Luxury rentals in Lake Simcoe

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Top-rated luxury holiday rentals in Lake Simcoe

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Luxe

Cottage in Gravenhurst

5 out of 5 average rating, 18 reviews

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

Luxe

Cottage in Oro Station

Luxury Estate on Lake Simcoe w Infinity Pool

Stunning Modern Luxury on Lake Simcoe in Kempenfelt Bay (the "Hamptons of the North"). 1 Hr to Toronto; 15 Mins to Barrie, Golf, Skiing (Horseshoe, Moonstone), Spas & More. Skip the Traffic to Muskoka! 6,000+ Sq Ft Cottage w 4 Bdrms (6 Beds); 5 Bthrms; Chef's Kitchen; Sun-Filled 20 Ft High Great Room; 2 Offices; Full Gym; Games Room w Pool & Darts; Putting Green; Outdoor Kitchen; Gas BBQ; Boathouse; Firepits. South Facing w Deep Water Swimming. 5-Star Hotel Amenities Provided. No Parties.

Luxe

A spacious lakefront villa is set against a backdrop of lush greenery. The exterior features large windows and multiple doors leading to a deck, where comfortable seating is arranged. The manicured lawn offers an inviting space for outdoor activities.

Villa in Innisfil

5 out of 5 average rating, 31 reviews

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.

Luxe

A modern cottage is surrounded by lush greenery, showcasing a blend of stone and wood materials. The exterior features large glass windows that invite natural light and provide views of the landscaped pathway and tranquil surroundings.

Cottage in Muskoka Lakes

Stillwater Shores, Bala

Welcome to Stillwater Shores in beautiful Bala, Ontario—a perfect blend of modern elegance and Muskoka charm. Designed for both relaxation and entertainment, this exceptional property offers 6 spacious bedrooms, 3 full bathrooms, and a powder room, comfortably sleeping up to 12 guests. Located minutes away from downtown Bala, this property is ideally situated for enjoying quiet moments in nature and exploring Muskoka's finest experiences.

Luxe

A spacious cottage is surrounded by lush greenery, located just steps from the serene lake. The property features a wooden dock extending into the water, while the calm surface reflects the vibrant trees and sky above.

Cottage in Gravenhurst

4.77 out of 5 average rating, 26 reviews

Muskoka Waterfront Retreat

Cozy and luxurious, our newly renovated 2023 cottage is ready to greet you with the best conditions for a wonderful family retreat. With over 200 feet of stunning lake frontage, this spacious and well-built property offers a truly enchanting stay. Relax and rejuvenate in the private sauna, complete with its own hot tub and cold plunge. Get ready for an unforgettable getaway filled with comfort, serenity, and unmatched indulgence.

Luxe

A modern living area features a sleek black fireplace as the central focus, accompanied by a large wall-mounted television. Light-colored sofas with soft cushions surround a circular wooden coffee table, while natural light filters through sheer curtains, enhancing the open and airy feel.

Villa in Georgina

5 out of 5 average rating, 13 reviews

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

The exterior of the log home displays a combination of natural wood beams and modern design elements. A spacious balcony overlooks landscaped areas, while large windows allow for views of the surroundings. The property is framed by trees displaying autumn foliage, enhancing its rustic charm.

Home in Gravenhurst

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!

Luxe

The boathouse features a three-slip design with a covered exterior slip, surrounded by a spacious deck equipped with lounge chairs. An Aqua Lily Pad floats nearby, and the serene waters reflect the lush greenery that lines the shore.

Home in Torrance

Muskoka Family Compound

This 8 bedroom, 5 bathroom cottage on Lake Muskoka in Walker's Point area is perfect for multigenerational families. Enjoy this beauty in all seasons with it super accessible location and 9 acres for hiking, snowshoeing and more!

Luxe

A modern structure is set against a backdrop of lush green trees. A wide stone pathway, lined with lanterns, leads to the entrance. Natural boulders and ornamental plants frame the path, enhancing the serene landscape.

Home in Bracebridge

Muskoka Courtside, Lake Muskoka

Welcome to Muskoka Courtside, nestled along the shores of Lake Muskoka. Designed by one of Muskokas finest builders, this lakeside haven is the ultimate getaway for families and friends seeking the best of cottage living.

Luxe

The exterior of the cottage is viewed, highlighting a modern architectural design with multiple sections. Manicured lawns and a stone pathway lead to the entrance. Surrounding greenery adds a natural touch, while large windows allow for abundant light and scenic views.

Home in Gravenhurst

10 Bedrooms! Exquisite Waterfront on Lake Muskoka

This stunning and newly built cottage features a 6 bedrooms and 6 bathrooms in the main building, and additional kitchenettes and bedrooms in both the bunkie and the boathouse.