Luxury rentals in Simcoe County

Lakefront Lux Cottage-35 min. from Toronto

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.

Georgina Waterfront Villa

Lake Simcoe luxury Scandinavian lakefront bungalow (6500 sq.ft.), built in 2023. Private 75 feet beach, panoramic lake views, lounge dock, outdoor jacuzzi, sauna, large terrace and BBQ zone. Spacious bedrooms with ensuites, separate loft, a full entertainment basement with billiards, ping pong, theater, and contact bar. all water paddlesports available.Quiet, private setting with marina and scenic nature nearby. Ideal for large families or calm groups seeking a resort-like retreat experience.

Luxury Waterfront Cottage

Crystal-clear turquoise water, clear as a tear – on Ontario’s most pristine lake. Private pool, sauna + cold plunge and cozy hot tub under the stars. Open-air kitchen with BBQ, gas grills – perfect for sunset feasts. Cinema, billiards, gym, air hockey, table tennis. Kayaks & SUPs await on your private shore. Boathouse: a sitting area above with a stunning view of the lake. Wake up to the gentle lapping of waves, sip coffee over glassy water... Unforgettable lake escapes start here.

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.

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!