Holiday home rentals in Simcoe County

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.

Delightful vacay home, pool, sauna, hot tub, lake!

In the cusp of the Georgian bay, this large, detached house is custom & newly built, equipped with a heated sports pool (hot tub open all year), 5 bedrooms, Big screen TVs, IPTV, bar, laundry, high speed internet, kitchens, BBQ, fire pit, sauna, Foosball, bikes +more amenities & areas to entertain. Close to epic trails, beaches, lakes, and all of Georgian bay's features-close to stores. Perfect for families or small groups. Mature, respectful crowd, NO PARTIES, Covid++cleaning A+, pets ask :)

Days Away! free parking - no cleaning fee

Welcome to Days Away! Hosted by Lisa and Brad Day. Our city and surrounding areas have so many events, attractions and seasonal activities. We love to explore so we know all the wonderful hidden gems. It is a central/convenient location. We entered hosting because we love to entertain and participate in local events/activities. Whether you are here for sports, attractions, festivals... We want to share this amazing area with you. Come stay with us and let us exceed your expectations!

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!

International Tranquil Haven in Barrie, ON, Canada

Excellent location in downtown Barrie, ON. 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. Pet friendly cat or small dog. Your family will be close to everything when you stay at this centrally located place.

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.

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!

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!

Paradise Manor: Hot Tub + Sauna + Games

This spacious 6 bedroom chalet is located just under a 5 minute walk to the top of the north chair lift. The chalet is located in a community of Blue Mountain know as Swiss Meadows. The community borders the tops of the chair lifts, no need to fight for parking, you can either walk to the north chair or park in one of 2 low traffic lots.