Over 1,000 homes

Cottage in Brechin
Boutique 3-Bedroom Cottage w/Water Access & HotTub
4 beds
Oct 10 – 17
$217 per night, originally $241
Hotel room in Beaverton
Lake Simcoe★Old Town Hotel★Swim|Boat|Fish★Room 1
1 queen bed
Oct 10 – 17
$61 per night, originally $68
Cottage in Innisfil
Charming 1 bedroom cottage - steps from the beach
2 beds
Oct 26 – 31
$74 per night, originally $115
Cottage in Innisfil
2 Bedroom cottage steps from Innisfil beach
4 beds
Nov 1 – 6
$147 per night
Cottage in Georgina
Cozy Lakeside Cottage in Georgina
3 beds
Oct 10 – 15
$101 per night, originally $126
Superhost
Apartment in Innisfil
Chalet Innisfil 2BR King Suite. Sandy Beach.
2 beds
Oct 10 – 16
$91 per night
Private room in Innisfil
Cheerful, tranquil 1-bedroom bungalow, lakeside
1 bed
Oct 7 – 13
$34 per night
Bungalow in Brechin
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
3 beds
Oct 16 – 21
$186 per night
Private room in Georgina
Cozy Bunkbed Room in the Cottage
1 bed
Oct 7 – 14
$21 per night
Condo in Oro
Couples Getaway! Cozy suite in Oro-Medonte
2 beds
Oct 12 – 18
$68 per night
Cottage in Innisfil
Cute family cottage getaway near Lake Simcoe!
4 beds
Oct 6 – 13
$97 per night
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Cottage in Georgina
Beautiful 3-bedroom Cottage in Keswick, Georgina
3 beds
Oct 11 – 16
$191 per night, originally $233
Superhost
Apartment in Innisfil
Cozy, Friday Harbour Gettaway-Fireplace & Parking
1 queen bed
Oct 10 – 15
$76 per night, originally $162
Superhost
Private room in Georgina
Cheerful Private room in the cottage
1 bed
Oct 15 – 20
$21 per night
Condo in Oro
Pet-friendly, 1 BR condo in Horseshoe Valley
2 beds
Oct 10 – 15
$132 per night
Home in Innisfil
Modern Lakefront Cottage w Dock, Beach, Games Room
6 beds
Oct 8 – 13
$492 per night, originally $570
Superhost
Private room in Barrie
Oasis - Suite #3
1 queen bed
Oct 6 – 13
$30 per night, originally $34
Superhost
Private room in Barrie
A Wee Away; Comfy Cave!
1 queen bed
Oct 6 – 12
$28 per night
Cottage in Brechin
Cottage on Lake Simcoe Amazing lake Views
4 beds
Oct 7 – 13
$236 per night, originally $383
Superhost
Cottage in Beaverton
Direct Waterfront Lake Simcoe Cottage W/ Hot Tub
7 beds
Oct 26 – 31
$431 per night, originally $539
Superhost