Luxury rentals in Simcoe County

Modern Executive Lakehouse-30 min. to Toronto FIFA

Experience a rare combination of modern design, natural beauty, and privacy in this brand-new luxury lakefront home just minutes from Toronto. Designed for discerning guests, this exclusive retreat offers a true Canadian waterfront experience—complete with breathtaking lakeviews, private water access, and executive concierge services for FIFA 2026 and beyond. Lake Wilcox is just 35 minutes north of Toronto. This stylish home features two spacious bedrooms + ensuites, open living areas. Welcome!

Luxury on Lake Simcoe w Pool ~ 1 Hr to Toronto

Stunning 6,800 sq ft cottage w south facing view of Kempenfelt Bay. 4 bdrms (6 beds), 5 bathrms, Chef's kitchen, full gym, offices, games room w 90" TV, darts, pool table, 3 fireplaces & 22 ft ceilings. Large patios, gas-lined BBQ, putting green, boathouse w rooftop terrace, fire pits, kayaks, private dock & infinity-edged pool outside. No Muskoka traffic (1 hr to YYZ), 15 mins to Barrie and close to multiple ski hills & golf courses. Book at Infinite Vacations today! $25k/wk July & August.

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

Muskoka Lakefront• Sauna • Fireplace• Chef kitchen

Welcome to Edgewater Cottage Muskoka — a brand-new luxury retreat on a private bay, less than two hours from Toronto & 10 minutes from Gravenhurst, with great restaurants, patios, golf, groceries, cafés, and amenities. Perfect for families, couples, groups, micro weddings or small corporate off sites. When booking please share a few details about your group. The property is for peaceful getaways and not available for parties. A signed rental agreement is required to confirm your reservation.

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.

Luxurious Lake House for Family Stays

Beautiful Lakehouse, 45 mins from Toronto, with Exquisite Lake Views. Luxurious Large home with high end finishes. Top of the line appliances. Work from home space from second floor loft. All the comforts and amenities you desire. Spa , featuring equipped gym, an infrared sauna and Hot tub. Games room which includes pool table ,air hockey and ping pong. Camp Fires, and Lawn games. Outdoor quiet time 10:00 pm. No parties allowed at this property.

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!

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!