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Holiday Homes in Greater Toronto Area

Find and book unique holiday homes on Airbnb

Top-rated Holiday Homes in Greater Toronto Area

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite
A bright living area features a spacious couch and a cozy armchair draped with a yellow blanket. A television is positioned on a media console, and a kitchen with modern appliances is visible in the background. Warm wood flooring adds to the welcoming ambiance.
Holiday home in Mississauga
4.88 out of 5 average rating, 126 reviews

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 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, 217 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 modern living space is presented, featuring a large kitchen island with bar seating. A comfortable couch, accented with decorative pillows, is positioned near a wall showcasing circular wall art. Natural light floods the area through expansive windows, creating a bright atmosphere.
Holiday home in Innisfil
4.98 out of 5 average rating, 55 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
Stone steps lead down to a spacious lakeside patio, adorned with lounge chairs and potted plants. A BBQ grill is positioned nearby. The expansive view showcases Pigeon Lake and a gazebo, framed by tall trees and open sky.
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 Hamilton
4.88 out of 5 average rating, 162 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 With A 65" Smart TV, 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 Family Or Friends.

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, 74 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
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.

Guest favourite
An aerial view of the property captures the main house alongside several cottages, all nestled on a large, green lawn that extends to the water's edge. Balsam Lake reflects the surrounding trees, with docks visible along the shoreline.
Holiday home in Kawartha Lakes
4.95 out of 5 average rating, 22 reviews

Saucy Willow Inn & Cottages-Waterfront & Sauna -#3

Stephanie & Dave are the new owners of The Saucy Willow Inn! It is a family operated property which is situated less than 155 kms North East of Downtown Toronto and located on the banks of Balsam Lake. Originally built in 1878, operated as a lodging house but now the main home remains on 2 beautiful acres surrounded by four cottages and 200 feet of pristine water frontage with a beach area, and two boat docks. This listing is for cottage #3 - called Ruperts Landing

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
4.94 out of 5 average rating, 18 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, 73 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
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, 123 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.

Guest favourite
The exterior of the A-frame retreat features a dark gray facade and triangular architecture. Soft lighting outlines the roof. A small entrance leads to a glass window, revealing hints of the interior. A bistro set with two chairs is placed outside, offering a view of the landscape.
Holiday home in Lincoln
4.88 out of 5 average rating, 171 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.

Popular amenities for Greater Toronto Area holiday homes

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