Jayne's Cottages

premium

Premium

Explore our exclusive Premium cottage and vacation home rentals.

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

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!

    Book Now
    • 4
    • 3

    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

    Glenview Ridge

    Location: Country House Chateau in Glen Huron

    From C$21,000 - C$24,150 /Week
    • C$90,000 /Month
    • C$21,000 /Summer Week
    • C$24150.00 /Super Peak Week
    ( plus taxes and fees )

    GLENVIEW RIDGE AREA Grandeur on the Hill! Glenview Ridge is set amongst 90 acres of the rolling countryside, just 10 minutes outside of the charming town of Creemore. Only 10 minutes from Devil’s Glen Country Club, 12 minutes from Mad River Golf Club, 20 minutes from Wasaga Beach and 20 minutes to Blue Mountain Ski Hill - it’s the perfect spot all year round! PROPERTY GLENVIEW RIDGE - Arrive through…...

    Enchanting views of the Creemore countryside from this 6bed 4bath magnificent estate! The striking exterior appearance of the property will have you feeling like you are staying amongst the celebrities in LA! Private pool, hottub, sportscourt & more!

    Book Now
    • 6
    • 4

    Glenview Ridge

    GLENVIEW RIDGE AREA Grandeur on the Hill! Glenview Ridge is set amongst 90 acres of the rolling countryside, just 10 minutes outside of the charming town of Creemore. Only 10 minutes from Devil’s Glen Country Club, 12 minutes from Mad River Golf Club, 20 minutes from Wasaga Beach and 20 minutes to Blue Mountain Ski Hill - it’s the perfect spot all year round! PROPERTY GLENVIEW RIDGE - Arrive through…

    Bedrooms 6
    Bathrooms 4
    # of Guests 12
    Pet Friendly? Yes

    Pigeon Dream

    Location: Cottage in Kawartha lakes and Haliburton County (Bobcaygeon)

    From C$11,750 - C$22,380 /Week
    • C$20,800 /Summer Week
    • C$22380 /Super Peak Week
    • C$11750 /Off Season Week
    • C$14100 /Holiday Week
    ( plus taxes and fees )

    PIGEON DREAM AREA Nestled on the North East side of prestigious Pigeon Lake, Pigeon Dream is only 5 minutes outside of the quaint town of Bobcaygeon accessible by boat and/or by car! Featured on the Trent Severn Waterway, the water levels are maintained year round! This property is a spectacular year round destination - with activities including great fishing in all four seasons. In the summer, enjoy your private water…...

    Magnificent 5bedroom cottage with 2 guest cottages and a sprawling 350' waterfront with astounding views of Pigeon Lake. Southern exposure presents all-day-sun and spectacular sunsets! Minutes from Bobcaygeon! On the Trent Severn Waterway!

    Book Now
    • 8
    • 6

    Pigeon Dream

    PIGEON DREAM AREA Nestled on the North East side of prestigious Pigeon Lake, Pigeon Dream is only 5 minutes outside of the quaint town of Bobcaygeon accessible by boat and/or by car! Featured on the Trent Severn Waterway, the water levels are maintained year round! This property is a spectacular year round destination - with activities including great fishing in all four seasons. In the summer, enjoy your private water…

    Bedrooms 8
    Bathrooms 6
    # of Guests 18
    Pet Friendly? Yes

    The Birches on Joe

    Location: Cottage in Port Carling

    • Booked July/August
    From C$19,800 - C$21,305 /Week
    • C$19,800 /Summer Week
    • C$21305 /Super Peak Week
    ( plus taxes and fees )

    THE BIRCHES ON JOE AREA Situated on prestigious Lake Joseph. Tucked in a quiet bay with easy access to big boating potential within sight. Port Carling is host to many summer activities and festivals for all interests. Just 10 minutes north of Port Carling and 5 minutes from both Port Sandfield and Minett. Easy access to local attractions, mulitiple golf courses, amenities, and unique shopping destinations. PROPERTY THE BIRCHES ON…...

    Charming Lake Joe cottage with boathouse!

    Book Now
    • 5
    • 4

    The Birches on Joe

    THE BIRCHES ON JOE AREA Situated on prestigious Lake Joseph. Tucked in a quiet bay with easy access to big boating potential within sight. Port Carling is host to many summer activities and festivals for all interests. Just 10 minutes north of Port Carling and 5 minutes from both Port Sandfield and Minett. Easy access to local attractions, mulitiple golf courses, amenities, and unique shopping destinations. PROPERTY THE BIRCHES ON…

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

    McComb Point

    Location: Cottage in Algonquin Highlands

    From C$19,690 - C$22,644 /Week
    • C$19,690 /Summer Week
    • C$22644.00 /Super Peak Week
    ( plus taxes and fees )

    MCCOMB POINT AREA Located between the boundaries of the Lake of Bays Municipality and the Algonquin Highland Township, Mccomb Point is a quick 15-minute drive from the village of Dorest or Dwight. For more amenities and tourist attractions, Baysville is a 30-minute drive and 45-minutes to Algonquin Park. Old Mill Marina can also be seen from across the bay and is a quick 5-minute boat ride away for any last…...

    Welcome to McComb Point! Situated on a peninsula with panoramic views of Kawagama Lake, this charming 8 bdrm, 5 bath cottage + Guesthouse sleeps a total of 24 people! Features 3 separate decks, large dock, pool table, and breathtaking sunsets!

    Book Now
    • 9
    • 6

    McComb Point

    MCCOMB POINT AREA Located between the boundaries of the Lake of Bays Municipality and the Algonquin Highland Township, Mccomb Point is a quick 15-minute drive from the village of Dorest or Dwight. For more amenities and tourist attractions, Baysville is a 30-minute drive and 45-minutes to Algonquin Park. Old Mill Marina can also be seen from across the bay and is a quick 5-minute boat ride away for any last…

    Bedrooms 9
    Bathrooms 6
    # of Guests 24
    Pet Friendly? Yes

    Muskoka Bliss

    Location: Cottage in Seguin

    From C$16,500 - C$17,735 /Week
    • C$16,500 /Summer Week
    • C$17735 /Super Peak Week
    ( plus taxes and fees )

    MUSKOKA BLISS AREA Muskoka Bliss cottage is located 6 Minutes from Minett, 10 minutes from Port Sandfield, 12 minutes to the town of Rosseau. Northern exposure in open bay for beautiful all-day sun and sunrises and spectacular sunsets! PROPERTY MUSKOKA BLISS is a new luxury cottage with gorgeous views overlooking Lake Rosseau. Natural gardens, lovely ground cover, and beautiful planters are strategically placed around the property. The details enhance the…...

    Open up the outdoors! This absolutely beautiful brand-new cottage will give you a view like none other from any vantage point! Beautiful interior matches the gorgeous views for upscale luxury! 3 Bdrms each with own Bath! Kids Upper Bedroom sleeps 6!

    Book Now
    • 4
    • 3

    Muskoka Bliss

    MUSKOKA BLISS AREA Muskoka Bliss cottage is located 6 Minutes from Minett, 10 minutes from Port Sandfield, 12 minutes to the town of Rosseau. Northern exposure in open bay for beautiful all-day sun and sunrises and spectacular sunsets! PROPERTY MUSKOKA BLISS is a new luxury cottage with gorgeous views overlooking Lake Rosseau. Natural gardens, lovely ground cover, and beautiful planters are strategically placed around the property. The details enhance the…

    Bedrooms 4
    Bathrooms 3
    # of Guests 12
    Pet Friendly? Yes

    Holiday Headquarters

    Location: Cottage in Port Severn

    From C$18,700 - C$20,120 /Week
    • C$18,700 /Summer Week
    • C$20120 /Super Peak Week
    ( plus taxes and fees )

    HOLIDAY HEADQUARTERS AREA Located on Six Mile Lake in Georgian Bay Township within the District Municipality of Muskoka. Six Mile Lake is abundant with fishing and the deep waters are perfect for all water activities. Only a 1.5 hr drive from Pearson Airport and 15 minutes from Port Severn for essentials. 20 minutes from picturesque Honey Harbour on Georgian Bay. 35 minutes to Port Carling and other Muskoka attractions. For…...

    Spacious 10 bedroom, 7 bathroom cottage on Six Mile Lake! East exposure and large, level property! Privacy on dock or sandy beach!

    Book Now
    • 10
    • 7

    Holiday Headquarters

    HOLIDAY HEADQUARTERS AREA Located on Six Mile Lake in Georgian Bay Township within the District Municipality of Muskoka. Six Mile Lake is abundant with fishing and the deep waters are perfect for all water activities. Only a 1.5 hr drive from Pearson Airport and 15 minutes from Port Severn for essentials. 20 minutes from picturesque Honey Harbour on Georgian Bay. 35 minutes to Port Carling and other Muskoka attractions. For…

    Bedrooms 10
    Bathrooms 7
    # of Guests 22
    Pet Friendly? Yes

    Black Birch Lodge

    Location: Cottage in Minett

    From C$14,625 - C$19,530 /Week
    • C$18,150 /Summer Week
    • C$19530.00 /Super Peak Week
    • C$14625 /Off Season Week
    ( plus taxes and fees )

    BLACK BIRCH LODGE AREA Black Birch Lodge is located only a 5-minute drive from Minett, just past the JW Marriott, and The Rock Golf Course! Take a quick 15-minute drive to Port Carling for local shopping at some of Muskoka's most popular shops right by the water! Experience the delight of the local Farmer’s Markets, on Thursdays in Port Carling or explore the Rosseau Farmer's Market on Fridays – just…...

    Brand new build on Rosseau! Featuring 6 bedrooms, 3 baths, Muskoka room, and large stone firepit area overlooking Lake Rosseau! Sandy beach water entry and level land for kids to play! All day sun! 5 minutes to JW Marriott, 15 min Port Carling!

    Book Now
    • 6
    • 3

    Black Birch Lodge

    BLACK BIRCH LODGE AREA Black Birch Lodge is located only a 5-minute drive from Minett, just past the JW Marriott, and The Rock Golf Course! Take a quick 15-minute drive to Port Carling for local shopping at some of Muskoka's most popular shops right by the water! Experience the delight of the local Farmer’s Markets, on Thursdays in Port Carling or explore the Rosseau Farmer's Market on Fridays – just…

    Bedrooms 6
    Bathrooms 3
    # of Guests 10
    Pet Friendly? Yes

    East Rock

    Location: Cottage in Rosseau

      From C$15,400 /Week
        ( plus taxes and fees )

        EAST ROCK AREA East Rock is privately-located on School House Bay on Little Lake Joseph! 15 minute drive to both Rosseau and Minett, and 30 mins to Port Carling. Best part? Shopping, dining, and golf courses can all be accessed by boat! EAST ROCK PROPERTY is surrounded by towering pines and amazing lake views! Professionally landscaped, East Rock includes well-maintained pathways to multiple deck areas leading down to the water.…...

        Restored century log home on Little Lake Joe! Fully renovated, modernized 3 bdrm cottage + 1 bdrm boathouse! This dreamy log cottage features 550 ft of water frontage, ultimate privacy, and incomparable true Muskokan beauty!

        Book Now
        • 4
        • 4

        East Rock

        EAST ROCK AREA East Rock is privately-located on School House Bay on Little Lake Joseph! 15 minute drive to both Rosseau and Minett, and 30 mins to Port Carling. Best part? Shopping, dining, and golf courses can all be accessed by boat! EAST ROCK PROPERTY is surrounded by towering pines and amazing lake views! Professionally landscaped, East Rock includes well-maintained pathways to multiple deck areas leading down to the water.…

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

        Bella Muskoka

        Location: Cottage in Port Carling

        • Booked July/August
        From C$18,000 - C$19,370 /Week
        • C$18,000 /Summer Week
        • C$19370.00 /Super Peak Week
        ( plus taxes and fees )

        BELLA MUSKOKA AREA Bella Muskoka cottage is located in close proximity to Port Carling (5 min), Windermere (12 min), and Bracebridge (18 min). Located in Scarcliffe Bay, on the eastern side of Lake Muskoka, just a little past the Millionaires Row shoreline of Lake Muskoka. Nice access across the lake to Walker's Point or through the Indian River to Port Carling. PROPERTY BELLA MUSKOKA is a new build! Walk into…...

        Elegant living at its finest in this brand new Bella of a cottage! 4 bdrm main cottage and 3 bdrm fully-contained Bunkie. 2 bdrms with ensuites. 5 Bathrooms! Wall of windows with southwest views of Lake Muskoka. Muskoka Room! Near Beaumaris!

        Book Now
        • 7
        • 4.5

        Bella Muskoka

        BELLA MUSKOKA AREA Bella Muskoka cottage is located in close proximity to Port Carling (5 min), Windermere (12 min), and Bracebridge (18 min). Located in Scarcliffe Bay, on the eastern side of Lake Muskoka, just a little past the Millionaires Row shoreline of Lake Muskoka. Nice access across the lake to Walker's Point or through the Indian River to Port Carling. PROPERTY BELLA MUSKOKA is a new build! Walk into…

        Bedrooms 7
        Bathrooms 4.5
        # of Guests 14
        Pet Friendly? Yes

        Tiny Footprints in the Sand

        Location: Cottage in Tiny

        From C$17,600 - C$18,940 /Week
        • C$17,600 /Summer Week
        • C$18940.00 /Super Peak Week
        ( plus taxes and fees )

        TINY FOOTPRINTS IN THE SAND AREA Located in the heart of beach country, Tiny Footprints in the Sand is only 90 minutes north of Toronto! The world's longest freshwater beach, Wasaga Beach, is only 17 minutes away! A 22 minute drive will bring you to the town of Midland, where you can find all of your big-box stores as well as quaint downtown shops, cafés and restaurants that lead to…...

        Brand new state-of-the-art 3-Storey Beach House in Tiny! Jaw-dropping views of the magnificent blue waters of Georgian Bay await you at this four-season, luxury getaway with its bright southern exposure featuring incredible sunsets!

        Book Now
        • 4
        • 5

        Tiny Footprints in the Sand

        TINY FOOTPRINTS IN THE SAND AREA Located in the heart of beach country, Tiny Footprints in the Sand is only 90 minutes north of Toronto! The world's longest freshwater beach, Wasaga Beach, is only 17 minutes away! A 22 minute drive will bring you to the town of Midland, where you can find all of your big-box stores as well as quaint downtown shops, cafés and restaurants that lead to…

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

        Havelock

        Location: Cottage in Muskoka Lakes

        From C$17,050 - C$18,350 /Week
        • C$17,050 /Summer Week
        • C$18350.00 /Super Peak Week
        ( plus taxes and fees )

        HAVELOCK AREA The Havelock cottage is located only 6 minutes from Minett, 10 minutes from Port Sandfield, 10 minutes to the town of Rosseau. SW exposure promises breathtaking sunsets! PROPERTY HAVELOCK is a beautifully appointed luxury cottage with 240 foot frontage overlooking Lake Rosseau! SW exposure, new dock (12x40), outside seating! Amazing property in desirable Muskoka location. INTERIOR The cottage is light and bright with very high quality finishes. There…...

        Beautifully decorated, 5 bdrm, 4 bath cottage on Lake Rosseau! Come experience everything Muskoka has to offer. Separate wing with own primary + ensuite, SW exposure, firepit, 240 frontage, dining room table seats 10! Amazing views! New dock!

        Book Now
        • 5
        • 4

        Havelock

        HAVELOCK AREA The Havelock cottage is located only 6 minutes from Minett, 10 minutes from Port Sandfield, 10 minutes to the town of Rosseau. SW exposure promises breathtaking sunsets! PROPERTY HAVELOCK is a beautifully appointed luxury cottage with 240 foot frontage overlooking Lake Rosseau! SW exposure, new dock (12x40), outside seating! Amazing property in desirable Muskoka location. INTERIOR The cottage is light and bright with very high quality finishes. There…

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