Skip to content

Lake Simcoe cottage rentals

Book unique cottages, vacation rentals, and more on Airbnb

Top-rated cottage rentals in Lake Simcoe

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

  1. Entire cottage
  2. Brechin
Modern Lakeside 2 Bedroom with Private Beach

The beautiful lakefront home sits beside lake Simcoe. It is a little slice of heaven, perfect for a couples getaway or small family! This charming cottage is complete with recent interior and exterior improvements and private beach. Our modern lakeside 2 bedroom, 1 bathroom and 1 powder room has everything you need for your lake view getaway. Relax with the whole family at this peaceful place to stay. Kayak and Paddle boat are included.

$217 per night
  1. Entire cottage
  2. Brechin
Boutique 3-Bedroom Cottage w/Private Water Access

Relax with the whole family at this peaceful place to stay. Our cottage offers an eclectic hotel vibe with plenty of outdoor space so you'll never want to leave! If you're a water lover, you will love the private water access to Lake Simcoe to swim, kayak, take your boat/Jet ski and go fishing! Our backyard features a BBQ, fire pit with patio seating, and an outdoor dining area underneath a sun-shaded Pergola! 6-seater Jacuzzi will be available for use in July.

$300 per night
SUPERHOST
  1. Entire cottage
  2. Brechin
Cottage on Lake Simcoe Amazing lake Views

Lovely, well maintained three bedroom, two bath cottage on a protected bay of Lake Simcoe. The cottage is located right on Lake Simcoe beside shared community park. cristal shallow water for Swim and kayak. The views are beautiful. With the property facing south enjoy plenty of sunshine from late morning to sunset. Great spot for winter fishing

$296 per night

Vacation rentals for every style

Get the amount of space that is right for you

  • Cottages
  • Cabins
  • Unique stays

Stay near Lake Simcoe's top sights

Photo of Bass Lake Provincial Park
Bass Lake Provincial Park11 locals recommend
Photo of Johnson's Beach
Johnson's Beach12 locals recommend
Photo of Barrie Molson Centre
Barrie Molson Centre7 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

Lake Simcoe vacation rentals

SUPERHOST
  1. Entire home
  2. Orillia
Lake Simcoe Waterfront Cottage Getaway
$214 per night
SUPERHOST
  1. Entire rental unit
  2. Innisfil
Cozy One bedroom Apartment by the Lake
$74 per night
  1. Entire cottage
  2. Innisfil
Beautiful lakefront cozy 3B 1hr from the city
$167 per night
SUPERHOST
  1. Entire rental unit
  2. Innisfil
Cozy, Friday Harbour Gettaway-Fireplace & Parking
$147 per night
SUPERHOST
  1. Private room
  2. Orillia
The nut house-Forest in the city-upstairs bedroom2
$40 per night
SUPERHOST
  1. Entire cottage
  2. Innisfil
*Waterside Loft At Resort 1hr TO! Street Access*
$109 per night
SUPERHOST
  1. Entire cottage
  2. Innisfil
Private home nestled in the forest, close to beach
$134 per night
SUPERHOST
  1. Entire home
  2. Innisfil
Beautiful lakefront Cottage on Lake Simcoe.
$310 per night
SUPERHOST
  1. Entire condo
  2. Innisfil
FRIDAY HARBOUR RETREAT CONDO
$123 per night
SUPERHOST
  1. Entire condo
  2. Innisfil
Friday Harbour All Season Resort - Brand New Condo
$172 per night
  1. Entire condo
  2. Innisfil
Friday harbour boardwalk condo 1bdrm/1bth
$116 per night
SUPERHOST
  1. Entire rental unit
  2. Innisfil
Perfect Getaway at Friday Harbour Resort
$137 per night

Lake Simcoe cabin rentals

SUPERHOST
  1. Entire cabin
  2. Innisfil
Lake Simcoe Cottage & Spa
$377 per night
SUPERHOST
  1. Entire cabin
  2. Orillia
Family cottage just steps away from lake Simcoe
$310 per night
  1. Entire cabin
  2. Georgina
Lovely Waterfront Lake Simcoe Cottage with Dock
$171 per night
  1. Entire cabin
  2. Orillia
Orkney Beach 1 on the shores of Lake Simcoe
$194 per night
SUPERHOST
  1. Entire cabin
  2. Georgina
Romantic Cabin in the Woods -80 km's from CN Tower
$159 per night
  1. Entire cabin
  2. Brechin
Stunning Waterfront Cottage
$389 per night
SUPERHOST
  1. Entire cabin
  2. Coldwater
Dark Nights, Bright Stars, Cozy Kabin….
$272 per night
  1. Entire cabin
  2. Beaverton
Lovely Contemporary Lake House on Lake Simcoe
$373 per night
SUPERHOST
  1. Entire cabin
  2. Oro Station
BIKE, HIKE - Farm to Forest Trails.
$389 per night
  1. Entire cabin
  2. Keswick
Charlotte's Cottage-on Lake Simcoe
$175 per night
  1. Entire cabin
  2. Georgina
NEW!! Lakefront Family Cabin
$310 per night
SUPERHOST
  1. Entire cabin
  2. Georgina
Fairway cottage in the forest
$122 per night