Cottage holiday rentals in Greater Toronto and Hamilton Area

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Top-rated cottage rentals in Greater Toronto and Hamilton Area

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Top Guest favourite
The image captures a serene sunset over Lake Ontario, with a blend of orange and soft blue hues reflected on the water. In the foreground, dark wooden chairs are positioned to face the lake, enhancing the tranquil coastal atmosphere.
Cottage in Wilson
4.98 out of 5 average rating, 220 reviews

Beautiful Lakeside Cottage

Located on the shores of Lake Ontario in Wilson, this three bedroom, one bath private home is awaiting your arrival. It is a short distance to wineries, breweries, and restaurants. The backyard oasisis of the lake is ideal for BBQing or just watching the beautiful sunsets. Complete kitchen, gas stove and stainless steel appliances with a dishwasher. All the bedrooms have plush linens. We invite you to enjoy the home we love. Please let us know if you are bringing a dog. There is a $100 pet fee.

Top Guest favourite
An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.
Cottage in Mono
4.94 out of 5 average rating, 129 reviews

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Top Guest favourite
A charming red cottage features a welcoming front porch with wooden steps leading to the entrance. White window frames and flower pots with seasonal blooms enhance the front yard, bordered by well-kept greenery and a stone pathway.
Cottage in Niagara-on-the-Lake
5 out of 5 average rating, 132 reviews

Nancy's Guest Cottage Perfect for a Fall Getaway!

A perfect get-away cottage located in old town Niagara-on-the Lake. Only steps away from Ryerson Park on Lake Ontario. Enjoy the use of the entire cottage for a weekend of exploring Niagara's many wineries and micro-breweries, playing golf, or taking in a play at the Shaw Festival. At the end of the day dine at one of the many restaurants in town or prepare your own meal in the fully equipped kitchen. And if your car's electric don't worry...an EV charger is available right on the property!

Top Guest favourite
The cottage exterior showcases a charming façade with a peaked roof and large front windows. A small wooden deck features a red umbrella sheltering a bistro set, offering a welcoming entryway surrounded by greenery.
Cottage in Niagara Falls
4.98 out of 5 average rating, 206 reviews

Waterfront Niagara River Cottage

Listed since November 2020. Completely remodeled cozy cottage on the Niagara River! Quick 15minute drive down the river to Niagara Falls! Also easy access by car to surrounding Buffalo and all that it has to offer. Or relax, secluded away with full access to the entire cottage and amenities during your stay. Sleeps up to 4 people, two beds, washer/dryer, electric stove, oven, and microwave, complimentary internet access, Smart TV, and a private river-front backyard with sweeping views!!

Guest favourite
A wooden dock extends into a calm lake, reflecting fluffy white clouds and blue skies. Lush greenery is visible along the shoreline, creating a serene natural backdrop.
Cottage in Kawartha Lakes
4.93 out of 5 average rating, 144 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, updated bathroom, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Guest favourite
A serene view of Alder Lake is captured, featuring a wooden dock with red Adirondack chairs. Lush greenery frames the scene, including a large, weeping willow tree. Kayaks are visible along the shoreline, with calm waters reflecting the bright blue sky and scattered clouds.
Cottage in New Dundee
4.88 out of 5 average rating, 120 reviews

Cosy Lakefront Cottage

Enjoy 150 feet of lakefront just outside the city limits. This fully remodeled cottage has fun for all to enjoy. There are kayaks, a canoe and a paddle boat for those that live on the water. We also have floaties if you just want to lounge and relax by the water. In the winter months you can also bring your ice skates and enjoy skating on the lake and then coming inside for a hot drink by the propane fireplace. The 800 square feet of deck overlooks the water for all your needs.

Top Guest favourite
A charming light green house with white trim is framed by lush foliage, showcasing tall, well-manicured shrubs and an inviting pathway. Large windows with black shutters reflect a bright, sunny day, enhancing the overall appeal of the home.
Cottage in Niagara-on-the-Lake
4.96 out of 5 average rating, 148 reviews

Rooster House (Licence # 051-2023)

Located in a heart of Old Town prestigious Niagara-on-the-Lake. Our unique stylish house is perfectly located within minutes of walking distance to Queen Street (restaurants and cafés), Shaw Theatre, Lake, Golf Club and Ryerson Park. Spectacular, private garden is a great place to relax after a day of walking, biking and (wine) touring the area. Comes with 2 bdrms /2 queen beds, fully equipped kitchen, beautiful bathroom, washer/dryer, A/C, free Wi-Fi, TV, fireplace and much more.

Guest favourite
A serene outdoor space is framed by tall trees, where a fire pit surrounded by several chairs is set up on green grass. The calm lake reflects soft pastel hues from a sunset, adding a touch of tranquility to the scene.
Cottage in Youngstown
4.93 out of 5 average rating, 402 reviews

Lakefront cottage, Youngstown USA

Cozy, secluded cottage off the main road with lake front. **Although we have lakefront property, there is currently no access to the water on our property***. Close to the village of Youngstown for boating, fishing, food, and entertainment. A 10 minute drive from Lewiston and Artpark. Stay hidden at the lake and relax, or explore the Niagara River and Lake Ontario! Also not far from Niagara Falls, one of the seven wonders of the world, and a short drive to the Canadian border!

Superhost
Two elegant wine glasses are placed on the edge of a hot tub, with a serene lakeside view in the background. Lush green trees and colorful foliage frame the scene, while a cozy outdoor seating area is visible beyond the hot tub.
Cottage in Burt
4.86 out of 5 average rating, 167 reviews

*HOT TUB | Lake Front | Incredible Views

Welcome to The Sunflower Home! This tranquil home is located right on the lake. Just mins to Olcott Beach, Krull Park & many local wineries. Centrally located yet quietly tucked away, this home is perfect for anyone looking to relax. Enjoy the sunset as you wind down in the hot tub, sip your beverage of choice, fireside, overlooking the lake, or head inside and enjoy the view from every window. Go to sleep on the comfortable king bed & wake up to the serenity of Lake Ontario.

Top Guest favourite
A quaint red cottage is highlighted alongside a rustic barn, surrounded by a wooden fence. Lush greenery and wildflowers accompany the structure, creating a natural setting. The areas are bathed in warm sunlight, enhancing the serene and secluded atmosphere of the property.
Cottage in Palgrave
4.99 out of 5 average rating, 222 reviews

Hockley valley, up country guest cottage

please read the entire post our beautiful cottage is located on 27 acres of land. Which is very secluded and quiet. Open concept cottage , with a loft bedroom with a double bed, a double sofa bed and a single folding bed. Wood burning fire place and a Small area with a hot plate , microwave, toaster oven, coffee maker , small fridge , BBQ on the porch. Swimming pond Vegetable garden and honey bees. Beautiful wooded trail No smoking Kids are welcome

Top Guest favourite
A deck features wooden furniture, including a table and chairs, positioned to overlook Lake Ontario. The sun sets in the distance, casting golden reflections on the water's surface. Shadows of trees and furnishings stretch across the deck, enhancing the serene atmosphere.
Cottage in Youngstown
4.92 out of 5 average rating, 241 reviews

Woodcliff Cottage

Woodcliff Cottage has been fully renovated. A new kitchen features granite countertops, high-end range, island/bar and spectacular views. The kitchen opens into a spacious living room with gas fireplace and more windows looking out over the new deck and Lake Ontario. Enjoy a sunset campfire at the fire pit with stairs leading down to Lake Ontario. 2 Bedrooms, 2 baths with walk-in shower and shower with full bathtub. We also rent Shell Cottage next door.

Top Guest favourite
Cottage in Innisfil
4.84 out of 5 average rating, 241 reviews

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

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