Luxury rentals in Greater Toronto Area

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

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.

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.

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.

SoHo Two Bedroom Suites: 5 min to BMO/FIFA

No Cleaning Fees! A spacious 916 sqft luxury suite in a four star boutique hotel located in downtown Toronto's most walkable neighborhood. Suite features two king size beds, fully equipped open concept kitchen, a separate living area filled with natural light and cozy dining space. With two restaurants and 24 hour concierge services enjoy hotel luxury. Walk out to Union Station, Metro Toronto Convention Centre, CN Tower , the Rogers Centre or The Well for shopping across the street.

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.

SoHo Toronto 1 Bedroom Suite: 5 mins to BMO/FIFA

No Extra Cleaning Fees! A spacious 800-square-foot luxury suite in a four star boutique hotel located in downtown Toronto across from Roger Centre. Suite features a king size bed, fully equipped open concept kitchen, separate living area filled with natural light and cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, close to Union Station, Metro Toronto Convention Centre, and CN Tower.

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.

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.

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.