Cottage holiday rentals in Greater Toronto and Hamilton Area

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Top-rated cottage rentals in Greater Toronto and Hamilton Area

Guests agree: These cottages are highly rated for location, cleanliness and more.

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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, 103 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.

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, 329 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
A light-filled living area features a comfortable sofa and two armchairs arranged around a coffee table. Large windows offer views of the lawn and nearby lake, while a ceiling fan adds to the airy ambiance. A subtle area rug defines the space.
Cottage in Wilson
5 out of 5 average rating, 113 reviews

Cozy Lakefront Home 30 minutes from Niagara Falls

We are a lake front property located directly on Lake Ontario in Wilson NY that offers you beautiful views, stunning sunsets and a peaceful place to relax. We offer a comfortable 2 bedroom 2 bath home with 2 living areas, a fully equipped kitchen & a beautiful front porch that invites you to relax and unwind. There is so much to enjoy in our Niagara Region and our home is in the middle of it all! Close to wineries, restaurants, shopping, biking & hiking trails, swimming, kayaking & fishing.

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, 139 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 serene lake view captures twilight colors reflected on the calm surface of the water. Soft pastel hues of pink, purple, and orange fill the sky, while the silhouette of trees frames the horizon, adding to the peaceful ambiance of the lakefront.
Cottage in Georgina
4.99 out of 5 average rating, 171 reviews

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.

Superhost
A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.
Cottage in Bowmanville
4.89 out of 5 average rating, 179 reviews

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

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, 411 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, 169 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
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, 113 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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