Holiday home rentals in Greater Toronto and Hamilton Area

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Top-rated holiday home rentals in Greater Toronto and Hamilton Area

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A large table is set on a grassy area, adorned with white dishware and a green glass vase filled with flowers. In the background, a wooden sauna and a shed are surrounded by lush greenery under a clear blue sky.
Holiday home in Niagara-on-the-Lake
5 out of 5 average rating, 229 reviews

Top 5% Sauna-Pet Friendly-Bocce Ball-Vineyards

Welcome to Vineyard Views, a pet-friendly modern farmhouse nestled on half acre in Niagara wine country! Renovated in 2022, this raised bungalow is a 5 min drive to Old Town NOTL. We are minutes to numerous wineries & all that Niagara-on-the-Lake has to offer. Our beautiful home is set up for watching stunning sunsets, hosting guests & is perfect for both families & friends. A backyard oasis with sauna, bocce ball court, conversational circle, patio dining set, large lawn, BBQ, privacy & more!

Guest favourite
A spacious deck features lounge chairs and a shaded umbrella overlooking the serene waters of Lake Erie. A potted plant adds a touch of greenery, while the shoreline and gentle waves are visible in the background, creating a relaxing outdoor space.
Holiday home in Port Colborne
4.93 out of 5 average rating, 28 reviews

Beach and Lake Front Retreat in Sherkston Shores

Welcome to our beautiful Beach Front rental in the prime location in Wyldewood area of Sherkston Shores. Sherkston is a tropical resort without having to get on a plane. The park is family and pet friendly. It offers a waterpark with water slides, tennis and basketball courts, Saturday morning market, fireworks, nightly entertainment, daily activities, off leash dog parks, on site grocery store plus miles of beautiful sandy beach and much more. Just pack up the car and head to Sherkston Shores.

Superhost
A newly built two-story townhome features a modern design with large windows allowing natural light. The structure is complemented by a landscaped front area with young trees, and a lamppost adds charm to the sidewalk in front of the entrance.
Holiday home in Niagara Falls
4.78 out of 5 average rating, 74 reviews

Townhomes at the Falls - 310 A lower - Buffalo Ave

Enjoy a stylish experience at this conveniently located Brand New Built Townhome Suite. Just 2 Blocks from the World Famous Niagara Falls State Park, this fully furnished and equipped home is perfect for your Niagara Falls Vacation. This home was built in August 2022 and offers two bedrooms with 3 beds (sleeps 6) a spacious open layout living room and kitchen and huge bathroom. Across the street from the NF State Park it is walking distance to the Falls Attractions and Casino! 310 A (lower)

Top guest favourite
A living area features a sleek black television mounted on a rustic brick wall. A wooden coffee table sits below the TV, accompanied by a small plant. A light area rug with a circular design complements the space, while a cozy bed is positioned to one side.
Holiday home in Toronto
4.95 out of 5 average rating, 76 reviews

Cozy modern 1-bedroom suite

Guests will be close to everything when you stay at this centrally located place. 8min walking distance to the subway, easy access to streetcars and buses, in a family-friendly residential neighbourhood. Situated near several parks (splashpads, skating rink, public pools), bike paths, 10min drive to the beach, 10min subway ride to Yonge/Bloor, walking distance to a plethora of restaurants, coffee shops and local retailers (Danforth/Greektown, Riverdale, Leslieville, Beaches, Little India).

Superhost
A stunning sunset view over Lake Erie is captured from the upper deck, showcasing vibrant orange and pink hues reflecting on the water. The foreground features rooftops of nearby homes and a large tree providing natural framing to the serene scene.
Holiday home in Port Colborne
4.83 out of 5 average rating, 47 reviews

Unwind & enjoy serene sunset views over Lake Erie

Nestled on the shores of Lake Erie, 39 Shipwreck is the perfect place to relax and have fun. In a secluded, quiet area of the park, this is a hidden gem with a gorgeous Lakeview. Enjoy beautiful sunset views from the upper deck or cool off in the Add-a-room which also doubles as an extra bedroom if needed. Relax on the lower deck while you decide to go to the beach/waterpark or enjoy one of the many activities available at the park - great for kids! Pet friendly (which is hard to find).

Top guest favourite
Holiday home in Hamilton
4.88 out of 5 average rating, 171 reviews

The Waterfront Oasis – Views, Firepit & Hot Tub

Escape To Our Beautiful Waterfront Retreat With Stunning Lake Ontario Views. Enjoy A Luxurious Travertine Stone Living Room And Cook In A Fully Equipped Chef’s Kitchen With Stainless Steel Appliances. Step Outside To A 3-Tiered Stone Patio Featuring A BBQ, Firepit, And Hot Tub—Perfect For Sunsets And Starry Nights. You'll Have Full Private Access To The Home, Barbeque, Patio, Hot Tub, And Direct Lake Access. Ideal For A Relaxing, Memorable Getaway With Friends. LICENCE NUMBER 26-000080

Guest favourite
A charming log cabin is nestled among green grass and trees, featuring a contrasting black and white exterior. Flower boxes filled with vibrant blooms adorn the windows, and a red door adds a welcoming touch. The nearby lake is visible in the background.
Holiday home in Kawartha Lakes
4.88 out of 5 average rating, 59 reviews

Charming Cottage on Quiet bay of Sturgeon Lake

This memorable place is anything but ordinary. A charming 1850 Log Cabin in a sheltered bay of Sturgeon Lake. Enjoy bonfires, Spectacular sunsets and a glass of wine while floating on your picnic table. Spend your days on the water in a paddle boat, stand up paddle board, kayak & canoe. Fishing and Pontoon boat rentals available. Great swimming, fishing and boating from your own private dock will make for memories of a lifetime! Minutes away from golfing, shopping and fine dining.

Top guest favourite
A bright bedroom layout features two double beds adorned with white linens and green accents. A small seating area is visible, including a gray chair and decorative plants. Adjacent, a second room presents a king bed with navy walls, complemented by stylish wall art and plush cushions.
Holiday home in Barrie
5 out of 5 average rating, 57 reviews

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

Welcome to our stunning modern house in the serene west end of Barrie. This beautifully decorated home boasts 4 spacious bedrooms, each equipped with 5 cozy, hotel-quality beds. Ideal for families, friends, or business travelers, our home offers a perfect blend of comfort and convenience. Each bedroom boasts unique decor, providing positive vibes and a calming atmosphere. Located close to the Waterfront, ski resorts, parks, and local dining. 📩 Message us for an exclusive discount!

Guest favourite
An open-concept living area is presented, featuring a comfortable gray sofa complemented by decorative pillows. A modern coffee table sits at the center, while large windows provide ample natural light. Soft curtains frame the windows, and a TV is mounted on the wall across from the seating.
Holiday home in Toronto
4.96 out of 5 average rating, 25 reviews

Bright 1-Bedroom Near Lake & Downtown Toronto

Welcome to your cozy home away from home in the heart of South Etobicoke. This bright and modern 1-bedroom apartment is located above a quiet med spa and clinic, offering a peaceful stay with unbeatable convenience. Just steps away from local cafes, restaurants, bakeries, and parks. Enjoy a quick 10min drive to the lake, 15min to Downtown Toronto, easy access to the highway and public transit making it a breeze to get anywhere.

Guest favourite
Holiday home in Toronto
4.95 out of 5 average rating, 80 reviews

Lovely 1-bedroom in mid Toronto

Keep it simple at this peaceful and centrally-located place. Cozy and comfortable apartment situated in a village like area in the heart of Toronto. Located within minutes drive to 401 highway and three bus stops to Lawrence -Yonge Subway. Walking distance to restaurants, Pusateries, Shoppers Drug Mart and Starbucks. Guests can enjoy dinning in the yard under the maple tree. Parking included.

Top guest favourite
An open-concept living area features a white sofa adorned with decorative cushions, paired with a cozy blue ottoman. Natural light floods the space through large windows, with a neutral color palette accentuated by wooden beams and a decorative stone fireplace.
Holiday home in Fort Erie
4.93 out of 5 average rating, 74 reviews

Off the Beach'n Path

Looking for a quiet, peaceful place to hang your hat (or beach towel) that is "Off the Beach'n Path"? A fully remodeled, fully furnished, 2 bedroom, 1 bath beach house in Crystal Beach. Walking distance to the beach, restaurants, and bike trails. Seasonal short term rental available. We are ideally suited to couples and families with older children as our home isn’t child friendly.

Top guest favourite
A charming exterior view of a recently renovated home is captured at night. Soft light illuminates the entrance and windows, while snow gently covers the surrounding area. The welcoming porch features wooden railings and steps leading to the front door, framed by trees in the background.
Holiday home in Niagara Falls
4.96 out of 5 average rating, 132 reviews

Gorgeous Gem in Niagara’s Wine Country

A newly renovated, well appointed artistic home. Centrally located near the Falls, Niagara Parkway, Niagara-on-the-Lake, casinos, wineries and the largest outlet mall in Canada. (A car is recommended since the closest public transportation is 2 km away.) A great gathering spot in any season with a full kitchen, laundry and outdoor space ready to entertain family and friends.

Popular amenities for holiday home rentals in Greater Toronto and Hamilton Area

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