Vacation rentals with a patio in Simcoe County

The Boathouse: *pools*courtyard lounge*firepit*

Immerse in maritime charm at our nautical Airbnb. Sea-inspired decor, pool view, and cozy comfort await. Enjoy some welcome snacks and grill up some food while taking in the balcony view. Head down to the pools to catch some sun on the comfy patio furniture. After a long day, sink into the Endy mattress for a sleep experience you will not forget. Simply pull out the couch to reveal a second full bed to provide a good night's rest. Bring the kids or gather some friends and sail into relaxation.

Double Waterside Beach Oasis

Stay in this newly renovated brand new listing and enjoy sunsets at the worlds largest fresh water beach. Two waterside patios!🌊🏖️ -Sea Doo rentals steps away-Tiki bar boat rentals steps away-Clubs and bars 2 min walk including the world famous Bananas Beach Club overlooking the beach-Skull Island Mini putt 2 min walk-Fishing out your back door-Shops, arcade and MUCH more right outside your front door or 2 min walk. -Blue Mountain a short drive-Go carts and batting cages only 10 min away!

Georgian Bay Water/Beach front Cottage

Amazing Waterfront & Sunset views. Trans CanadaTrail & Rotary Park literally a 30 second walk including a beach, skate park, Bball court & beach volleyball. Watch the most gorgeous sunsets from the colourful adirondack chairs on the front deck while enjoying your favourite beverage or watching the kids play in the park & splash pad. World famous Dock Lunch a short walk away. Area beaches 20 min drive. Snowmobile OFSC Distict 8 trail & icefishing. Ski Horseshoe & Mount St Louis 30 min drive.

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

A sun-drenched patio and corner unit, our space is professionally designed and located in the heart of Friday Harbour close to all attractions. Our place features: → Free secured parking for 1 car → Keyless 24HR self check-in → Over 800 ft² of space → Building features hot tub and pool → 2 stylish and separated bedrooms with comfy mattresses → Close to all Resort features - beach, harbour, golf, restaurants Only an hour north of Toronto, and 20 minutes from Barrie. Come and enjoy!

Y Not some peaceful Nights

Relax and enjoy some peaceful time with the whole family right in fesserton, 1.5 hrs from GTA Walking/bike trails right infront of the house, 5 minutes to the lake 10 minutes to MT st louis 15 minutes to Wye Marsh wildlife centre 2 minute walk to coldwater Grill house Massage chair for a relaxed afternoon Almost an acre backing into trees to spend the evening with the family. Please ask to book your jet skie rental in advance or your Dirtbike/ATV/UTV lessons and guided tours

Orr Lake Oasis

Sit, kick back, laugh & relax in this calm, stress-free, pet-friendly, stylish space with family and friends. Enjoy the great cottage views, games and much more. Drink your favourite drink by the hot tub or by the fire pit overlooking the lake. Take a steam in the barrel sauna just a hop away or take a walk on the local trails. Shop and dine at a tasty local restaurant 10 minutes away or drive out to the city of Midland just under 20 minutes

Penthouse Suite! Pool + Hot Tub

The perfect getaway an hour away from Toronto! Modern and bright penthouse condo featuring a year round hot tub and summer pool! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Stocked Coffee bar

Pond view suite

Take it easy at this unique and tranquil getaway. In the heart of Uxbridge, trail capital of Canada. Quaint small town in the Oakridges moraine. Close to mountain biking, skiing and hiking . Local brew pub and many cider houses. Our place backs onto green space with walking trail and ponds. And features a deck off of the living room to enjoy the view.

Modern 4-bedroom Lakefront Cottage with Sauna

Bright and airy lakefront cottage in a popular upscale location by lake Simcoe. Open concept layout on the main floor and lot shape give you breathtaking lake views from almost anywhere in the house. Comfortable custom furniture, amazing decor and functional kitchen with everything you need make this place incredible for short or long time stay.