
Family-friendly vacation rentals in Simcoe County
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Top-rated family-friendly rentals in Simcoe County
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Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...
4.97 out of 5 average rating, 499 reviews
CARL in Muskoka: Waterfront Cottage with Hot Tub
Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.
4.95 out of 5 average rating, 179 reviews
Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.
4.95 out of 5 average rating, 285 reviews
Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.
4.96 out of 5 average rating, 177 reviews
Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!
4.96 out of 5 average rating, 138 reviews
Lakefront | Hot Tub, Private Dock & Sandy Beach
Luxury lakefront cottage on Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub—perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQs, and a fire pit. Ideal for family vacations, holiday getaways, and group retreats near Toronto, minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and an open-concept living area. Private, peaceful, and perfect for unforgettable memories year-round.
4.91 out of 5 average rating, 301 reviews
Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.
4.98 out of 5 average rating, 153 reviews
Lakefront Cozy Cottage w Hot Tub!
On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks and restaurants 5 ⭐️ review guests welcome Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it. NO generator
4.93 out of 5 average rating, 192 reviews
The Nottawa Nest
Spacious loft apartment, nestled in the heart of Nottawa, a quiet and friendly village just 5min. south of downtown Collingwood and 15min. from Blue Mountain and Wasaga Beach. Enjoy next door the local pub restaurant, cafe, bookstore & LCBO variety store. This beautifully finished getaway has two comfortable bedrooms, laundry room with daybed, dedicated work space, open concept living room & kitchen with cathedral ceiling & gas fireplace. Perfect for two couples, small family or group.
5.0 out of 5 average rating, 118 reviews
Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing
4.97 out of 5 average rating, 158 reviews
Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.
5.0 out of 5 average rating, 412 reviews
The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.
4.86 out of 5 average rating, 147 reviewsPopular amenities for Simcoe County family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning Lakefront Cottage Hot Tub & Sauna
4.87 out of 5 average rating, 220 reviews
Private 40 Acre Cottage with Hot Tub
4.96 out of 5 average rating, 314 reviews
Crystal Beach Cottage & Spa
4.87 out of 5 average rating, 371 reviews
Utopia villa and spa
4.91 out of 5 average rating, 288 reviews
Charming riverside cottage, B&B license
4.94 out of 5 average rating, 298 reviews
Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB
4.89 out of 5 average rating, 464 reviews
Sparrow Sunset Retreat Lakefront• Hot Tub • Dock
4.8 out of 5 average rating, 129 reviews
Mistywood Cottage
4.97 out of 5 average rating, 196 reviewsFamily- and pet-friendly home rentals

Cozy Beach Cottage with Pool | Georgian Bay
4.84 out of 5 average rating, 296 reviews
In Pines •Family-Friendly • Screened Porch • Beach
4.98 out of 5 average rating, 122 reviews
Relaxing lakehouse + pool table & private docks
4.95 out of 5 average rating, 187 reviews
Summer Getaway - 3 min walk to Beach, Clean & Cozy
4.97 out of 5 average rating, 132 reviews
Cozy beach house on Georgian Bay
4.88 out of 5 average rating, 146 reviews
Private Loft w Sauna, Fireplace, Wi-Fi & Projector
4.98 out of 5 average rating, 360 reviews
Waterfront Cottage sauna/golf/kayaks/beach/games
4.95 out of 5 average rating, 139 reviews
Deerleap Glamping Dome
4.9 out of 5 average rating, 270 reviewsFamily-friendly home rentals with a pool

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
4.89 out of 5 average rating, 140 reviews
Chalet w/ yard & pool, walk to beach & playground
4.98 out of 5 average rating, 104 reviews
Ski, Swim, Soak, Boat & Golf
4.85 out of 5 average rating, 110 reviews
Circle Pine Getaway Private Modern Cottage Living
4.89 out of 5 average rating, 113 reviews
Upscale Spa w/ Hot Tub-Private Sauna-Penthouse
4.96 out of 5 average rating, 180 reviews
Givi’s Cozy Camper: Warm & Welcoming
4.93 out of 5 average rating, 120 reviews
Stunning Suite in Horseshoe Valley
4.85 out of 5 average rating, 115 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
4.98 out of 5 average rating, 126 reviewsDestinations to explore
- Vacation home rentals Simcoe County
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Vaughan Mills
- Awenda Provincial Park
- Lakeridge Ski Resort
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Island Lake Conservation Area
- Kee To Bala
- McMichael Canadian Art Collection





