Over 1,000 stays

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Cottage in Brechin
Boutique 3-Bedroom Cottage w/Water Access & HotTub
4 beds
Feb 14 – 21
$259 per night
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Superhost
Cottage in Innisfil
Beautiful lakefront cozy 3B 1hr from the city
4 beds
Oct 26 – Nov 2
$121 per night
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Superhost
Cottage in Innisfil
Crystal Beach Cottage & Spa
5 beds
Nov 27 – Dec 4
$258 per night
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Guesthouse in Georgina
Newly renovated loft w/pool on beautiful farmland
2 beds
Jan 5 – 12
$92 per night
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Cottage in Brechin
Modern Lakeside 2 Bedroom with Private Beach
4 beds
May 31 – Jun 7
$205 per night
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Apartment in Innisfil
Lakeside Simcoe Fisher's apartment
2 double beds
Dec 10 – 17
$71 per night
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Superhost
Cottage in Georgina
New Waterfront Luxury Family cottage
5 beds
Oct 31 – Nov 7
$497 per night
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Superhost
Cabin in Innisfil
Lake Simcoe Cottage & Spa
2 queen beds
Sep 10 – 17
$327 per night
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Cottage in Georgina
Tianna's Lakehouse
1 bed
Oct 1 – 8
$245 per night
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Superhost
Cottage in Innisfil
*Private Waterside Resort & Pool Stay 1hr TO!*
2 beds
Oct 28 – Nov 4
$108 per night
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Superhost
Cottage in Brechin
5 Star “SEASIDE FEEL” Cottage w Private CONCIERGE
7 beds
Oct 25 – Nov 1
$560 per night
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Superhost
Home in Orillia
Waterfront Cottage Over-the-Water view w fast Wifi
7 beds
Nov 18 – 25
$336 per night
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Superhost
Cottage in Innisfil
Quiet Family Lakefront Cottage Hot Tub & Sauna Spa
4 beds
Jan 24 – 31
$569 per night
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Superhost
Cottage in Beaverton
Beaverton Harbour Waterfront Boathouse Lake Simcoe
1 queen bed
Feb 4 – 11
$108 per night
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Cottage in Georgina
2-Bedroom Cottage at Georgina Bay
2 beds
Jan 13 – 20
$104 per night
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Superhost
Cottage in Brechin
3bdrm Cottage at Lake Simcoe
4 beds
Nov 21 – 28
$115 per night
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Hotel room in Beaverton
Lake Simcoe★Old Town Hotel★Swim|Boat|Fish★Room 1
1 bed
Sep 5 – 12
$65 per night
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Superhost
Cottage in Brechin
Cottage on Lake Simcoe Amazing lake Views
4 beds
Dec 4 – 11
$389 per night
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Superhost
Guest suite in Innisfil
Cozy Lakeside Suite Steps From the Sandy Beach!
1 sofa bed
Jan 7 – 14
$119 per night
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Cottage in Innisfil
Lake Simcoe Stunning Views, Shallow Sandy Water!
9 beds
Jun 8 – 15
$462 per night