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Peak House

Hills and valleys stretch for 100 acres around this design-forward hilltop home in the Ontario countryside. A pool and hot tub sit mid-lawn, and a firepit anchors a covered outdoor seating area. Glass walls contrast moody rooms splashed with dark stone and wood paneling. It’s a few minutes to the village of Caledon and less than an hour to dining, shopping, and entertainment in downtown Toronto. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Master: King size bed, Ensuite bathroom with standalone shower and bathtub • Bedroom 2: Queen size bed • Bedroom 3: Twin size bed, Shared access to hallway bathroom, • Bedroom 4: 2 Twin over bunk beds, Ensuite bathroom with standalone shower • Bedroom 5: Queen size bed, Shared access to hallway bathroom, STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

King Vista

This Scandinavian inspired vacation home is the perfect escape from the city. Located just 40 km north of Toronto, you will feel like you're a million miles away but within an hour's drive. This brand new sustainably built home invites you to come and enjoy the nature of the 50 acre estate while minimizing your carbon footprint. With endless nearby hiking trails, a heated saltwater pool and hot tub, everything is here for your enjoyment! Copyright © Luxury Retreats. All rights reserved.

A Heritage Luxury |5BD & 4.5BA|HWY 404

Welcome to an architect-designed home, where three eras meet in timeless harmony — the charm of 1840, the craftsmanship of 1910, and the luxury of 2025. Thoughtfully curated and well designed living spaces invite connection, with cozy gathering spots, comfortable rooms, spa-like bathrooms, a designated work space, a children’s play area, yoga + exercise nook, and a shared bookshelf for all ages. Perfect for families, friends, groups, or retreats seeking warmth, beauty, and connection.

SwimSpaSauna Elevator PoolTableGits UltraLux7500SF

🌟 Welcome to The Icon—Toronto’s most luxurious short-term rental. A masterpiece in design and luxury, features over 7500 SqFt, Control4 Automation, 6 lavish bedrooms with walk-in closets & ensuites, 9 bathrooms, an elevator, a handcrafted staircase, a pool table, a 12-person swim spa, and a private sauna. Perfect for elite getaways, family trips, athletes & celebrities. Experience the city’s most iconic stay in the heart of Forest Hill. Book now and live like an Icon.

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.

Ultra LUX Leaside 5BDRM/ GYM/ Elevator/ PingPong

A true masterpiece in modern luxury living, proudly positioned in one of Toronto's most esteemed neighborhoods - the Leaside community. This stunning home epitomizes sophistication and style, nestled within a vibrant community renowned for its top-ranked schools, serene tree-lined streets, lush parks, and boutique shopping experiences. Prepare to be captivated by a residence that seamlessly blends timeless elegance with cutting-edge modern design.

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.

3BR Lakefront Stay | Kayaks, Views & Cozy Spaces

Discover the perfect getaway at this modern waterfront cottage on scenic Stoney Lake. Tucked away in a picturesque bay, it boasts sweeping water views, a private dock, and kayaks for on-the-water adventures. Spend days paddling, fishing, or chatting outdoors! Ideal for all-season stays, it offers easy access to local attractions for families and small groups!

Yorkhaven Estate

Step into sophistication. This North York luxury home blends contemporary elegance with premium amenities, creating the ideal retreat for families, executives, and weekend indulgence.

Ultra-Modern 5BDR Home with Pool, Gym & Theatre

✨Welcome to our luxurious house of light This ultra-modern 7,800 square foot property is a haven of luxury and comfort in the city.