Holiday home rentals in Greater Toronto Area

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in Greater Toronto Area

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

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Top guest favourite

Holiday home in Niagara-on-the-Lake

5 out of 5 average rating, 206 reviews

Top 5% Sauna | Bocce Ball | Vineyard Views | NOTL

Welcome to Vineyard Views, a modern farmhouse nestled on half an acre in Niagara wine country! Renovated in 2022, this raised bungalow is a five minute 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 and is perfect for both families & friends. A backyard oasis with a sauna, bocce ball court, conversational circle, patio dining set, large lawn, BBQ, privacy & more!

Top guest favourite

Holiday home in Innisfil

5 out of 5 average rating, 49 reviews

Innisfil Resort - 3 Bed Condo Amazing Views

Make some memories at this unique marina/boardwalk neighbourhood. It is a family-friendly place 4 season getaway, with lots of activities, walking trails, bike rentals, water sport rentals, entertainment and fabulous restaurants. 3 bedrooms, 2 bathrooms, modern kitchen with large island, big comfy couch! Enjoy the extra large South East Balcony over looking the Marina and the Boardwalk. Comes complete with a fully stocked kitchen, bbq and parking. You will feel right at home on your getaway.

Top guest favourite

Holiday home in Bobcaygeon

5 out of 5 average rating, 29 reviews

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.

Top guest favourite

Holiday home in Mississauga

4.9 out of 5 average rating, 104 reviews

Modern Private Basement Apartment

You and your family will be close to everything when you stay at this centrally located place. Lisgar Go Train/bus 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. Grocery, restaurants and shops are just 3 mins by car or a 10 min walk. Toronto downtown 45 mins Niagara falls 1hr 30 mins Blue mountains 2 hrs Toronto premium outlets 7 mins Squareone mall 19 mins Port credit 25 min

Top guest favourite

Holiday home in Toronto

4.94 out of 5 average rating, 67 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).

Top guest favourite

Holiday home in Orillia

4.99 out of 5 average rating, 177 reviews

Days Away! free parking - no cleaning fee

Welcome to Days Away! Hosted by Lisa and Brad Day. Our city and surrounding areas have so many events, attractions and seasonal activities. We love to explore so we know all the wonderful hidden gems. It is a central/convenient location. We entered hosting because we love to entertain and participate in local events/activities. Whether you are here for sports, attractions, festivals... We want to share this amazing area with you. Come stay with us and let us exceed your expectations!

Superhost

Holiday home in Kawartha Lakes

4.87 out of 5 average rating, 55 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.

Guest favourite

Holiday home in Barrie

4.87 out of 5 average rating, 54 reviews

International Tranquil Haven in Barrie, ON, Canada

Excellent location in downtown Barrie, ON. I can provide 2 bedroom, 1 1/2 bathroom, a very comfortable living room and kitchen with everything in. The backyard is perfect to relax, bbq, lunch or dinner + fresh air. From the house it‘s walking 5 minutes to beach front of water. Inside the house no smoking. Free internet and 1-2 parking space. Stair lift up to 110kg. Pet friendly cat or small dog. Your family will be close to everything when you stay at this centrally located place.

Guest favourite

Holiday home in Hamilton

4.87 out of 5 average rating, 139 reviews

Oasis By The Water, Breathtaking Sunsets and Views

Paradise is Calling you to this Exquisite Getaway! With Breathtaking Indoor And Outdoor Entertainment Areas and Stone Interlock Patio Overlooking Jaw Dropping Views Of Lake Ontario. Catch Incredible Sunrises And Sunsets. Sit By The Cozy Fire With Family And Friends, And Make Memories That Last A Lifetime. High End Finishes With Turkish Stone Throughout and a Gorgeous Custom Kitchen With High End Appliances. 4 Bedrooms Allows For a Variety Of Sleeping Arrangements.

Guest favourite

Holiday home in Toronto

4.96 out of 5 average rating, 56 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, 105 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.

Superhost

Holiday home in Lincoln

4.89 out of 5 average rating, 157 reviews

Cozy A-Frame Retreat in Niagara Wine Country

Our 1950s A-frame retreat offers 3 bedrooms, 2 baths, a renovated kitchen, and stunning views of snow-dusted vineyards and the Niagara Escarpment. Enjoy cozy nights by the fire, explore winter winery tours, or snowshoe scenic trails nearby. Perfect for a romantic getaway or family trip, this serene yet central location is your ideal winter retreat.