Holiday rentals in Greater Toronto and Hamilton Area

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.

Lake View Farm House | Hot Tub | Sauna | Fire Pit

Welcome to our stunning modern farmhouse loft, nestled on a 10-acre farm with breathtaking lake views. This farm stay retreat offers a perfect blend of rustic charm & organic luxury. Our home has an open-concept living space with vaulted ceilings & an abundance of natural light. It also has a hot tub, sauna, deck, patio furniture, gas BBQ, and a lakefront bonfire pit. The farm soil is currently regenerating & we are between crops. Book your escape now & experience the our lakefront farm.

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.

Newly Renovated Private Suite Separate Entrance

Welcome to our modern, bright and fully equipped private basement suite in beautiful Richmond Hill. Perfect for families, business travelers, students, new immigrants and short-term stays. ✨ Newly renovated ✨ Independent entrance ✨ Full kitchen & cooking allowed ✨ Spacious living room ✨ Free parking ✨ Safe & quiet community 1 bedroom + large living room • Comfortable Sofa bed • Large kitchen with island dining space • Modern bathroom with glass shower • Private Laundry Room

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

The Suite at Yonge and Sheppard | 10/10 Walkscore

Experience elevated living at The Suite at Yonge and Sheppard—a serene, newly renovated stylish house in one of Toronto’s most desirable neighborhoods. This thoughtfully appointed space features an 11’ soaring high ceiling, a sleek kitchenette, in-suite laundry, high-speed Wi-Fi, and a 75” Samsung Frame TV. Just steps from the subway, the city is at your doorstep—no car required (parking available upon request!). Professionally hosted by Lotar and Steph, with care in every detail.

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.

Ravine Retreat | Chef Kitchen | Toronto Zoo | SPA

**ENTIRE HOME RENTAL** Escape to this stunning 3-bedroom detached home on a private ravine lot in Pickering, Ontario, just 40 minutes from downtown Toronto. This bright, open-concept space is filled with natural light, offering a peaceful, romantic getaway. Enjoy the entire house with 3 free parking spots, high-speed Wi-Fi, smart TV, and a fully equipped kitchen. Close to GO Transit, beaches, parks, shopping, and dining. Ideal for couples, families, or remote work stays.

Executive 2 Story Loft | King st W | Free Parking

Our unique Loft is walking distance from all major Toronto attractions - perfect for business and leisure travellers. → Easy check-in & 5 star cleaning → Free parking → Great views of Toronto skyline → Steps from Stackt Market and epicenter of Toronto's night life - King Street West → A short walk to Toronto's Harbourfront, The Bentway & Fort York parks → Close proximity to Rogers Center, Ripley's Aquarium, Scotia Bank Arena, CN tower, Enercare Centre and Union Station.

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!