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Lake Simcoe - Simcoe County Cottage Rentals

Lake Simcoe - Simcoe County Cottage Rentals

About Lake Simcoe - Simcoe County

Travelling to 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 Here

What to do 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

Large Waterfront Luxury

Cottage Rentals in Jacksons Point, Ontario

4
Beds

3
Baths

$2,700
Week

Beautiful waterfront property only one hour from Toronto. This unique 5000 sq.ft cottage/house has the space and amenities for a truly memorable getaway for … More →

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Luxury Lake Simcoe Lake House

Cottage Rentals in Orillia, Ontario

3
Beds

1
Baths

$1,995
Week

5 Star 4 Season Luxury Lake House truly has a city feeling in a country setting with all the amenities of home. Located in Joyland Beach, only 10 minutes from … More →

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Summer Cottage - Week Long Rental

Cottage Rentals in Gamebridge, Ontario

4
Beds

1
Baths

$1,600
Week

Two-storey rustic cedar cottage with all the charm yet fully functional is available on a weekly rental basis only. It is in immaculate dry condition with level… More →

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Lake Simcoe Luxury Cottage

Cottage Rentals in Brechin, Ontario

3
Beds

2
Baths

$1,500
Week

1200 sq ft WATERFRONT cottage direct on Lake Simcoe. Lagoon City. Brechin. ON RATES from MAY 05th TO SEPT 9th Weekly rental $1550. Weekly rental MON TO SUNDAY … More →

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New Sunset Charmer On Lake Simcoe

Cottage Rentals in Beaverton, Ontario

3
Beds

1
Baths

$1,400
Week

BRAND NEW REBUILD. ELEGANCE BY THE LAKE. RENTING NOW... Barely an hour’s drive from Toronto, this charming waterfront cottage feels like a real escape. … More →


Riverside Cottage

Cottage Rentals in Pefferlaw, Ontario

3
Beds

2
Baths

$1,250
Week

Nestled on the Pefferlaw River, with just a 2-minute Boat Ride to Lake Simcoe. Watch Magnificent Boats as they Pass by your Backyard on their Way to the Lake! … More →

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The Beach House

Cottage Rentals in Innisfil, Ontario

1
Beds

1
Baths

$1,250
Week

NO Bedrooms.Open Concept 600 square feet This open concept Bachelor 4 season cottage is located 45 mins from Toronto. It has a queen pillow top mattress with … More →

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Lake Dalrymple Family Retreat

Cottage Rentals in Barrie, Ontario

3
Beds

2
Baths

$1,200
Week

UNIQUE SANDY BEACH AT Kawartha Lakes, GREAT FOR CHILDREN AND ADULTS, ENJOY Unique sandy beach at Kawartha Lakes, great for children and adults, enjoy cottage … More →

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Save 25% on travel between Sep 3, 2014 and Dec 31, 2014
Ends in 6d 15h 36m

Quiet Retreat On Lake Simcoe

Cottage Rentals in Hawkestone, Ontario

3
Beds

1.5
Baths

$1,200
Week

Beautiful family cottage is available for rent for the 2014 summer season. It is located on Carthew Bay in Lake Simcoe just south of Orillia – only one hour … More →


Simcoe Cottage

Cottage Rentals in Georgina, Ontario

3
Beds

1.5
Baths

$1,200
Week

Simcoe Cottage is situated in Georgina town, Sutton, south part of Simcoe Lake, and just 2-3 minutes walk to the public beach. The beach is equipped with desks… More →

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A Lake Simcoe Waterfront 4 Bdrm Yr

Cottage Rentals in Sutton, Ontario

4
Beds

1
Baths

$1,100
Week

Virginia Cedars Cottage, a year round waterfront cottage is located in Virginia, Ontario and is less than one hour north of Toronto. This family style … More →

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Beach-Front Private Paradise

Cottage Rentals in Beaverton, Ontario

4
Beds

1
Baths

$1,000
Week

1930's Cottage with municiple water & sewers. Located on a gorgeous street with large mature trees. Wood Floors throughout. Electronics include: Satellite TV… More →

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The Briars Resort & Spa

Hotel Resorts in Jacksons Point, Ontario

Call
Night

A whole new take on cottaging. All the comforts of a modern resort, including all meals, resort facilities and programming for all ages, with all the adventures… More →


Fredinando & Lucia's Cottage

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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Southern Georgian Bay Beach House

Cottage Rentals in Balm Beach, Ontario

3
Beds

1
Baths

$1,500
Week

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

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Save 10% on travel between Sep 15, 2014 and Sep 29, 2014
Ends in 2w 2d 15h 36m

Bluewater Beach Log Home

Cottage Rentals in Tiny Beaches, Ontario

2
Beds

1.5
Baths

$1,250
Week

Steps to beautiful Bluewater Beach on Georgian Bay. Private, quiet and relaxing. Surrounded by Simcoe County forest, numerous walking trails for the active … More →

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Whispering Pines B&B

Bed & Breakfasts in Jacksons Point, Ontario

$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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Lakeside Cottage

Cottage Rentals in Pefferlaw, Ontario

3
Beds

1
Baths

$1,250
Week

Private, 3-Bedroom Cozy Cottage with a Spectacular View of the Sunsets over Lake Simcoe! Swim right infront of the cottage on a sandy bottom, or enjoy a private… More →

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Stillwaters Cottage (F095)

Cottage Rentals in Orillia, Ontario

3
Beds

1
Baths

$1,235
Week

This spacious 2,000 square foot open-concept cottage will provide your group with ample space to spread out. The cottage has been newly built and the windows … More →


House On The Lake, Canada North

Cottage Rentals in Orillia, Ontario

4
Beds

4+
Baths

$1,200
Week

A beautiful location for summer and winter activities. Western sunsets and a wide open lake view with islands dotted in the distance. The large level lot and … More →

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