Holiday rentals in Greater Toronto and Hamilton Area

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Top-rated holiday rentals in Greater Toronto and Hamilton Area

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Richmond Hill
4.99 out of 5 average rating, 95 reviews

Top 1% of Homes | Super host | Mar 16 - 30 Open

Top 1% of Homes and Superhost. Guests highly praise the spotless cleanliness, well-equipped amenities, welcoming host, and serene, private, and secure setting. Nearby plazas offer diverse dining, including Chinese, Japanese, Korean, Italian, Greek, and Iranian cuisine, plus Starbucks, Tim Hortons, Subway, and Chatime. A 3-minute drive reaches Highway 404, a key north-south route to downtown Toronto, also linking to Highways 407 and 401, leading to Niagara Falls, Ottawa, and historic Montreal.

Top guest favourite
Dome in Burlington
4.97 out of 5 average rating, 201 reviews

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Top guest favourite
The exterior of the laneway house features a modern design, characterized by large windows and a dark facade. It is surrounded by mature trees and a well-maintained yard, creating a serene atmosphere. A stone pathway leads to the entrance, inviting guests into the space.
Home in Toronto
5 out of 5 average rating, 57 reviews

Stylish Oasis: an architect's unique laneway house

Come and experience our laneway house in the heart of Parkdale, Toronto! This brand new (2022) laneway house has been beautifully designed by the homeowner/architect with amazing attention to detail. It is modern and bright with windows on all 4 sides of the house. It’s inviting, clean and nestled in a park-like setting. It’s also completely private and quiet. Close to Roncesvalles Ave, High Park, Sunnyside Beach, Queen Street and venues such as BMO Field, Exhibition, and the Budweiser Stage.

Top guest favourite
Flat in Toronto
4.98 out of 5 average rating, 96 reviews

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Top guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 166 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Guest favourite
An outdoor dining area features a glass-top table surrounded by six chairs, set against a backdrop of lush greenery and Lake Simcoe. Sunlight reflects off the table surface, while the scenic view of the lake is visible through the spaces between the trees.
Cabin in Innisfil
4.94 out of 5 average rating, 168 reviews

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Top guest favourite
Guest house in Toronto
4.96 out of 5 average rating, 53 reviews

A Hidden Quiet Jewel in North York

Cozy, bright, furnished basement studio with high ceilings and private entrance. Ideal for short-term visitors at Sheppr/Bathurst area. This place includes a small kitchen, in-suite washer/dryer, full bath, TV, and Bell 5G internet. Netflix and Prime streaming available. Great location: 10 min to Hwy 401, groceries, restaurants, and Subway to Downtown, Pearson Airport, and and a 5-min ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Loud and late-night party is not welcome!

Top guest favourite
An inviting living area features a comfortable sofa with assorted cushions, positioned beside a sleek wooden coffee table. Large windows allow natural light to flood the space, showcasing the greenery outside. A unique rocking chair adds a cozy touch to the serene setting.
Flat in Toronto
5 out of 5 average rating, 32 reviews

Bright Beaches Apt & Garden

Beautiful and serene studio apartment in the heart of the Beaches with a separate entrance and garden with a seating area. Walking distance to liquor/wine stores, marijuana dispensaries, History concert venue, bakeries, coffee shops, organic and regular grocery stores, streetcar/tram, and of course, Lake Ontario and the Woodbine Beach & boardwalk. For the health conscious guests, we have a Vitamix blender, weights and a yoga mat- so you can keep up your fitness routines while travelling.

Guest favourite
Cabin in Georgina
4.97 out of 5 average rating, 121 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Top guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 288 reviews

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Top guest favourite
A spacious living area features large windows offering views of the lake and city skyline. A modern sectional sofa sits next to a glass coffee table, with potted plants and a colorful area rug adding visual interest. Natural light illuminates the room, enhancing the open layout.
Apartment in Toronto
5 out of 5 average rating, 44 reviews

1100 sqft lake-facing oasis in downtown TO

Welcome to my bright and spacious downtown condo right with gorgeous views of the sail boats dotting the lake and planes taking off and landing at the island airport. You will also be 5-30 min walk from most attractions and businesses as I've described later in the listing. I invite you to read the reviews from other guests for the delightful and comfortable experience you can expect to have at my place, and I look forward to hosting you!

Guest favourite
Flat in Pickering
4.95 out of 5 average rating, 20 reviews

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking

The Shopping & Dining Retreat Shop, dine, and relax in style. This chic 1-bedroom condo features high-end décor, a queen pull-out sofa, and a full kitchen. 🛍️ Just steps from a vibrant mall and countless restaurants. 🚆 Toronto is only 23 minutes away via GO. Perfect for weekend getaways, foodie trips, or retail therapy. Secure your dates now and enjoy the ultimate mix of comfort and city convenience!

Popular amenities for Greater Toronto and Hamilton Area holiday rentals

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