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$88776.19 /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

  • Booked July/August
From C$23,000 - C$71,000 /Week
  • C$66,000 /Summer Week
  • C$71000 /Super Peak Week
  • C$23000 /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$59180 /Super Peak Week
  • C$32500 /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

Fantasia

Location: Cottage in Lake Simcoe West Shore (Oro)

From C$44,000 /Week
    ( plus taxes and fees )

    FANTASIA AREA A short hour and 15 minute drive from Toronto and conveniently located between Barrie and Orillia, for multiple choices in dining and amenities. In beautiful Carthew Bay on Lake Simcoe, this property offers miles of boating, fishing and water fun! PROPERTY FANTASIA - as you drive up to this gated property you will notice the amazing detail and high end finishes of all buildings. A brand new separate…...

    This amazing 6 bedroom log masterpiece on Lake Simcoe should tick all the boxes on your dream list. High end finishes, 2 slip boathouse with upper sun deck and outdoor fireplace, wet and dry saunas, hot tub, large theatre room! Great location!

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    Fantasia

    FANTASIA AREA A short hour and 15 minute drive from Toronto and conveniently located between Barrie and Orillia, for multiple choices in dining and amenities. In beautiful Carthew Bay on Lake Simcoe, this property offers miles of boating, fishing and water fun! PROPERTY FANTASIA - as you drive up to this gated property you will notice the amazing detail and high end finishes of all buildings. A brand new separate…

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

    Manor Ridge

    Location: Cottage in Lake Simcoe West Shore (Oro)

    From C$40,000 - C$47,340 /Week
    • C$40,000 /Summer Week
    • C$47340 /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$43040 /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$25,000 - C$26,875 /Week
    • C$25,000 /Summer Week
    • C$26875.00 /Super Peak Week
    • C$1925 - C$3850 /Spring/Fall Stay
    • C$7700 /Spring/Fall Stay
    ( 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$23,000 - C$24,750 /Week
    • C$23,000 /Summer Week
    • C$24750 /Super Peak Week
    • C$1610 - C$3220 /Spring/Fall Stay
    • C$6440 /Spring/Fall Stay
    ( 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

    Simcoe Splendid

    Location: Cottage in Lake Simcoe West Shore (Oro)

    From C$22,000 /Week
      ( plus taxes and fees )

      SIMCOE SPLENDID AREA In a quiet bay on Lake Simcoe with the most fabulous Southwest view. This adorable cottage is an easy commute and conveniently located in Oro Medonte, one hour and 15 minutes from Toronto, 10 minutes to Barrie and 15 minutes to Orillia for dining and endless amenities. In the winter months enjoy skiing nearby at Horseshoe and Moonstone. PROPERTY SIMCOE SPLENDID - This lovely Cape Cod style…...

      This adorable 4 bedroom, 3 bath home on Lake Simcoe will tick all the boxes with it's shallow, sandy walk in, deep water off dock and all day sun. Newer build. Minutes to Barrie! Lots of natural light in this home!

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      Simcoe Splendid

      SIMCOE SPLENDID AREA In a quiet bay on Lake Simcoe with the most fabulous Southwest view. This adorable cottage is an easy commute and conveniently located in Oro Medonte, one hour and 15 minutes from Toronto, 10 minutes to Barrie and 15 minutes to Orillia for dining and endless amenities. In the winter months enjoy skiing nearby at Horseshoe and Moonstone. PROPERTY SIMCOE SPLENDID - This lovely Cape Cod style…

      Bedrooms 4
      Bathrooms 3
      # of Guests 8
      Pet Friendly? No