
Vacation home rentals in Simcoe County
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Top-rated vacation home rentals in Simcoe County
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Cheerful 3 bedroom fully equipped vacation home
Your family will be close to everything when you stay at this centrally located place. All you need is walking distance including Midland Harbour, downtown with great restaurants and boutique shopping and little lake park. 5 minute drive to malls and shopping, 20 minutes drive to many tourist attractions and beaches. This is the main unit in a duplex house. Basement unit occupied by one senior person that enjoys having visitors on the main unit, does not interfere with activities of guests.
LocationFamilyBeach

Innisfil Resort - 3 Bed Condo Amazing Views
Make memories at this unique marina/boardwalk neighbourhood.A family-friendly place 4 season getaway, w/sctivities, walking trails, bike & water sport rentals, entertainment, shopping & restaurants. 3 beds, 2 baths, kitchen w/ large island, big comfy couch! Enjoy the extra large South East Balcony over looking the Boardwalk. Great Amenities, pool, rentals, courts, golf all for extra $ please contact FH Guest Experiences for pricing Comes complete with a fully stocked kitchen, bbq and parking.
FamilyLocationShared spaces

Vacation Home in Barrie
International tranquil haven and excellent location in downtown Barrie, ON, Canada. I can provide 2 bedroom, 1 1/2 bathroom, a very comfortable living room and kitchen with everything in. The backyard is perfect to relax, bbq, lunch or dinner + fresh air. From the house it‘s walking 5 minutes to beach front of water. Inside the house no smoking. Free internet and 1-2 parking space. Stair lift up to 110kg. Your family will be close to everything when you stay at this centrally located place.
ValueFamilyBeach

Entire House, Luxury Cozy Family Retreat w/ 5 Beds
Welcome to our stunning modern house in the serene west end of Barrie. This beautifully decorated home boasts 4 spacious bedrooms, each equipped with 5 cozy, hotel-quality beds. Ideal for families, friends, or business travelers, our home offers a perfect blend of comfort and convenience. Each bedroom boasts unique decor, providing positive vibes and a calming atmosphere. Located close to the Waterfront, ski resorts, parks, and local dining. 📩 Message us for an exclusive discount!
ValueLocationTV

Newly Renovated Cottage in the Heart of Muskoka
This 4 seasons waterfront cottage is under 2 hours away from the GTA. Come unwind in our cozy two story cabin completely surrounded by nature. Enjoy complete privacy with no visible neighbors on either side without sacrificing any modern amenities, as our retreat has been recently updated for your comfort. Though nestled in the great outdoors, this cottage is just 10mins away from the vibrant town of Bracebridge; where there is no shortage of great restaurants & coffee shops.
FamilyLocationRiver

Picturesque Muskoka cottage with amazing shoreline
Discover the beauty of Muskoka's Honey Harbour at this privately owned waterfront property with road access. The cottage has a unique waterfront perfect for lounging around or playing activities. The cottage boasts a new kitchen and cozy living room with panoramic lake views, sunsets and a wood burning fireplace. Great fishing, canoe, kayak, deck, fire table and shoreline firepit make your stay extra special. Tons of parking, a boat launch and a dock to accommodate your boat.
FamilyLocationGetting around

Georgian Bay retreat - apartment in Midland
Enjoy a fantastic Gateway in my lovely, raised basement apartment with tons of natural light and only a few minutes away from Georgian Bay and the best sandy beaches in Ontario. Great location to access Midland Waterfront, park beside the Little Lake, various beautiful trails. Walk to downtown to quiet coffee shops, restaurants, Sunday farmers market, ice cream shop. This is an Ideal place for outdoor enthusiasts, skiers, cyclists, hikers, and shop goers!
LocationFamilyQuiet

Spacious Muskoka 6 Bedroom Forest Getaway
Unwind on 50 acres of private Muskoka forest, complete with a scenic pond, backyard fire pit, and plenty of space to roam. This spacious 6-bedroom, 3.5-bath retreat is perfect for families and groups. Enjoy a fully loaded game room with billiards, fooseball, ping pong, plus TV in every room. Outdoors, relax by the fire, let the kids enjoy the play area, shoot hoops, or take in the fall colors. Fast Wi-Fi included — perfect mix of comfort, fun, and nature.
FamilyLocationLaundry

Muskoka Charm-Beautiful four bedroom cottage
Amazing opportunity to create lifelong memories in a year round cottage on Lake Muskoka in the heart of the Muskoka's. Situated on 125 feet of Lake Muskoka shoreline, Muskoka Charm offers sought after privacy and picturesque scenery. This newly renovated 4 bedroom cottage, 2 bathroom home is less than 8 km to the Wharf and downtown of Gravenhurst. Highlights include a brand new post and beam Muskoka room, brand new Hydropool self cleaning hot tub!
FamilyLocationKitchen

A charming 3 bedroom getaway in Muskoka
Located just a two minute drive (15 minutes walk) from a private sandy, shallow beach, this fully renovated three-bedroom vacation home (first floor only) is ready for your perfect family retreat. All creature comforts are available as you surround yourself with trees at the forest's edge while enjoying views of large Muskoka rock croppings. Watch deer and Ontario barred owl make guest appearances on the property.
LocationValueHospitality

The Beehive w/ Hot Tub, Sauna & Fireplace
The Beehive is a Blue Mountain landmark. This dome-shaped chalet is adorable & Instaworthy! Compact and cozy inside, the chalet has 6 bedrooms + a sofa bed accommodating groups of up to 14 guests. The circular living room in the loft is a unique space to gather and connect. Conveniently located at the top of the North Chair & just minutes away from Scenic Caves & Blue Mountain Village.
LocationValueOutdoor spaces

Whole Building Beach 1 Suites of Wasaga
Beach Area 1 - Walk about 3-5 minutes to main strip at Beach Area 1. Whole building provides privacy for all your guests at one location. Accommodates up to 16 people max. Enjoy easy access to everything from this perfectly located home base.
LocationFamilyBeach
Popular amenities for Simcoe County vacation home rentals
Family-friendly vacation home rentals

Entire House, Luxury Cozy Family Retreat w/ 5 Beds
LocationFamilyAccuracy

Georgian Bay retreat - apartment in Midland
LocationFamilyNearby

Lake Simcoe waterfront cottage
LocationFamilyCondition

Cosy 1 bedroom apartment with bathroom/kitchenette
LocationFamilyKitchen

Spacious Muskoka 6 Bedroom Forest Getaway
FamilyLocationAmenities

Muskoka Charm-Beautiful four bedroom cottage
FamilyLocationHot tub

Innisfil Resort - 3 Bed Condo Amazing Views
ValueFamilyWalkability

Whole Building Beach 1 Suites of Wasaga
FamilyLocationNearby
Vacation home rentals with a patio

1 bed Apartment/Cottage resort in Oro. Near Barrie
CheckoutCheck-inLong stay

Rustic Party Cabin 5
ValueLocationComfort

Rustic Party Cabin 7
ValueLocationHospitality

Rustic Party Cabin 10
ValueSleep qualityAccess
Vacation home rentals with a washer and dryer

Lovely 2 Bedroom Vacation Home in Friday Harbour
LocationWalkabilityHospitality

Long term Cabin on pond by ski hills

The Creemore Retreat, A Private Wonderland
ValueLocationPets

Entire House, Luxury Cozy Family Retreat w/ 5 Beds
FamilyLocationNearby

Georgian Bay retreat - apartment in Midland
ValueFamilyGetting around

Spacious Muskoka 6 Bedroom Forest Getaway
LocationFamilyNearby

Muskoka Charm-Beautiful four bedroom cottage
FamilyLocationHeating

Innisfil Resort - 3 Bed Condo Amazing Views
FamilyLocationCleanliness
Destinations to explore
- Rentals with beach access Simcoe County
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- Vacation home rentals Ontario
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- Blue Mountain Village
- Wasaga Beach Area
- Snow Valley Ski Resort
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Vaughan Mills
- Awenda Provincial Park
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Casino Rama Resort
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Centennial Beach
- Balsam Lake Provincial Park
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- Kid-friendly state parks Check out these family-friendly hikes





