Simcoe County

Cottages in Simcoe CountyCottage

Top Destinations in Simcoe County

Wasaga Beach 49 Hotels
Barrie 35 Hotels
Orillia 21 Hotels
Midland 15 Hotels

Oro-Medonte 14 Hotels
Creemore 9 Hotels
Alliston 4 Hotels
Angus 3 Hotels

Cookstown 2 Hotels
Washago 1 Hotels
Stayner 1 Hotels
Shanty Bay 1 Hotels

Penetanguishene 1 Hotels

Map of Cottages in Simcoe County

See All Hotels Hotels & Accommodations in Simcoe County 68 Apartments in Simcoe County 6 Villas in Simcoe County 19 Apart‑Hotels in Simcoe County 1 Farm Stays in Simcoe County 1

Riverfront Cottages, Book Vacation Home Cottages in Simcoe County, Cottage

Riverfront Cottages, Book Vacation Home Cottages in Simcoe County, Cottage

Riverfront Cottages Vacation Home

Book accommodation in Wasaga Beach, Simcoe County 28 River Avenue Crescent, Wasaga Beach, L9Z 2K6

8.9/10 Wonderful

8 reviews

Free Wi-Fi

Number of rooms: 3

Riverfront Villa, Book Villa Cottages in Simcoe County, Cottage

Riverfront Villa, Book Villa Cottages in Simcoe County, Cottage

Riverfront Villa

Villa

Hotels and resorts in Wasaga Beach, Simcoe County 60 River Avenue Crescent, Wasaga Beach, L9Z 2K6

10/10 Exceptional

8 reviews

Free Wi-Fi

Number of rooms: 3

Alton Lodges, Book Vacation Home Cottages in Simcoe County, Cottage

Alton Lodges, Book Vacation Home Cottages in Simcoe County, Cottage

Alton Lodges Vacation Home

Wasaga Beach hotels, Simcoe County 459 Mosley St, Wasaga Beach, L9Z 2J4

7/10 Good

11 review

Number of rooms: 14

Oak Haven Cottages, Book Vacation Home Cottages in Simcoe County, Cottage

Oak Haven Cottages, Book Vacation Home Cottages in Simcoe County, Cottage

Oak Haven Cottages Vacation Home

Book accommodation in Wasaga Beach, Simcoe County 267 Mosley Street, Wasaga Beach, L9Z 2K1

Free Wi-Fi

Number of rooms: 7

GLOBALSTAY Spacious 3BR Townhouse, Book Vacation Home Cottages in Simcoe County, Cottage

GLOBALSTAY Spacious 3BR Townhouse, Book Vacation Home Cottages in Simcoe County, Cottage

GLOBALSTAY Spacious 3BR Townhouse Vacation Home

Hotels in Midland, Simcoe County 543 Hudson Cres, Midland, L4J0R2

Number of rooms: 25

Luxury 3BR Villa, Book Villa Cottages in Simcoe County, Cottage

Luxury 3BR Villa, Book Villa Cottages in Simcoe County, Cottage

Luxury 3BR Villa

Villa

Book hotels in Barrie, Simcoe County 27 Greer St, Barrie, L9J 0R4

Urban North Townhomes, Book Vacation Home Cottages in Simcoe County, Cottage

Urban North Townhomes, Book Vacation Home Cottages in Simcoe County, Cottage

Urban North Townhomes Vacation Home

Barrie hotels, Simcoe County 700 Mapleview Dr E, Barrie, L4N 0M2

Number of rooms: 57

Vacation home beside the trails and Park, Book Vacation Home Cottages in Simcoe County, Cottage

Vacation home beside the trails and Park, Book Vacation Home Cottages in Simcoe County, Cottage

Vacation home beside the trails and Park Vacation Home

Book hotels in Barrie, Simcoe County 38 Hurst Dr, Barrie, L4N 9K3

Number of rooms: 2

Horseshoe Valley Suites - The Glade, Book Vacation Home Cottages in Simcoe County, Cottage

Horseshoe Valley Suites - The Glade, Book Vacation Home Cottages in Simcoe County, Cottage

Horseshoe Valley Suites - The Glade Vacation Home

Book hotels in Oro-Medonte, Simcoe County 90 Highland Dr, Oro-Medonte, L0L 2X0

Free Wi-Fi Parking Swimming Pool

Beachfront Beach Houses, Book Vacation Home Cottages in Simcoe County, Cottage

Beachfront Beach Houses, Book Vacation Home Cottages in Simcoe County, Cottage

Beachfront Beach Houses Vacation Home

Wasaga Beach lodging, Simcoe County 15 30th Street North, Wasaga Beach, L9Z 2E6

Free Wi-Fi

Number of rooms: 3

Casa Di Nonna, Book Vacation Home Cottages in Simcoe County, Cottage

Casa Di Nonna, Book Vacation Home Cottages in Simcoe County, Cottage

Casa Di Nonna Vacation Home

Best hotels in Wasaga Beach, Simcoe County 112 Main St, Wasaga Beach, L9Z 2K5

Number of rooms: 2

Cheerful beautiful cottage 3 bedroon, Book Vacation Home Cottages in Simcoe County, Cottage

Cheerful beautiful cottage 3 bedroon, Book Vacation Home Cottages in Simcoe County, Cottage

Cheerful beautiful cottage 3 bedroon Vacation Home

Wasaga Beach hotel reservations, Simcoe County 646 River Road East, Wasaga Beach, L9Z 2M3

Free Wi-Fi

Cottage By The River, Book Vacation Home Cottages in Simcoe County, Cottage

Cottage By The River, Book Vacation Home Cottages in Simcoe County, Cottage

Cottage By The River Vacation Home

Hotels and inns in Wasaga Beach, Simcoe County 1212 River Rd W, Wasaga Beach, L9Z 2W7

Free Wi-Fi Breakfasts

Plovers Cove Cottage, Book Vacation Home Cottages in Simcoe County, Cottage

Plovers Cove Cottage, Book Vacation Home Cottages in Simcoe County, Cottage

Plovers Cove Cottage Vacation Home

Hotels in Wasaga Beach to book, Simcoe County 23 Dunkerron Avenue, Wasaga Beach, L9Z 2H4

Free Wi-Fi

Riverview Cottages, Book Vacation Home Cottages in Simcoe County, Cottage

Riverview Cottages, Book Vacation Home Cottages in Simcoe County, Cottage

Riverview Cottages Vacation Home

Hotels and inns in Wasaga Beach, Simcoe County 42 River Avenue Crescent, Wasaga Beach, L9Z 2K6

Free Wi-Fi

Number of rooms: 3

SUMMERHILL, Book Vacation Home Cottages in Simcoe County, Cottage

SUMMERHILL, Book Vacation Home Cottages in Simcoe County, Cottage

SUMMERHILL Vacation Home

Book hotels in Wasaga Beach, Simcoe County 35 River Rd E, Wasaga Beach, L9Z 2L1

Free Wi-Fi

Number of rooms: 14

The Beach 2 Cottage - Wifi, Netflix, Steps to the Beach, Book Vacation Home Cottages in Simcoe County, Cottage

The Beach 2 Cottage - Wifi, Netflix, Steps to the Beach, Book Vacation Home Cottages in Simcoe County, Cottage

The Beach 2 Cottage - Wifi, Netflix, Steps to the Beach Vacation Home

Book accommodation in Wasaga Beach, Simcoe County 188 Mosley Street, Wasaga Beach, L9Z 2K1

Free Wi-Fi

Barefoot Bungalow Gracing the shores of Lake Simcoe, a wonderful family cottage!, Book Vacation Home Cottages in Simcoe County, Cottage

Barefoot Bungalow Gracing the shores of Lake Simcoe, a wonderful family cottage!, Book Vacation Home Cottages in Simcoe County, Cottage

Barefoot Bungalow Gracing the shores of Lake Simcoe, a wonderful family cottage! Vacation Home

Best hotels in Orillia, Simcoe County 287 Victoria Cres, L3V 6H1 Orillia, Canada, Orillia, L3V 6H1

Modern Town House Barrie South, Book Vacation Home Cottages in Simcoe County, Cottage

Modern Town House Barrie South Vacation Home

Hotel rooms in Barrie, Simcoe County 22 South Park Lane, L9J 0M8 Barrie, Canada

8.9/10 Wonderful

from $143.27 nightly price

Cottage Rentals in Simcoe County

Renting a countryside cottage is a fantastic way to enjoy fresh air and outdoor living without sacrificing modern comforts. It’s a great format for weekend getaways with friends or relaxed family holidays.

Properties range from cozy timber chalets perfect for two, to massive multi-story houses built for entertaining large groups.

Advantages of renting a house:

No shared walls, meaning peace, quiet, and privacy.
Private yards for outdoor dining and lawn games.
Pet-friendly options are often much easier to find.
Full domestic amenities, making longer stays incredibly comfortable.

Use our detailed filters to narrow down your search—whether you want a fireplace, a pool, or proximity to hiking trails. Authentic reviews will help ensure the property matches the pictures.

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156 hotels

Choose dates to see prices

Check-in

Check-out

Adults

Children

Price (per night)

Star Rating

50
2
63
37
3
1

Guest Rating

Amenities

Wi-Fi 107
TV 93
Air Conditioning 58
Minibar 15
Parking 142
Restaurant 46
Bar 31
Swimming Pool 47
SPA 21
Fitness 32
Bathtub/Shower 93
Fridge 92

Meal plans

Breakfasts 39
All inclusive 1

Property Types

Hotel 68
Bed and Breakfast 9
Apartment 6
Vacation Home 17
Villa 19
Chalet 2
Condo Hotel 1
Farm Stay 1
Inn 10
Resort 8
Cottage 19
Motel 30

Simcoe County Sights

Wasaga Beach Nordic Centre0.22 km.

Wasaga Beach0.8 km.

Wasaga Beach Provincial Park2.1 km.

Collingwood Eddie Bush Memorial Arena16 km.

Scandinave Spa Blue Mountain22 km.

Orchard Express23 km.

Simcoe County Museum23 km.

Devil's Glen Country Club23 km.

Blue Mountain Ski Resort23 km.

Southern Comfort23 km.

Plunge Aquatic Centre23 km.

Blue Mountain23 km.

Silver Bullet23 km.

Badlands Double24 km.

Century Express24 km.

Scenic Caves Nature Adventures24 km.

Weider Express24 km.

Pretty River Valley Provincial Park25 km.

Craigleith Provincial Park26 km.

Midland Cultural Centre28 km.

Simcoe County Airports

Midland/Huronia Airport20 km.

Lake Simcoe Regional Airport37 km.

Owen Sound/Billy Bishop Regional Airport65 km.