Jayne's Cottages

Vacation Rentals

Vacation Rentals

LAKE SIMCOE

The Last Resort

Location: Cottage in Innisfil

From C$32,500 - C$60,000 /Week
  • C$60,000 (Peak)
  • $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!

Book Now
  • 9
  • 14

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

Bluebird Day

Location: Cottage in Seguin

From C$55,000 /Week
    ( plus taxes and fees )

    BLUEBIRD DAY AREA Bluebird Day is located on the north end of Lake Joseph, within walking distance to Rocky Crest Golf Club and conveniently located near Highway 400 access. For shopping needs and local attractions, Bluebird Day is a 15-minute drive to the town of Rosseau or Parry Sound. PROPERTY BLUEBIRD DAY is a Muskoka experience like none other. Live in true luxury amongst this compound that seamlessly blends the…...

    5.6 acres of absolute bliss! Privacy! Taking inspiration from this 6-year-old compound on Lake Joe. Beautiful main and guest cottage with boathouse living area and a Muskoka Room that is to die for! Guest Cottage! Firepit! AC! Tennis Court! Sunsets!

    Book Now
    • 6
    • 4

    Bluebird Day

    BLUEBIRD DAY AREA Bluebird Day is located on the north end of Lake Joseph, within walking distance to Rocky Crest Golf Club and conveniently located near Highway 400 access. For shopping needs and local attractions, Bluebird Day is a 15-minute drive to the town of Rosseau or Parry Sound. PROPERTY BLUEBIRD DAY is a Muskoka experience like none other. Live in true luxury amongst this compound that seamlessly blends the…

    Bedrooms 6
    Bathrooms 4
    # of Guests 14
    Pet Friendly? Yes

    Wildcat Point

    Location: Cottage in seguin

    • Booked July/August
    From C$10,000 - C$50,000 /Week
    • C$50,000 (Peak)
    • $20,000 /Holiday / March Break Week
    • $10,000 /Off Season Week
    • $5,000 /Off Season Weekend
    ( plus taxes and fees )

    WILDCAT POINT AREA Located in a quiet part of North Lake Rosseau, Wildcat Point is just a 10-minute boat ride from the Town of Rosseau. Reserve a place for dinner at the renowned "Crossroads" Restaurant which features a stunning outdoor patio. The Rosseau General Store and Bakery will have all of your groceries needs 15 minutes to the Marriott and Clevelands House, 15 minutes to Port Sandfield and 25 minutes…...

    Nothing compares to this State-of-the-Art new modern build on Wildcat Point on coveted Lake Rosseau! Boasting over 500ft of frontage this luxurious cottage is a design masterpiece!

    Book Now
    • 5
    • 5

    Wildcat Point

    WILDCAT POINT AREA Located in a quiet part of North Lake Rosseau, Wildcat Point is just a 10-minute boat ride from the Town of Rosseau. Reserve a place for dinner at the renowned "Crossroads" Restaurant which features a stunning outdoor patio. The Rosseau General Store and Bakery will have all of your groceries needs 15 minutes to the Marriott and Clevelands House, 15 minutes to Port Sandfield and 25 minutes…

    Bedrooms 5
    Bathrooms 5
    # of Guests 10
    Pet Friendly? No

    Dreamscape

    Location: Cottage in Port Carling

    From C$34,320 - C$48,400 /Week
    • C$48,400 (Peak)
    • $34,320 /Off Season Week
    ( plus taxes and fees )

    DREAMSCAPE AREA Dreamscape is located at the north end of Lake Muskoka. Within 5 minutes to Port Carling for shopping and high-end dining. Boat the big 3 Muskoka lakes easily from this stunning location. PROPERTY DREAMSCAPE - The main cottage is situated on an impressive 400' point, providing beautiful big water lake views all summer long. From the cottage deck of the living room, a flagstone staircase leads down to…...

    This Dreamy 4 bdrm, 8 bath cottage,+ 2 bdrm boathouse on Lake Muskoka. Sunrises, Hot Tub, Outdoor Fireplace. Features amazing boathouse entertaining area! Boat the 'Big 3' Muskoka Lakes easily from this location!

    Book Now
    • 6
    • 8

    Dreamscape

    DREAMSCAPE AREA Dreamscape is located at the north end of Lake Muskoka. Within 5 minutes to Port Carling for shopping and high-end dining. Boat the big 3 Muskoka lakes easily from this stunning location. PROPERTY DREAMSCAPE - The main cottage is situated on an impressive 400' point, providing beautiful big water lake views all summer long. From the cottage deck of the living room, a flagstone staircase leads down to…

    Bedrooms 6
    Bathrooms 8
    # of Guests 12
    Pet Friendly? Yes

    Doc Holiday

    Location: Cottage in Mactier

    • Booked July/August
    From C$47,500 /Week
      ( plus taxes and fees )

      DOC HOLIDAY AREA Doc Holiday is centrally-located north of Foot's Bay on Lake Joseph. Take a quick boat ride to Foot's Bay Marina for general store needs and ice-cream! Only 10-minute drive to Mactier, 15 minutes to Bala, and 20 minutes to Port Carling! PROPERTY DOC HOLIDAY - Located north of Foot's Bay, Doc Holiday truly takes advantage of the Lake Joe views! This cottage proudly boasts over 1 acre…...

      Experience Muskoka at its finest while staying at Doc Holiday! Contemporary build with a clean and sleek interior, Doc Holiday boasts modern comforts + amazing lake views! Enjoy all-day sun while playing on the jungle gym, lily pad, & 3 kayaks.

      Book Now
      • 6
      • 6

      Doc Holiday

      DOC HOLIDAY AREA Doc Holiday is centrally-located north of Foot's Bay on Lake Joseph. Take a quick boat ride to Foot's Bay Marina for general store needs and ice-cream! Only 10-minute drive to Mactier, 15 minutes to Bala, and 20 minutes to Port Carling! PROPERTY DOC HOLIDAY - Located north of Foot's Bay, Doc Holiday truly takes advantage of the Lake Joe views! This cottage proudly boasts over 1 acre…

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

      Wallsend

      Location: Cottage in Port Carling

      From C$47,500 /Week
        ( plus taxes and fees )

        WALLSEND AREA Wallsend cottage is centrally-located on the east shore of Lake Rosseau just south of Winderemere. Looking south into the big water of Lake Rosseau. Just a 10 minute drive and quick boat to Port Carling, a quaint village with unique shopping and dining experiences. 5 minutes to Windermere or 2 min boat ride, the iconic Muskoka hotel with multiple dining areas, including it's iconic verandah overlooking Lake Roseau…...

        Welcome to Wallsend at the luxury family getaway you've been dreaming of! New main cottage, boathouse, bunkie, plus pristine waterfront and prime central location checks every single Muskoka bucket list! Firepit, Pool table, Exercise Room, and more!

        Book Now
        • 7
        • 6

        Wallsend

        WALLSEND AREA Wallsend cottage is centrally-located on the east shore of Lake Rosseau just south of Winderemere. Looking south into the big water of Lake Rosseau. Just a 10 minute drive and quick boat to Port Carling, a quaint village with unique shopping and dining experiences. 5 minutes to Windermere or 2 min boat ride, the iconic Muskoka hotel with multiple dining areas, including it's iconic verandah overlooking Lake Roseau…

        Bedrooms 7
        Bathrooms 6
        # of Guests 12
        Pet Friendly? No

        Skyhaven

        Location: Estate in Clarksburg

        From C$46,520 /Week
        • C$185,000 /Month
        ( plus taxes and fees )

        SKYHAVEN AREA Located in the heart of Ontario's four season playground, Skyhaven is only 8 minutes from Georgian Peaks Cub and 15 minutes from the Blue Mountain Village! Members at the Devil's Glen Country Club can enjoy a scenic half an hour drive to and from the private hill. For those seeking an adventure, the Scenic Caves Nature Adventure, is only 10 minutes away! PROPERTY SKYHAVEN - Upon catching first…...

        An utter heart throb of a property set atop the breathtaking rolling hills of the Blue Mountains! Step into an LA inspired lifestyle at this state-of-the-art home with luxurious, top of the line amenities bursting at every seam! Architectural dream!

        Book Now
        • 6
        • 4

        Skyhaven

        SKYHAVEN AREA Located in the heart of Ontario's four season playground, Skyhaven is only 8 minutes from Georgian Peaks Cub and 15 minutes from the Blue Mountain Village! Members at the Devil's Glen Country Club can enjoy a scenic half an hour drive to and from the private hill. For those seeking an adventure, the Scenic Caves Nature Adventure, is only 10 minutes away! PROPERTY SKYHAVEN - Upon catching first…

        Bedrooms 6
        Bathrooms 4
        # of Guests 10
        Pet Friendly? No

        Club Zed

        Location: Cottage in Rosseau

        From C$45,000 /Week
          ( plus taxes and fees )

          CLUB ZED AREA Located in a quiet part of North Lake Rosseau on 16 acres of privacy in Morgan Bay! 10 minutes from the Town of Rosseau, 10 minutes to the Marriott and Clevelands House, 15 minutes to Port Sandfield and 25 minutes to the hub of Muskoka - Port Carling. Peruse the many downtown boutique shops including Red Bean Interiors, Lemonwood, the York & Mason café and L'eau! Down…...

          Welcome to Club Zed! A five star retreat on Lake Rosseau featuring everything from A - Z that you could desire in your Muskoka getaway! State-of-the-art furnishings throughout including shiplapped walls, oversized sofa's and luxurious appliances!

          Book Now
          • 6
          • 4

          Club Zed

          CLUB ZED AREA Located in a quiet part of North Lake Rosseau on 16 acres of privacy in Morgan Bay! 10 minutes from the Town of Rosseau, 10 minutes to the Marriott and Clevelands House, 15 minutes to Port Sandfield and 25 minutes to the hub of Muskoka - Port Carling. Peruse the many downtown boutique shops including Red Bean Interiors, Lemonwood, the York & Mason café and L'eau! Down…

          Bedrooms 6
          Bathrooms 4
          # of Guests 14
          Pet Friendly? No

          Summer Breeze

          Location: Cottage in Port Carling

          From C$33,750 - C$44,000 /Week
          • C$44,000 (Peak)
          • $35,100 /Holiday / March Break Week
          • $33,750 /Off Season Week
          ( plus taxes and fees )

          SUMMER BREEZE AREA Situated just 7 minutes from Port Carling and 20 minutes to Bracebridge for shopping, fine dining and all the amenities the area has to offer, including several nearby hiking trails, golf courses, Muskoka Brewery and Santa’s village! PROPERTY SUMMER BREEZE, a new build on Lake Rosseau, with over 300' of lake frontage and 3 acres with surrounding trees to provide ultimate privacy for your vacationing pleasure. This…...

          7 Bedroom, 5 bath close to Port Carling! Elegant Muskoka vacationing on Lake Rosseau! 3-slip boathouse with upper accommodations and large wraparound deck with multiple seating areas! Sunsets!

          Book Now
          • 7
          • 5

          Summer Breeze

          SUMMER BREEZE AREA Situated just 7 minutes from Port Carling and 20 minutes to Bracebridge for shopping, fine dining and all the amenities the area has to offer, including several nearby hiking trails, golf courses, Muskoka Brewery and Santa’s village! PROPERTY SUMMER BREEZE, a new build on Lake Rosseau, with over 300' of lake frontage and 3 acres with surrounding trees to provide ultimate privacy for your vacationing pleasure. This…

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

          King Arthur’s Court

          Location: Cottage in Port Carling

          From C$34,320 - C$38,500 /Week
          • C$38,500 (Peak)
          • $35,100 /Holiday / March Break Week
          • $34,320 /Off Season Week
          ( plus taxes and fees )

          KING ARTHURS COURT AREA King Arthur's Court is centrally located on Lake Muskoka. Rossclair is a prestigious point located only 10 minutes to Port Carling or 15 minutes Bala on a quiet peaceful country road. Despite its desirable and convenient location, King Arthur's Court sits within the trees, high above the water, making you feel as if you are in your own private and peaceful palace. PROPERTY KING ARTHUR'S COURT…...

          This grand, private property features a newly renovated, spacious interior that opens up to several walkouts to large decks with breathtaking views above Lake Muskoka. 9 bedrooms, 9 bathrooms, tennis court with cabana, nanny suite and gym!

          Book Now
          • 9
          • 9

          King Arthur’s Court

          KING ARTHURS COURT AREA King Arthur's Court is centrally located on Lake Muskoka. Rossclair is a prestigious point located only 10 minutes to Port Carling or 15 minutes Bala on a quiet peaceful country road. Despite its desirable and convenient location, King Arthur's Court sits within the trees, high above the water, making you feel as if you are in your own private and peaceful palace. PROPERTY KING ARTHUR'S COURT…

          Bedrooms 9
          Bathrooms 9
          # of Guests 20
          Pet Friendly? Yes

          Manor Ridge

          Location: Cottage in Lake Simcoe West Shore (Oro)

          From C$45,000 /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!

            Book Now
            • 8
            • 7

            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? No

            Fogo Point

            Location: Cottage in Bala

            From C$45,000 /Week
              ( plus taxes and fees )

              FOGO POINT AREA This Moon River gem is only a ten-minute drive to the Tuesday night ski shows at Windsor Park, The KEE, restaurants and all the amenities in the town of Bala! This very accessible cottage is very private yet off a main highway and is conveniently located only 20 minutes away from both Gravenhurst and Port Carling, offering some of the best proximity to the most popular hubs…...

              State-of-the-art property on the Moon River boasting everything you could want in a Muskoka vacation! Featuring a 7bed 6bath Cottage, 1bed 1bath Bunkie, Sandy beach waterfront, water toys galore, ping-pong table and Tennis Court with basketball!

              Book Now
              • 8
              • 7

              Fogo Point

              FOGO POINT AREA This Moon River gem is only a ten-minute drive to the Tuesday night ski shows at Windsor Park, The KEE, restaurants and all the amenities in the town of Bala! This very accessible cottage is very private yet off a main highway and is conveniently located only 20 minutes away from both Gravenhurst and Port Carling, offering some of the best proximity to the most popular hubs…

              Bedrooms 8
              Bathrooms 7
              # of Guests 14
              Pet Friendly? No
              Close