Vacation rentals with a home theatre in Simcoe County

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.

Family-Friendly Waterfront Cottage on Sparrow Lake

Enjoy a four-season waterfront getaway on Sparrow Lake, just 90 minutes from Toronto and minutes from Orillia and Gravenhurst. Ideal for families or two families, this peaceful cottage offers lake views, a private dock, swimming, kayaking, fishing, and space to relax together. Set on a private one-acre lot, the restored 1,800 sq. ft. cottage features a wrap-around deck, cozy living spaces, and sun-filled mornings overlooking the lake. Weekly summer rentals; shorter stays welcome other seasons.

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.

Stylish Modern Beach Oasis+Hot Tub-90 min from GTA

Fantastic beach oasis and all season getaway! Enjoy a spacious stylish 6 bedroom cottage - perfect for 2 families or group of friends. Up to 10 ppl. Steps away from a beautiful sandy beach with crystal clear waters on Georgian Bay. Have a BBQ on the deck, relax in the hot tub, roast marshmallows at the firepit or take in the sunset. In summer enjoy swimming, hiking, and paddle boarding. In winter ski 30 min away at Mt St Louis. Only 90 min from GTA - perfect spot to get out of the city!

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.

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

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 a 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.

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.

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

Welcome to Marrakahshe Retreat: A curated lakeside experience & sauna under 2-hours from Toronto. With 230 feet of private lakefront, southwestern exposure, stunning views and eclectic high-end decor, this exquisite Muskoka retreat is the perfect place to relax, unwind, and immerse yourself in nature. Enjoy the pristine beauty of Kahshe Lake and the Canadian Shield, along with your very own 50 ft. walk-in sandy beach, glamping yurt, dock, sauna, fire pits, home theatre and more.

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.

Country Solitude

Brand New Barn, set on family farm land that dates back to 1845. The upper level living space is open concept that has everything you need for a relaxing time. A 10 minute drive from downtown Barrie and 10-30 minutes from multiple ski resorts, steps from endless snowmobile & hiking trails. You will have the peace and privacy of country living set in quiet comfort. The apartment faces west towards Niagara escarpment which provides outstanding views and sunsets.