Vacation rentals with a kayak in York Region

Luxury Stay In Innisfil!

Luxury Stay in Innisfil! Stay in our renovated 1 bedroom + 1 lower level unit. Offering a private entrance, spacious layout with a large primary room + a den/living room + dinette accommodating up to 4 guest. Primary bedroom offers a KING Sized bed, large front facing windows with lots of natural light, walk-in Closet and a private ensuite! Located in the heart of Innisfil, your family will be close to everything when you stay with us. Walking distance to shops, restaurants and INNSIFIL BEACH!

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

Enjoy your stay at a cozy One bedroom apartment!

Modern. This brand new 1 bedroom condo is located less than an hour north of Toronto, at the Friday Harbour All Seasons Resort, Innisfil, ON. This resort community infuses fun with relaxation. Your getaway features activities, golf course, nature preserve & trails, waterfront beach, boating, canoeing, biking & more.As an all-season resort, there is plenty to do all year round, and Harbour Fest at the Pier has plenty of live music, family entertainment and tasty treats -weekends, all summer long

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

The Friday Flat | Sunny Escape by the Marina

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

BBQ with Panoramic Harbour Views - Peaceful Escape

Experience unmatched tranquility and privacy at our stunning corner lot townhouse, nestled in a quiet and serene location yet close to all the vibrant amenities Friday Harbour Resort has to offer. Begin and end your day with breathtaking 180-degree views of the harbour. Enjoy your private patio, complete with outdoor furniture, a dining area, and a barbecue, or from the second-floor balcony, where you can watch boats and docks right at the canal within the resort.

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto