House vacation rentals in Simcoe County

4.98 out of 5 average rating, 101 reviews

Home in Gravenhurst

Sawdust city haus

Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

4.97 out of 5 average rating, 154 reviews

Home in Penetanguishene

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.

5 out of 5 average rating, 21 reviews

Home in Tiny

Luxury Cottage - The Lookout. Next to Balm Beach

Welcome to The Lookout, hosted by The Cawaja General Store! This cozy, 2-bedroom modern cottage is just a short stroll from beautiful Balm Beach on Georgian Bay. Designed with comfort in mind, it offers a private sauna, fire pit, heated bathroom floors, plush towels, eco-friendly soaps, and a fully equipped chef’s kitchen. Enjoy a spacious living room with a warm gas fireplace, HD TV, Wi-Fi, a variety of board games, and a handpicked book library. Every detail invites you to unwind and relax!

Guest favorite

Home in Badjeros

4.93 out of 5 average rating, 106 reviews

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

4.83 out of 5 average rating, 254 reviews

Home in Orillia

Waterfront Cottage Over-the-Water view w fast Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

4.98 out of 5 average rating, 50 reviews

Bright basement apt with private entrance, Barrie

Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

4.86 out of 5 average rating, 103 reviews

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

If you are looking to get away for fun with friends or family, or planning a trip, this house is exactly the spot for your Barrie trip! Perfect for a family vacay or a get to gather with friends. Relax on the big deck surrounded by mature trees, 5 minutes from downtown Barrie & top attractions and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

4.75 out of 5 average rating, 261 reviews

Spacious Barrie Basement with Separate Entrance

This newly renovated 2-bedroom basement is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Towels/Dishes/Bath Accessories/Free parking spot on our driveway and free street parking (ONLY Available Apr-Dec). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

4.94 out of 5 average rating, 163 reviews

Home in Collingwood

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.

Welcome to our recently renovated unit, nestled on a quiet, residential street. This bright, 100% private basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.

Guest favorite

4.95 out of 5 average rating, 230 reviews

Home in Barrie - Minutes to RVH & Georgian College

Minutes from RVH Hospital, Georgian College, Hwy 400, and the Barrie Waterfront. Clean, newly renovated, main floor of home in a quiet neighborhood. Your family will be close to everything when you stay at this centrally located place. Brand new tv in every room. Air mattress available by request. PLEASE inform us if you would like to use the couch as a bed so we can provide you extra linen. Thank you ☺️