Holiday rentals in Greater Toronto and Hamilton Area

Top 1% of Homes|Superhost|Lower Price 1/31 - 2/4

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.

Christie St. Coach House

Located steps from Lake Ontario you will find peace and quiet at the Coach House. One of the best streets to view the sunset over Lake Ontario! A short 10min walk to Port Dalhousie business district and Lakeside Park Beach. Find all you need to eat and drink at several restaurants and cafés. Quick access to the QEW and 406 highways. Centrally located between the Wine Regions of Niagara-on-the-lake and The Bench. 15mins East or West will find you at most Niagara Wineries. Licence No: 23112230 STR

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.

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.

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.

Serene Urban Retreat/15 min walk from Thermea Spa

3 serene bedrooms with modern, calming decor and luxury furnishings Walking distance to Thermea Spa for ultimate relaxation and 15 mins drive to Toronto 2 free parking spots, one in driveway and one in garage (fits mid-sized SUV car or smaller) Fully equipped kitchen and smart appliances throughout the home 3 large smart TVs for premium entertainment Whiskey lounge for entertaining Outdoor ping pong table for added fun Peaceful private patio for coffee or wine High-speed Wi-Fi

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

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.

Dave’s Saga Centre Retreat–100% Private & Spacious

Welcome to our bright, spacious 1,100 sq. ft. unit featuring large windows and a private separate entrance. Enjoy 100% exclusive use of the entire basement, including your own kitchen, laundry room, and free parking. Self check-in makes your arrival easy and flexible. Conveniently located near Square One Mall, and just a 10-minute walk to Raman’s No Frills, T&T Supermarket, and plenty of dining options including Tim Hortons, DQ, Popeyes, Subway, and local pizza shops.

Entire 1 Bedroom Detached Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

Walk to the Falls One Bedroom Top Floor Apartment

This top floor apartment is 10 minutes walk to the top of Clifton Hill. It’s central location as parking is perfect to enjoying all that the Niagara region has to offer. This unit does have a tenant in the basement so after 10pm is quite time, but with tv in the bedroom and the livingroom/kitchen level between you and the basement this is not hard to do. Bright and spacious, this place makes visiting Niagara Falls easy.

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!