
Holiday home rentals in Simcoe County
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Top-rated holiday home rentals in Simcoe County
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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.

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.

Lovely & Charming 3 Bedroom vacay home
Ideal for families, This beautiful Cottage provides a quiet and relaxing atmosphere within the hustle and bustle of one of Ontario's most popular resort towns, Wasaga Beach. The area's many forms of entertainment for people of all ages, from swimming, golfing, go-carting, paint ball, hiking, biking, sea-doo rentals and fishing charters to dining, quiet walks and spectacular sunsets. blue mountain is only 15 minutes drive. Bring your snowmobile with you, you can drive it on the street.

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!

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.

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.

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!

The Creemore Retreat, A Private Wonderland
This is the unique getaway you've been looking for! This special home is nestled in 6 acres of property that contains two ponds suitable for swimming or small boats, llandscaped lawns and gardens, and distant views of the rolling farmland and forests of Simcoe County. Close to all the pleasures of Georgian Bay in the Wasaga, Collingwood and Blue Mountain area, you can enjoy swimming, hiking, biking, boating, fine dining and exploring, all just minutes away.

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!

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.

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.

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.
Popular amenities for holiday home rentals in Simcoe County
Family-friendly holiday home rentals

Lake Simcoe waterfront cottage

Georgian Bay retreat - apartment in Midland

Whole Building Beach 1 Suites of Wasaga

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

1(B) Bedroom Apt in 3 unit Bldg Right on the Beach

Muskoka Charm-Beautiful four bedroom cottage

Vacation Home in Barrie

2 Bedroom Apt in 3 unit Bldg Right on the Beach
Holiday home rentals with a patio

A charming 3 bedroom getaway in Muskoka

The Creemore Retreat, A Private Wonderland

Lake Simcoe waterfront cottage

Lovely 2 Bedroom Vacation Home in Friday Harbour

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

Muskoka Charm-Beautiful four bedroom cottage

Vacation Home in Barrie

Queens Down Under
Holiday home rentals with a washing machine and dryer

A charming 3 bedroom getaway in Muskoka

The Creemore Retreat, A Private Wonderland

Lovely 2 Bedroom Vacation Home in Friday Harbour

Georgian Bay retreat - apartment in Midland

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

Muskoka Charm-Beautiful four bedroom cottage

Cheerful 3 bedroom fully equipped vacation home

3-Bedroom Lakeview Cottage with Resort Amenities!
Destinations to explore
- Boutique hotels Simcoe County
- Rentals with a sauna Simcoe County
- Fitness-friendly rentals Simcoe County
- Dome rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with a hot tub Simcoe County
- Rentals with a kayak Simcoe County
- Rentals with beach access Simcoe County
- Motorhome rentals Simcoe County
- Bed and breakfasts Simcoe County
- Beachfront rentals Simcoe County
- Farm stay rentals Simcoe County
- Rentals with a cinema Simcoe County
- Rentals with a fireplace Simcoe County
- Bungalow rentals Simcoe County
- Tiny house rentals Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a patio Simcoe County
- Pet-friendly rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Loft rentals Simcoe County
- House rentals Simcoe County
- Cottage rentals Simcoe County
- Guest house rentals Simcoe County
- Rentals with a firepit Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Villa rentals Simcoe County
- Cabin rentals Simcoe County
- Private suite rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Family-friendly rentals Simcoe County
- Luxury rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Rentals with breakfast Simcoe County
- Flat rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Holiday home rentals Ontario
- Holiday home rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Regional Municipality of York
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Caledon Ski Club LTD
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Balsam Lake Provincial Park
- Forks of the Credit Provincial Park
- Bass Lake Provincial Park
- Innisfil Beach Park
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Things to do Simcoe County
- Things to do Ontario
- Tours Ontario
- Food and drink Ontario
- Art and culture Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Entertainment Ontario
- Sports activities Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Nature and outdoors Canada
- Entertainment Canada
- Tours Canada
- Sports activities Canada
- Art and culture Canada



