Villa vacation rentals in Greater Toronto and Hamilton Area

Cheerful luxury 7 bedroom/7 washroom ravine house

Bring your family to this great place with lots of rooms for fun. Enjoy your stay and feel at home in this new, cozy, beautifully renovated house! Step out into a beautifully park to view and enjoy the beautiful nature trails along with the protected ravine. Stepping outside of the property, guests can find a large children's playground for family entertainment. This property is a 10-minute drive to highways 404 and 407, Canada's Wonderland, grocery stores, entertainment and great restaurants.

Windemere Villa

Welcome to our Lakeside Villa, a modern getaway tucked between Toronto & Niagara Falls. Here, peace & tranquility come naturally — with unobstructed lake views that stretch for miles & invite you to slow down & just breathe. Curl up by the gas fireplace with a warm drink, or step outside to soak in the hot tub as the wood fire crackles and the stars twinkle above. Every moment here feels calm & comforting. Our lakeside villa is the perfect place to relax, recharge, and make lasting memories!

Brookhaven Cottage — Niagara on the Lake

Our home, centrally located in Niagara on the Lake, is perfect for that large family getaway, or vacation with friends. Take a stroll just a few blocks to the beach, or Old Town. Niagara on the Lake Golf course is also within walking distance, and wineries are just minutes away. Or enjoy a coffee or glass of wine on the deck off the kitchen, overlooking the tranquil back yard. We also partner with 🍇 Grape and Wine Niagara Tours if you are looking for any wine tours in this Wine Country!

Cedar Escape • Sauna • 10-Acre Private Forest

(Lic. STR2024-0005) Welcome to your private 10-acre forest estate, an exclusive sanctuary where refined luxury meets pristine nature. Wander serene woodland trails, refresh beneath the open-air forest shower, and gather fireside under a canopy of stars. Indulge in the soothing sauna, unwind poolside in complete privacy, and embrace the rare stillness surrounding you. Just minutes from the city, yet utterly secluded—offering elevated comfort, tranquility, and seamless high-speed connectivity.

Grand Waterfront Retreat – Under 1hr from Toronto

Experience the ultimate in refinement and relaxation on the north shore of beautiful Lake Ontario. Luxurious waterfront 5000 sq ft modern house with an incredible 180 degree view of Lake Ontario. Just 5 minutes walks to Port Darlington Marina & beach. This brand-new house with modern high-end furnishings and decor in the prestigious Lakebreeze community is something you don't want to miss. Enjoy sunrise and sunsets directly from the house. All this is only 40 minutes away from Toronto!

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Wine Country Villa with Private Pool

"The Shakespeare" blends modern and Scandinavian elegance, comfortably hosting 8 guests with thoughtfully spaced bedrooms for privacy, bright, open-concept living, and a heated inground pool in a secluded backyard. This villa is the perfect haven for a peaceful retreat with easy access to attractions, a short walk from Lake Ontario's sunsets, near the quaint downtown and top wineries, and 20 minutes from Niagara Falls. * Pool open mid-May -September License # 052-2022

Luxury Hilltop Escape: Sunroom, Pool & Privacy

Leave the noise of the world behind and tune in to the natural world. Slow things down and tap into your deeper self at this modern hilltop estate. Set on 150+ private acres, our luxury sunroom and private pool offer a space to reconnect with friends and family. Experience the simple pleasures often muted by the rush of daily life—from majestic horses to golden sunsets. A secluded sanctuary where modern luxury meets the quiet soul of nature. Your escape begins here.

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, lovely sunroom, beautiful fenced backyard, fire pit and long driveway. Awesome location with lots of greenery, fall colours and fairy tale snow scenes! Everything is close by but you are in the peaceful countryside. 3 mins from HWY 400 and 30 mins from airport. No any kind of party is allowed here and no any street parking. Thanks for your great understanding!

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Vintner's Cottage, a charming, friendly retreat

Vintner's Cottage, located in Historic Old Town Niagara-on-the-Lake, is a cozy two-story house with a local theme: the surrounding vineyards. With rustic decor and rooms named for wine types, the subtle charm of the house is all-present. Laid out for comfort and relaxation, amenities abound in this cozy, green-shuttered cottage located a short walk away from the Main Street of the Old Town.

Niagara's Ice wine festival villa with hot tub

This beautiful home is located in the heart of Niagara on the lakes wine country. Beautiful picturesque sunset views. Lake access. Beautiful cathedral ceilings in great room with fireplace. Located directly on the wine route. Summer, winter or fall... this home has views for all ! We very much look forward to making this your home for your next vacation ! License number 22102172STR