Vacation rentals with a home theater in Oro-Medonte

Luxury Cottage at Walkers Point on Lake Muskoka

Located on the prestigious Walkers Point on Lake Muskoka, this newly renovated (July '22) 4 bedroom/4 bath 2600 sq.ft. classic cottage is nestled on 4 acres and 100 ft. of waterfront with breathtaking lake views. Open concept with fully equipped gourmet kitchen, the cottage boasts 4 decks, outdoor dining area, private waterfront dock with patio, 2 fire pit areas, and 1km of private rec trails on the property. Note: there is a quiet cottage rd between cottage and shoreline. Incl. kayaks & SUP

Atlantis Retreat!

Up class stylish all inclusive two bedroom basement apartment with separate entrance! Extremely clean, bright, quite, safe, spacious, comfortable, in a very nice and friendly neighborhood. 3 GB/s unlimited WIFI internet, 55 inch high end smart Samsung TV, plus Netflix, Amazon Prime Video and Disney Plus subscriptions, makes it an island in the heaven for work or family retreat! Enjoy a well equipped modern kitchen for who loves cooking, and walking distance to shopping malls and restaurants!

The Secret Garden - Dome Escape

Enjoy the lovely setting of this romantic yet kid friendly spot in nature 1.5 hours from Toronto. This super secluded - private garden offers a serene, quiet & fun place to luxury camp. Horses on site, 60 acres of hiking trails, outdoor shower beside a quiet creek will make this one of the most memorable dome adventures you’ll ever have. Loads of fun for families or couples. Lots of space to pitch a tent for the little ones. Farm fresh eggs and our friendly chickens will greet you on arrival :)

White Rolling Sands of Penetang by Theatre

Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh (Midland) nearby.

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Cozy 2BR Garden Walkout to Pier All Seasons Resort

Welcome to a 2-bedroom with 2 Queen size beds and 1 Air mattress(on request) Stunning condo with a garden walkout offering an unrivalled blend of convenience and comfort. Fantastic dining, surrounded by a tapestry of restaurants, explore renowned shops at Friday Harbour. Experience the epitome of lavish travel experience in a prime location, where every detail is meticulously curated to ensure your stay is exceptional. Fall/Winter is the best time to experience a getaway to Friday Harbour.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Friday Harbour — A European-Style Lakeside Resort

Set on the pristine shores of Lake Simcoe, Friday Harbour Resort spans over 600 acres of breathtaking natural landscapes seamlessly blended with vibrant urban amenities, offering an unforgettable escape in every season. Summer: 🚤 Marina & boating, jet-ski and watersports, lakeside dining, beach club vibes, The Nest Golf Club, cycling & nature trails. Winter: ⛄ Outdoor skating, winter festivals & lights, cozy dining, scenic snow-covered trails, snowshoeing, peaceful lakeside escapes.

Blue Mountain Retreat • Michelin Dining

⭐ Top 1% rated Luxury woodland retreat near Blue Mountain, Collingwood and Wasaga Beach Relax in a thoughtfully designed space with cozy fireplace, plush bedding, and hotel-style comfort throughout. Quiet small town setting—just minutes to skiing, hiking, and scenic Georgian Bay escapes. Ideally located just 10 minutes from The Pine in Creemore—one of Ontario’s most sought-after Michelin-recognized dining experiences—making this the perfect stay for a refined weekend escape.

Sunset Harmony on Cook’s Bay

🌿 COOK'S BAY LAKEFRONT RETREAT 🌿 Escape to Sunset Harmony, our 4.89★ lakefront retreat on Cook's Bay. Perfect for families and groups, this spacious getaway includes the Main House + Studio, 4 bedrooms, 3 full baths, and 2 fully equipped kitchens. Relax in the private wood-fired sauna and hot tub, launch a kayak or paddle board from your private dock, or unwind on the expansive pergola deck with stunning west-facing sunset views. Your perfect lakeside escape awaits.

Your River-Side Getaway

Unwind at our spacious waterfront cottage, where comfort meets fun. Enjoy serene water views, relax in the outdoor hot tub, or gather around one of three fireplaces. Inside, challenge friends to a game of pool or enjoy plenty of space for board games and activities. Outside, make the most of the fresh air with lawn games, cozy fires, and peaceful lounging. A fully equipped kitchen makes meals a breeze—perfect for family getaways, group retreats, or a romantic escape.

Adorable 1 bedroom with free parking permition

Newly finished apartment with large windows and bright open concept. Separate Entrance, private brand new laundry and dryer. Sound proofing, easy access to stores, restaurants, walk-in clinic and pharmacy only 7 min walk. - self check in with code - Only 3 min to bus stop. - Fully equipped kitchen - Parking for one vehicle - Safe , friendly Residential Neighbourhood just north 30 min drive to downtown Toronto. Lots of walking trails and parks nearby.