
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.

Modern Private Basement Apartment
You and your family will be close to everything when you stay at this centrally located place. Lisgar Go Station that goes to downtown Toronto. This house backs to a public park. It's a wonderful place to enjoy amenities like the splashpad, swings, soccerfield etc. Mins from Grocery, restaurants and shops. Costco Walmart Homesense. Kelso Ski 15 min Toronto downtown 45 mins Niagara falls 1hr 30 mins Blue mountain 2 hrs Toronto premium outlets 7 mins Squareone mall 19 mins Port credit 25 min

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!

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.

Lover's Waterfront Escape
Beat the City Heat! Escape to the Lakefront. Beautifully landscaped property, shallow and weedfree for swimming and floating in the beautiful waters of Pigeon Lake. Plenty of Dock space for a boat rental. Lounge chairs for chilling. Cozy king bed, full kitchen and outdoor screened in porch. Alternative listing available for larger groups max 10. Enjoy a resort style vacation with all of the comforts of home. Hottub is CLOSED for winter after Thanksgiving. Main floor rental. Upstairs is vacant.

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).

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

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.

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!

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.

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.

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.

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
Family-friendly holiday home rentals

2 Bedroom Apt in 3 unit Bldg Right on the Beach

The Beehive w/ Hot Tub, Sauna & Fireplace

Heavenly lake view lakeside-cottages # 6

1(B) Bedroom Apt in 3 unit Bldg Right on the Beach

1(A)Bedroom Apt in 3 unit Bldg Right on the Beach

Walking distance Beaches & Pool
Holiday home rentals with a patio

Premium Lake View

International Tranquil Haven in Barrie, ON, Canada

Adorable 3 bedroom vacation Park Model in NOTL.

Queens Down Under

Walking distance to a Fun Time!

Unwind & enjoy serene sunset views over Lake Erie

Private cottage rental at Sherkston Shores resort.

Lovely studio apartment with easy access to city
Holiday home rentals with a washing machine and dryer

Spacious 2 bedroom apartment milton

The Creemore Retreat, A Private Wonderland

Lovely 2 Bedroom Vacation Home in Friday Harbour

Innisfil Resort - 3 Bed Condo Amazing Views

Poolside Oasis

14 acre forest solitude 1 bed Guesthouse w/Pool

Kissing Bridge Suite - One Bedroom Vacation Home

Townhomes at the Falls - 310 A lower - Buffalo Ave
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
- Serviced apartment rentals Greater Toronto and Hamilton Area
- Rentals with a patio Greater Toronto and Hamilton Area
- Rentals with a soaking bathtub Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Farm stay rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
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- Loft rentals Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Boutique hotels Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
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- Luxury rentals Greater Toronto and Hamilton Area
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- Rentals with a hot tub Greater Toronto and Hamilton Area
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- Rentals with lake access Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
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- Apartment rentals Greater Toronto and Hamilton Area
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- Family-friendly rentals Greater Toronto and Hamilton Area
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- Rentals with beach access Greater Toronto and Hamilton Area
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- Bed and breakfasts Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Rentals with a firepit Greater Toronto and Hamilton Area
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- Flat rentals Greater Toronto and Hamilton Area
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- Beachfront rentals Greater Toronto and Hamilton Area
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- Holiday home rentals Ontario
- Holiday home rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- 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
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Lakeridge Ski Resort
- Dufferin Grove Park
- Downsview Park
- Toronto City Hall
- Things to do Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Things to do Ontario
- Food and drink Ontario
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- Entertainment Ontario
- Nature and outdoors Ontario
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- Things to do Canada
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