Holiday rentals with a patio in Lake of Bays

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.

Lakefront Family Retreat on Jack Lake

Bring the whole family to this four seasons cottage with plenty of room for fun. The sun will greet you on the deck as you wake up from a peaceful slumber where you will be surrounded by nature. You will enjoy the seclusion & comfort paired with the amenities and coziness of an elegant homestyle cottage with an exciting lakefront view. The Cottage, has all the luxury and comfort you need. It features an eclectic interior, a spacious patio area ideal for entertaining and generous parking space.

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!

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

Spectacular view of marine and lake view! Abundant natural light. Opening to a spacious atmosphere. 1,010.00 sf, luxurious living space. 2 bedrooms equipped, 2 upgraded bathrooms. Fully furnished, all brand new furniture. Hot top available all season. Kitchen includes Island, microwave oven, toaster, kettle (all new). Dining table seats four. 65 inch Sony smart TV. Washer & dryer. Over 15 days+ require to pay utilities. Underground parking. Wifi included. long term rental available.

The Paddle Shack - Glamping/Bunkie Addition

Relax in the this calm, stylish "glamping" cabin in the woods. Enjoy the Lakeview from your porch, or sipping on a coffee on the dock in the morning. Perfect for those who want the "off the grid" glamping”Large dock, paddle board, kayaks for your use. Enjoy your own hot tub lakefront! Calm bay for swimming and fishing. Kitchenette with Keurig coffee machine, Weber bbq, blender, hot plate (all the essentials) and sink. Outdoor shower, water cooler with hot/cold options. Personal hot tub!

Luxury Stay at Friday Harbour Resort Lake Simcoe

Welcome to a Luxurious Couple's Retreat in the Heart of Friday Harbour. All year round access to Hot Tub. Treat yourself to a relaxing experience only 1hr from Toronto. **Convenience** One of the few condos with direct walkout to courtyard's Swimming Pool, Hot Tub, Firepit and BBQs. (Swimming Pool and Hot Tub are currently closed for repairs, we apologize for any inconvenience) Steps away from Restaurants, Nature Trails, Beach & Boardwalk, Golfing, Live Music Events every Weekend

Rustic Cozy Cottage|Waterfront, HotTub, Wood Stove

This cozy cottage is the perfect retreat to experience the chilled elegance and magic of Canadian winter! Enjoy the warmth of a wood-burning stove as snow falls outside, creating a picture-perfect scene. Step into the outdoor hot tub, surrounded by twinkling lights, for a magical evening under the stars. Whether you’re making memories by the crackling fire or sharing laughter in this serene setting, our cottage promises a getaway filled with comfort, beauty, and connection.

Lakehouse 518 - Modern Waterfront Cottage, Kearney

Four season serenity awaits on this beautiful, clean and spacious, waterfront property, situated on stunning Hassard Lake, in the town of Kearney. Ideal for larger groups and families, this well appointed and fully equipped cottage has 4 + 1 bedrooms, 3 full baths, is within walking distance from town, boasts a sandy shoreline and is on a 3 chain lake. If boating/fishing are on the agenda, be ready to reel in the big one!

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