33,000 /Summer Week
  • C$35,510 /Super Peak Week
  • C$12,500 /Holiday Week
( plus taxes and fees )

BOCA NORTH AREA Spectacular contemporary beachfront property of unparalleled design & luxury! Amenities on your doorstep - downtown Barrie is only minutes away! Enjoying perusing the waterfront downtown which features a public park and beach as well as a marina! Only 1 hour north of Toronto! PROPERTY BOCA NORTH - Arrive to the cottage through a gated entrance on a paved driveway. A Goliath basketball net provides a great distraction…...

Majestically situated on the sandy shores of Lake Simcoe, this 7,300 sq ft architectural masterpiece was built for entertaining with walls of glass surrounding expansive open spaces and jaw-dropping lake views!

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Boca North

BOCA NORTH AREA Spectacular contemporary beachfront property of unparalleled design & luxury! Amenities on your doorstep - downtown Barrie is only minutes away! Enjoying perusing the waterfront downtown which features a public park and beach as well as a marina! Only 1 hour north of Toronto! PROPERTY BOCA NORTH - Arrive to the cottage through a gated entrance on a paved driveway. A Goliath basketball net provides a great distraction…

Bedrooms 5
Bathrooms 7
# of Guests 12
Pet Friendly? Yes

1 Lakehouse

Location: Cottage in Innisfil

From C$10,750 - C$24,750 /Week
  • C$23,000 /Summer Week
  • C$24,750 /Super Peak Week
  • C$6,500 /Off Season Weekend
  • C$10,750 /Holiday Week
( plus taxes and fees )

1 LAKEHOUSE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. Friday Harbour is just minutes away. PROPERTY 1 LAKEHOUSE - This 4 season lakehouse boasts a grand entry and a view from every room. Glass railings and brand new multi level decking all with seating…...

Enjoy this 5 bedroom, 4 bathroom newly renovated Lakehouse on Lake Simcoe in Innisfil, minutes from Friday Harbour!

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1 Lakehouse

1 LAKEHOUSE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. Friday Harbour is just minutes away. PROPERTY 1 LAKEHOUSE - This 4 season lakehouse boasts a grand entry and a view from every room. Glass railings and brand new multi level decking all with seating…

Bedrooms 5
Bathrooms 4
# of Guests 10
Pet Friendly? Yes

Chateau Lake Simcoe

Location: Cottage in Innisfil

From C$3,500 - C$21,300 /Week
  • C$19,800 /Summer Week
  • C$3,500 /Off Season Week
  • C$21,300 /Super Peak Week
  • C$2,000 /Off Season Weekend
  • C$5,000 /Holiday Week
( plus taxes and fees )

CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that seats 12, inground 40'…...

Experience life on the lake with this prestigious 4 bedroom, 5 bath lake house on the beautiful shores of Lake Simcoe. Featured on the cover of Goodlife Magazine, this methodically designed home is sure to please friends and family in any season!

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Chateau Lake Simcoe

CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that seats 12, inground 40'…

Bedrooms 4
Bathrooms 4.5
# of Guests 8
Pet Friendly? Yes

Maple Grove Manor

Location: Cottage in Innisfil

From C$15,400 - C$16,571 /Week
  • C$15,400 /Summer Week
  • C$16,571 /Super Peak Week
( plus taxes and fees )

MAPLE GROVE MANOR AREA This lovely home is situated on Lake Simcoe, in the rural neighborhood of Innisfil. Enjoy your morning Starbucks at Friday Harbour just a short drive away and 12 minute walk away. This lovely location is within 15 minutes to all the amenities in Barrie; shopping and dining, and is under an hour from Toronto. This property offers the best of cottage living close to the city!…...

Enjoy this beautiful 4 bedroom, 4 bath, newer build, high end home on Lake Simcoe. Beautiful lake views! Muskoka Room and hot tub! Enjoy cottage life, in under an hour to Toronto with easy access in all four seasons!

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