
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.

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!

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).

Vacation Home in Barrie
International tranquil haven and excellent location in downtown Barrie, ON, Canada. 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. Your family will be close to everything when you stay at this centrally located place.

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.

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.

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.

Lovely studio apartment with easy access to city
Discover tranquility at this conveniently located retreat. Walk to nearby shops and amenities. Enjoy the spacious, open-concept layout with a private entrance. Your ideal home away from home awaits!
Popular amenities for holiday home rentals in Greater Toronto Area
Family-friendly holiday home rentals

Cozy modern 1-bedroom suite

The Waterfront Oasis – Views, Firepit & Hot Tub

Birds Eye View Coach House a retreat in the woods

Lovely 1-bedroom in mid Toronto

Gorgeous Gem in Niagara’s Wine Country

Cozy A-Frame Retreat in Niagara Wine Country

Charming Cottage on Quiet bay of Sturgeon Lake

Top 5% Sauna-Pet Friendly-Bocce Ball-Vineyards
Holiday home rentals with a patio

The Creemore Retreat, A Private Wonderland

Lakeside-cottages#2

14 acre forest solitude 1 bed Guesthouse w/Pool

Heavenly lake view lakeside-cottages # 6

Cheerful Cottage'y One Bedroom Vacation Home

Adorable 3 bedroom vacation Park Model in NOTL.

Queens Down Under

3-Bedroom Lakeview Cottage with Resort Amenities!
Holiday home rentals with a washing machine and dryer

Spacious 2 bedroom apartment milton

Lovely 2 Bedroom Vacation Home in Friday Harbour

Georgian Bay retreat - apartment in Midland

Innisfil Resort - 3 Bed Condo Amazing Views

Poolside Oasis

Kissing Bridge Suite - One Bedroom Vacation Home

Cheerful 3 bedroom fully equipped vacation home

Townhomes at the Falls - 310 A lower - Buffalo Ave
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Mississauga Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal 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 an accessible-height toilet Greater Toronto Area
- Rentals with a cinema Greater Toronto Area
- Rentals with beach access Greater Toronto Area
- Dome rentals Greater Toronto Area
- Rentals with a patio Greater Toronto Area
- Cottage rentals Greater Toronto Area
- Ski-in/ski-out rentals Greater Toronto Area
- Rentals with a soaking bathtub Greater Toronto Area
- Hotel rooms Greater Toronto Area
- Flat rentals Greater Toronto Area
- Rentals with a washing machine and dryer Greater Toronto Area
- Rentals with lake access Greater Toronto Area
- Family-friendly rentals Greater Toronto Area
- Rentals with breakfast Greater Toronto Area
- Rentals with a firepit Greater Toronto Area
- Bungalow rentals Greater Toronto Area
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- Bed and breakfasts Greater Toronto Area
- Apartment rentals Greater Toronto Area
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- Rentals with a sauna Greater Toronto Area
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- Tiny house rentals Greater Toronto Area
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- Rentals with a hot tub Greater Toronto Area
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- Boutique hotels Greater Toronto Area
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- Waterfront rentals Greater Toronto Area
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- Beachfront rentals Greater Toronto Area
- Rentals with a fireplace Greater Toronto Area
- Townhouse rentals Greater Toronto Area
- Guest house rentals Greater Toronto Area
- Rentals with an accessible-height bed Greater Toronto Area
- Holiday home rentals Ontario
- Holiday home rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- Mount St. Louis Moonstone
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Things to do Greater Toronto Area
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