
Luxury rentals in Simcoe County
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Top-rated luxury holiday rentals in Simcoe County
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Modern Luxury Cottage | Sauna, Hot Tub, Lakefront
GlassRock LakeHouse is a newly built modern luxury Muskoka retreat set on five private acres with 450 feet of pristine lakefront. Designed for stillness, ritual, and quiet luxury, the home blends striking architecture with warmth and comfort. Enjoy a sandy beach, huge dock, weed-free deep water, sauna, hot tub, outdoor shower, firepit, BBQ, and chef’s kitchen. Swim, fish, paddle, or relax with Starlink WiFi, workspace, EV charging, canoe, kayaks, SUP, and paddle boat. Perfect for families. & fun
Luxury Waterfront Cottage
Welcome to our lakefront vacation rental! Enjoy the full spectrum of morning golden hour colours in this premium waterfront villa on Lake Simcoe. This premium house on a private road is situated in a quiet neighbourhood, which offers a peaceful environment for time well spent with a group of friends or large family gatherings. This house is a unique east-facing spot surrounded by greenery and fresh air. It is minutes from happening Friday Harbour resort.

Georgina Waterfront Villa
Welcome to our brand new designer estate, located on the waterfront of Lake Simcoe. This coastal-inspired retreat offers a perfect blend of relaxation, entertainment, and luxurious amenities for a group of up to 12 people. In addition to various lakeshore activities your friends and family can enjoy our state of the art spa area, relax in the hot-tub, and explore the game room with pinball machine, pool, foosball and air hockey!

Luxe on Lake Simcoe w Pool & Boathouse ~ 1 Hr YYZ
South-Facing Infinity Pool Estate on Lake Simcoe Wake to uninterrupted southern sun over Kempenfelt Bay, spend afternoons in your private heated infinity-edge pool, and be back in Toronto in under an hour. No Muskoka drive. No compromise. This 6,800 sq ft waterfront estate — private gym, games room, rooftop terrace, two-slip boathouse, and private dock — is available for a limited number of select stays each year.

Unforgettable log build on Lake Muskoka - 8 bdrms
Out of this world luxury log-home with 7 bedrooms and 6 bathrooms, located on beautiful Muskoka Bay on Lake Muskoka near Gravenhurst. High-end finishes combined with the charm of a log cabin in this very large & brand new cottage. A dream come true!
Popular amenities for Simcoe County luxury holiday rentals
Other great luxury holiday rentals in Simcoe County

Luxe on Lake Simcoe w Pool & Boathouse ~ 1 Hr YYZ

Unforgettable log build on Lake Muskoka - 8 bdrms
Luxury Waterfront Cottage

Georgina Waterfront Villa

Modern Luxury Cottage | Sauna, Hot Tub, Lakefront
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- Luxury rentals Ontario
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Kee To Bala
- Burl's Creek Event Grounds
- Caledon Ski Club LTD
- Casino Rama Resort
- Balsam Lake Provincial Park
- Forks of the Credit Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Innisfil Beach Park
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Things to do Simcoe County
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- Sports activities Ontario
- Art and culture Ontario
- Entertainment Ontario
- Food and drink Ontario
- Nature and outdoors Ontario
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