
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.

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.

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, two large decks, 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.

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.

Utopia villa and spa
Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

The Stone Cottage in Vineland
Relax in this two bedroom three bathroom home that comes with a fully-equipped kitchen, dining room, laundry, and spacious living room with gas fireplace. Enjoy access to a beautifully landscaped backyard, with private deck overlooking acres of quiet farmland. The perfect modern day getaway, The Stone Cottage sports up-to-date amenities that combine with the peacefulness of country living, to create the ideal vacation retreat, within easy reach of everything the Niagara Region has to offer!

The Knotty Pine - Relaxing Lakefront Cottage
Enjoy what The Knotty Pine has to offer! This lakefront cottage gives you access to Lake Erie fishing, kayaking, paddle boarding, & swimming. This home offers two outdoor decks – one spacious for your family to eat, relax & BBQ & a smaller private deck off the main bedroom. The sunroom is THE spot to be in this cottage! Bask in the sun all day and enjoy the water views. It’s a truly spectacular getaway for you and your family! **stairs to water are only installed during early-May to mid-Oct

Cozy Riverfront Cottage with Dock
Escape to our cozy waterfront cottage on the Nottawasaga River in Wasaga Beach! This bright, airy retreat comfortably sleeps 4 and features a large private dock and fire pit both overlooking the river plus modern amenities, outdoor dining area and BBQ. Enjoy direct river access from the dock for fishing and boating. Perfectly located just minutes from the main Beach 1 and a short drive to Blue Mountain Ski Resort, Collingwood, Creemore and the Wasaga Casino. Your ideal getaway awaits!

“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!

Lake House/Lake Erie -hot tub,F/P,direct to beach
Welcome to our Lake Erie Lake House—described as a “spectacular gem” and “the perfect getaway.” Whether for a weekend with friends or a family retreat, this lakefront oasis offers relaxation and inspiration. Enjoy panoramic views, a cozy wood-burning fireplace, hot tub, and easy beach access. One guest shared, “It was peaceful and perfect for family time.” Thoughtfully equipped with essentials and a fully stocked kitchen, our Lake House is the ideal spot to create lasting memories.

Waterfront Cottage | Private Dock, Canoes & SUPs
Escape to total privacy on Buckhorn Lake, under 2 hours from the GTA. The Lazy Bear is a secluded, family-first retreat featuring 90ft of private shoreline with rare, shallow-step entry—perfect for kids. Relax in our bug-free sunroom, explore the lake with provided paddleboards and a 4-person canoe, or cozy up by the wood-burning fireplace. With central AC, high-speed Wi-Fi, and a 7-minute drive to groceries, it’s the perfect blend of rugged beauty and modern convenience.

Pineview Cottage - Yr Round Hot Tub & Pet Friendly
Beautiful, bright year-round cottage on Katchewanooka Lake! Located 1.5 hrs N of the GTA, 15 mins N of Peterborough, and a short 8 mins N of Lakefield. Nestled in a line of similar cottages on a private road, our cottage has a waterfront fenced yard for your pet(s). Launch your own watercraft at a local marina and enjoy exploring the Trent Canal System. Love to hike? Take a short 15 min drive North or East and explore the Petroglyphs or Warsaw Caves Provincial Parks.

Cabin on the Creek (4 season)
Escape the hustle and bustle to this cozy log cottage on a quiet creek, short trip from the city only 1.5hrs away from Toronto. The property gets disinfected after each stay! Four spacious bedrooms! Backyard which includes a large deck also has a private dock to relax on or to take the canoe out on the creek. The creek opens up to Sturgeon Lake! Also, a boat launch just 7 houses down at the entry of the street! 15 minutes from Lindsay and 12 minutes from Bobcaygeon
Popular amenities for cottage rentals in Greater Toronto and Hamilton Area
Cottage rentals with a hot tub

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

Winter Lakeview Spa Niagara w/ Hot tub and Sauna

Relax in this Modern Cottage with Spa

Beautiful Waterfront 5 Bedroom 4 Season

Spacious family cottage 45 mins from GTA!

Crystal Beach Cottage & Spa

Luxury Lakehouse Hot Tub Private Beach Lake Simcoe

Beautiful Cottage Steps To Lake Erie
Pet-friendly cottage rentals

Niagara Riverview Entire Cottage, EV Charger

Kawartha Lakeside Haven

Beautiful Lakeside Cottage

Beautiful Lakeside Cottage

The Guesthouse on the North Shore Trail

Lake Front Heaven - Gateway to Niagara/Vineyards

Lakeview Oasis: EV Outlet, Fire Pit, Sunset View

Fabulous Rustic Waterfront Cottage in Black Creek
Private cottage rentals

Niagara Dreamhouse on the Lake|Private Sandy Beach

Finally the Perfect Escape in Niagara!

Lake Front: Beautiful Cottage on Lake Alice

East Beach Waterfront Cottage

Granny's Cottage

Lakefront Getaway w/ Private Nordic Spa + Hot tub

The Darling Cottage

The Gingerbread House | Near Lake + Wedding Venues
Destinations to explore
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Rentals with a firepit Greater Toronto and Hamilton Area
- Boutique hotels Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Flat rentals Greater Toronto and Hamilton Area
- Guest house rentals Greater Toronto and Hamilton Area
- Hotel rooms Greater Toronto and Hamilton Area
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- Rentals with a fireplace Greater Toronto and Hamilton Area
- Holiday home rentals Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Rentals with an accessible-height toilet Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
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- Rentals with beach access Greater Toronto and Hamilton Area
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- Loft rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Farm stay rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
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- Castle rentals Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Rentals with a soaking bathtub Greater Toronto and Hamilton Area
- Campsite rentals Greater Toronto and Hamilton Area
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- Villa rentals Greater Toronto and Hamilton Area
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- Serviced apartment rentals Greater Toronto and Hamilton Area
- Family-friendly rentals Greater Toronto and Hamilton Area
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- Rentals with a hot tub Greater Toronto and Hamilton Area
- Aparthotel rentals Greater Toronto and Hamilton Area
- Rentals with an accessible-height bed Greater Toronto and Hamilton Area
- Rentals with a cinema Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Cottage rentals Ontario
- Cottage rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- York University
- Toronto City Hall
- Things to do Greater Toronto and Hamilton Area
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- Art and culture Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Things to do Ontario
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