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Lake Simcoe - Simcoe County Cottage Rentals

 Vacation Rentals

Lake Simcoe - Simcoe County Vacations

Vacation Rentals in Lake Simcoe - Simcoe County, Ontario

Located in south central Ontario, Simcoe County cottage rentals are scattered along the shores of Georgian Bay and Lake Simcoe among picturesque meadows, marshes, and forests.

Lake Simcoe and Georgian Bay are two of Ontario’s top kitesurfing and windsurfing destinations and Wasaga Beach, which, at 14 kilometres long, is the longest freshwater beach in the world, is a swimming and sunbathing paradise. Anglers will be well served with catches of bass, pike, and walleye and with over 50 golf courses, there is no shortage of opportunities for visitors to hit the links. 

At the region’s national and provincial parks, popular activities include hiking, cycling, mountain biking, and horseback riding in the summer, and cross-country skiing, snowshoeing, and snowmobiling come winter. Further, nearby Blue Mountain provides Ontario’s best downhill skiing and snowboarding and a range of après-ski activities for adults and kids.

With plenty of restaurants, cafés, pubs, and spas in the region, there’s no shortage of places to retire to after a day on the water, trails, or slopes. Sample a hoppy beer or two at Flying Monkey Craft Brewery, or take a drive along the Apple Pie Trail, a scenic route that stops at orchards, vineyards, and eateries. 

Just 90 minutes north of Toronto, Simcoe County is a very popular place to rent a cottage in Ontario.

What to Do

Activites in Lake Simcoe - Simcoe County, Ontario

Snowmobiling
Skiing & Snowboarding
National & Provincial Parks
Lake Country
Hiking & Biking
Fishing
Cross-country Skiing
Beach
Snowshoeing
Sailing & Yachting
Food & Wine
Golf
Kayaking & Canoeing
Arts & Culture

Articles

Lake Simcoe - Simcoe County Cottage Rentals & Cottages For Rent

2 Units At Carriage Hills Gold Crown Resort March Break - Lake Simcoe - Simcoe County Condo Rental

2
Beds

2
Baths

$1,300
Week

Available for rent 1 week from March 12 til March 19 2016. 1Bedroom and 1 studio lock off Total 2 bedroom Sleeps 8 Red time both units for only 1295.00 Carriage… More →

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Charlotte's Cottage-Lake Simcoe - Keswick - Lake Simcoe - Simcoe County Cottage Rental

Charlotte's Cottage-Lake Simcoe - Keswick

Cottage Rentals in Keswick, Ontario

2
Beds

1.5
Baths

$1,075
Week

Charlotte's Cottage is located in Island Grove in the township of Georgina, Ontario, on the south shore of Lake Simcoe. It is between the towns of Sutton and … More →

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Country Lane Lodge Vacation Rental And B&B - Lake Simcoe - Simcoe County Vacation Home

Country Lane Lodge Vacation Rental And B&B

Vacation Homes in Port Perry, Ontario

1
Beds

1
Baths

$1,176
Week

Country Lane Lodge is located on Scugog Island minutes from Goreski's Marina, Blue Heron Casino and downtown Port Perry. Relax and have your morning coffee on … More →

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Cute And Cozy Cottage On Lake Simcoe In Orillia - Lake Simcoe - Simcoe County Cottage Rental

Cute And Cozy Cottage On Lake Simcoe In Orillia

Cottage Rentals in Orillia, Ontario

3
Beds

1
Baths

$1,000
Week

Quiet and relaxing four season, three bedroom cottage with a great view of Lake Simcoe from our large front deck. Relax at the water front and swim in the sandy… More →

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Fredinando & Lucia's Cottage - Orillia, Ontario - Lake Simcoe - Simcoe County Cottage Rental

Fredinando & Lucia's Cottage - Orillia, Ontario

Cottage Rentals in Orillia, Ontario

4
Beds

1.5
Baths

$2,000
Week

A waterfront cottage, one second from Bass Lake across the road, an hour and half drive from Toronto and 10 minutes from downtown Orillia. Lots of areas for … More →

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Georgina Family Home - Ice Fishing - Fun - Ontario - Lake Simcoe - Simcoe County Cottage Rental

Georgina Family Home - Ice Fishing - Fun - Ontario

Cottage Rentals in Jacksons Point, Ontario

3
Beds

1
Baths

$850
Week

Winter is here - Ice Fishing lake Simcoe!!! Spring is coming. Relax Or go ice fishing! Less than an hours commute from Toronto, come and see the gorgeous … More →

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Grove Pl Big Bay Point Lake Simcoe - Ontario - Lake Simcoe - Simcoe County Cottage Rental

Grove Pl Big Bay Point Lake Simcoe - Ontario

Cottage Rentals in Barrie, Ontario

3
Beds

3
Baths

$2,600
Week

Lake Simcoe Cottage Rental Property at Prestigious Big Bay Point. This cozy 3 bedroom cottage is 1800 sq ft of a private setting bungalow on the South Shore of … More →

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Hemlock Springs Country Haven - Lake Simcoe - Simcoe County Vacation Home

Hemlock Springs Country Haven

Vacation Homes in Minesing, Ontario

2
Beds

1
Baths

$470
Week

Country home with separate entrance 2Q beds, 1 twin, LR, BR, shower, separate kitchen, laundry. Springwater Park 5 km away - 12 km trails. 2 Wasaga kiteboarding… More →

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Nina's Place By Innisfil Beach - Ontario, Canada - Lake Simcoe - Simcoe County Cottage Rental

Nina's Place By Innisfil Beach - Ontario, Canada

Cottage Rentals in Innisfil, Ontario

5
Beds

4+
Baths

$800
Week

This is a five bedroom house with 4 1/2 bathrooms located in Alcona by Innisfil Beach. There are two kitchens and a large recreation room for large gatherings. … More →

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Panoramic View Lakefront, 3 Bedroom - Orillia - Lake Simcoe - Simcoe County Cottage Rental

Panoramic View Lakefront, 3 Bedroom - Orillia

Cottage Rentals in Orillia, Ontario

3
Beds

1
Baths

$1,600
Week

Cozy, 3 bedroom, lakefront cottage on beautiful Lake Simcoe. Steps to the shoreline, large cement dock, separate docks for boats, small sandy beach with shallow… More →

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Simcoe Cottage In City Convenience - Beaverton - Lake Simcoe - Simcoe County Vacation Home

Simcoe Cottage In City Convenience - Beaverton

Vacation Homes in Beaverton, Ontario

4
Beds

2
Baths

$2,100
Week

Direct Lake Simcoe water front cottage is in the beautiful Beaverton Harbour. In the summer you can enjoy warm water beach (60 metres away), family friendly … More →

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Southern Georgian Bay Beach House - Lake Simcoe - Simcoe County Cottage Rental

Southern Georgian Bay Beach House

Cottage Rentals in Balm Beach, Ontario

3
Beds

1.5
Baths

$2,275
Week

Recently renovated, 3 bedroom waterfront beach house available. This property is located between Balm Beach and Thunder Beach on beautiful Southern Georgian … More →

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Spacious Suites/Great Amenities - Oro-Medonte - Lake Simcoe - Simcoe County Ski Chalet Rental

Spacious Suites/Great Amenities - Oro-Medonte

Ski Chalet Rentals in Barrie, Ontario

2
Beds

1.5
Baths

Call
Night

Spacious condo-suites offering all the comforts of home just an hour north of Toronto and 15 minutes from the city of Barrie. The resort is central to the best … More →


Tear Drop Trailer - Solar Power - Newmarket - Lake Simcoe - Simcoe County Campground

Tear Drop Trailer - Solar Power - Newmarket

RV Parks & Campgrounds in Newmarket, Ontario

1
Beds

1
Baths

$350
Week

Camp off the grid: This is a self contained teardrop camping trailer, perfect for 2 people that like to get up and go. Eat,sleep and camp all at an affordable … More →

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The Beachscape - Balm Beach, Ontario, Canada - Lake Simcoe - Simcoe County Cottage Rental

The Beachscape - Balm Beach, Ontario, Canada

Cottage Rentals in Balm Beach, Ontario

5
Beds

2
Baths

$2,000
Week

Only 1 week remains open in July/August 2016. June 25th - July 2nd Contact us now to reserve you week. The Beachscape, a classy 5 bedroom waterfront cottage on … More →

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The Boathouse - Port Perry - Lake Simcoe - Simcoe County Cottage Rental

The Boathouse - Port Perry

Cottage Rentals in Port Perry, Ontario

1
Beds

1
Baths

$850
Week

Pictures are available for The BoatHouse on ww.the-boathouse.blogspot.com. The BoatHouse is a one bedroom house with a gas furnace for all year rental. It has a… More →

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Upscale Beachfront On Lake Couchiching - Lake Simcoe - Simcoe County Cottage Rental

Upscale Beachfront On Lake Couchiching

Cottage Rentals in Orillia, Ontario

2
Beds

$2,950
Week

This upscale lakefront home is one of those rare properties that combines all the relaxation of cottage life with all the modern conveniences.The broad expanse … More →

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Waterfront Cottage In Orillia - Lake Simcoe - Simcoe County Cottage Rental

Waterfront Cottage In Orillia

Cottage Rentals in Orillia, Ontario

$2,100
Week

This cottage is waterfront on lake simcoe. Bahamas style walk in beaches, breathtaking vaulted ceiling master bedroom.70% all windows view of the lake from … More →

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Waterfront, Steps To Beach, 1 Bedroom - Lake Simcoe - Simcoe County Cottage Resort

Waterfront, Steps To Beach, 1 Bedroom

Cottage Resorts in Beaverton, Ontario

$700
Week

Bright, newly renovated open concept 1 bedroom bungalow condo. Queen in bedroom and new updgraded mattress, queen pull-out couch. Suits couple, small family … More →

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Whispering Pines B&B - Jackson's Point, Ontario - Lake Simcoe - Simcoe County B&B

Whispering Pines B&B - Jackson's Point, Ontario

Bed & Breakfasts in Jacksons Point, Ontario

1
Beds

1
Baths

$155
Night

Across from the Red Barn Theatre, we offer a relaxed atmosphere in a country setting. Walk to Lake Simcoe, where spectacular beaches, swimming, seasonal ice … More →

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