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Holiday home rentals in Greater Toronto and Hamilton Area

Find and book unique holiday home rentals on Airbnb

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 wood-burning sauna, shaped like a barrel, is surrounded by a gravel area. Two black Muskoka chairs are positioned nearby, offering a space for relaxation. Greenery and sunny skies enhance the outdoor atmosphere, with a residential fence providing privacy.
Holiday home in Niagara-on-the-Lake
5 out of 5 average rating, 235 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!

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)

Guest favourite
Holiday home in Innisfil
4.98 out of 5 average rating, 58 reviews

Innisfil Resort - 3 Bed Condo Amazing Views

Make memories at this unique marina/boardwalk neighbourhood.A family-friendly place 4 season getaway, w/sctivities, walking trails, bike & water sport rentals, entertainment, shopping & restaurants. 3 beds, 2 baths, kitchen w/ large island, big comfy couch! Enjoy the extra large South East Balcony over looking the Boardwalk. Great Amenities, pool, rentals, courts, golf all for extra $ please contact FH Guest Experiences for pricing Comes complete with a fully stocked kitchen, bbq and parking.

Top guest favourite
Holiday home in Toronto
4.95 out of 5 average rating, 78 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).

Guest favourite
An outdoor patio area features a seating arrangement with navy blue cushions and a coffee table, all overlooking Lake Ontario. Red Adirondack chairs are positioned nearby, while a gray umbrella and two patio heaters provide shade and warmth. A wooden railing encases the space.
Holiday home in Hamilton
4.89 out of 5 average rating, 175 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 view through a window frame showcases tranquil water reflecting the surrounding greenery. Nearby structures, including a charming cabin, are visible across the lake. The scene is complemented by lush grass at the forefront, creating a serene and inviting atmosphere.
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
Holiday home in Barrie
5 out of 5 average rating, 61 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!

Top guest favourite
Holiday home in Toronto
4.97 out of 5 average rating, 30 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
4.94 out of 5 average rating, 83 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
Holiday home in Niagara Falls
4.96 out of 5 average rating, 138 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.

Top guest favourite
Holiday home in Lincoln
4.89 out of 5 average rating, 188 reviews

Cozy A-Frame Retreat in Niagara Wine Country

Escape to our restored 1950s A-frame tucked among sweeping vineyard and Escarpment views. With 3 bedrooms, 2 baths, and a fully renovated kitchen, it’s made for slow mornings with coffee, relaxed evenings by the fireplace, and days exploring world-class wineries and nearby trails. A peaceful, central retreat perfect for couples, families, and friends.

Superhost
Holiday home in Ravenna
4.64 out of 5 average rating, 121 reviews

Paradise Manor: Hot Tub + Sauna + Games

This spacious 6 bedroom chalet is located just under a 5 minute walk to the top of the north chair lift. The chalet is located in a community of Blue Mountain know as Swiss Meadows. The community borders the tops of the chair lifts, no need to fight for parking, you can either walk to the north chair or park in one of 2 low traffic lots.

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

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