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Holiday rentals in Lake Simcoe

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Top-rated holiday rentals in Lake Simcoe

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire cottage
  2. Georgina
Tianna's Lakehouse

Enjoy a perfect, relaxing couples retreat at this beautiful cottage steps away from the shores of Lake Simcoe in Jackson's Point. A perfect couples getaway an hour away from Toronto. Great for swimming and relaxing by the water. Steps away from a large public beach, golf, spa, restaurants and lots more. (Newly renovated and furnished!!). Sobey's, LCBO, Tim Hortons - all 5 minutes away.

$380 SGD per night
  1. Entire rental unit
  2. Innisfil
Lakeside Simcoe Fisher's apartment

Enjoy the cozy attached private Fisher's apartment in the small town of Gilford. The town is surrounded by Lake Simcoe and we are right across the street from the lake. You can fish at any season and sail your boat during the summer! We are also minutes away from the Cooks Bay Marina where you can rent boats and canoes. It's a great place to enjoy it with friends and family! ( Not a lakefront home)

$98 SGD per night
  1. Entire cottage
  2. Brechin
Boutique 4 Season Family Lakehouse On Lake Simcoe

Follow Instagram @lakesimcoelakehouse Welcome to Lake Simcoe Lakehouse. Inspired by my love of travel, the outdoors and delicious food! Wake up to the sound of the lake while enjoying your morning coffee on the dock. Morning yoga is recommended :)

$482 SGD per night

Holiday rentals for every style

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Stay near Lake Simcoe's top sights

Photo of Bass Lake Provincial Park
Bass Lake Provincial Park12 locals recommend
Photo of Johnson's Beach
Johnson's Beach15 locals recommend
Photo of Barrie Molson Centre
Barrie Molson Centre8 locals recommend
Photo of Park Place
Park Place7 locals recommend
Photo of Sibbald Point Provincial Park
Sibbald Point Provincial Park25 locals recommend
Photo of Chappell Farms
Chappell Farms8 locals recommend

Other great holiday rentals in Lake Simcoe

  1. Private room
  2. Innisfil
Cheerful, tranquil 1-bedroom bungalow, lakeside
$47 SGD per night
SUPERHOST
  1. Entire cottage
  2. Innisfil
*Private Waterside Resort & Pool Stay 1hr TO!*
$165 SGD per night
  1. Hotel room
  2. Beaverton
Lake Simcoe★Old Town Hotel★Swim|Boat|Fish★Room 1
$96 SGD per night
SUPERHOST
  1. Entire cabin
  2. Orillia
Family cottage just steps away from lake Simcoe
$482 SGD per night
  1. Entire cottage
  2. Brechin
Modern Lakeside 2 Bedroom with Private Beach
$336 SGD per night
SUPERHOST
  1. Entire cottage
  2. Innisfil
Beautiful lakefront cozy 3B 1hr from the city
$189 SGD per night
SUPERHOST
  1. Private room
  2. Barrie
Near College & RVH-free parking- Netflix-Quiet
$62 SGD per night
SUPERHOST
  1. Entire cottage
  2. Brechin
Cottage on Lake Simcoe Amazing lake Views
$450 SGD per night
SUPERHOST
  1. Entire cabin
  2. Innisfil
Lake Simcoe Cottage & Spa
$520 SGD per night
  1. Entire home
  2. Barrie
Entire Basement Unit with separate entrance
$70 SGD per night
  1. Entire guest house
  2. Georgina
Newly renovated loft w/pool on beautiful farmland
$196 SGD per night
SUPERHOST
  1. Entire cottage
  2. Beaverton
Beaverton Harbour Waterfront Boathouse Lake Simcoe
$140 SGD per night
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  2. Canada
  3. Ontario
  4. Lake Simcoe