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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Superhost
The exterior of a modern barn-style building is showcased against a snowy landscape, surrounded by tall trees. The structure features large windows and a dark façade, while a patio area with seating is visible in the foreground, inviting exploration of the winter scenery.
Cottage in Erin
4.83 out of 5 average rating, 102 reviews

Private oasis in Erin.Hot tub & Woodburning sauna.

WOOD BURNING SAUNA & HOT TUB⭐ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐Cozy loft with tv, comfy queen bed & oversized couch. ⭐Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

Top Guest favourite
Cottage in Kawartha Lakes
4.93 out of 5 average rating, 150 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This ALL SEASONS 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.

Top Guest favourite
The exterior of the carriage house is shown, featuring a striking blue facade and a cheerful yellow front door. Snow blankets the ground and roof, while snowflakes gently fall. Stone landscaping flanks the entrance, enhancing the charming, rustic atmosphere.
Cottage in Niagara Falls
4.96 out of 5 average rating, 327 reviews

Charming Carriage House in Niagara's Wine Country

A converted carriage house and former blacksmith shop with a rich history dating back to the 1800’s - updated with brand new modern amenities. This is a one level plus loft bedroom, ideal for those who have challenges with stairs. Centrally located near the Falls, Niagara Parkway, Niagara-on-the-Lake, casinos, wineries and the largest outlet mall in Canada (car recommended). A great gathering spot in any season with a full kitchen, laundry and outdoor space ready to entertain family and friends.

Top Guest favourite
Cottage in Georgina
4.91 out of 5 average rating, 286 reviews

Lakefront Getaway | Hot Tub, Kayaks, Dock & Games

Welcome to our private lakefront cottage, designed for families and small groups looking to relax, reconnect, and enjoy nature. Wake up to peaceful lake views, unwind in the hot tub, and enjoy direct access to the water with your own private dock. The home offers spacious indoor and outdoor areas, a fully equipped kitchen, and thoughtful amenities to make your stay comfortable year-round. Perfect for family getaways, couples, or remote-friendly escapes—whether for a weekend or a longer stay.

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, 136 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.

Guest favourite
Cottage in Innisfil
4.9 out of 5 average rating, 243 reviews

Utopia villa and spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

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, 409 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!

Top Guest favourite
The living room features wooden walls and beams with ample natural light from a large window. A grand piano is positioned next to a cozy armchair, complemented by a clock above a stone fireplace. A colorful rug adds a touch of warmth to the space.
Cottage in Brechin
4.92 out of 5 average rating, 117 reviews

Cottage on Lake Simcoe Amazing lake Views

Lakefront 3-bedroom cottage on Lake Simcoe – perfect for families! . Please note You can see the lake from living room. Features a fully equipped kitchen and two 3-piece washrooms .Enjoy stunning lake views, BBQ, fishing, and crystal-clear shallow water safe for swimming (weather permitting). Apple picking in Fall and icing fishing in winter! Water access and beach area are shared with a few friendly neighbors. Fast starlink internet! Owner Allergic issue ,so please NO PET allowed.

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, 168 reviews

*HOT TUB | Lake Front | Gorgeous 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.

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
4.91 out of 5 average rating, 246 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, 244 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 đŸ–ïž Private & Peaceful 🏊 Shallow, Swimmable Waters đŸžïž Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Top Guest favourite
A winter scene captures a snow-covered deck overlooking a serene frozen lake. Gray and white clouds reflect soft shades of blue and orange, while tall grasses and reeds emerge from the icy water. The peaceful landscape is surrounded by trees, completing the tranquil setting.
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 112 reviews

Kawartha Lakeside Haven

Located just an hour from the GTA on Pigeon Lake this cozy 4 season waterfront cottage is the perfect getaway for a family, couple or friends. This 2 bedroom (1 queen bed, 2 bunk beds) This property offers a place for relaxing, lazing around, swimming, fishing, snowmobiling, yard games or cozying up by a warm camp fire. Come enjoy what each of the four seasons has to offer in the kawartha lakes! Snowmobiling season is here!

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