Villa vacation rentals in Greater Toronto Area

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!

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.

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, indoor outdoor office spaces, 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. For any event or mid-term stay, please confirm with the Host prior to booking. Thanks!

Stunning Waterfront Estate with private beach

This feels like paradise, this feels like home, this truly is 'Harmony by the Lake'. Relax and enjoy this stunning property with 60 feet of private shore line with breathtaking views of Lake Ontario and Toronto Skyline. Imagine the bliss, sitting by the water, with the sounds of nature and serenity as the backdrop. Its conveniently located 1 minute from QEW, 20 minutes from Niagara Falls/Clifton Hill and an hour drive from Toronto. Pool Closed from Oct 15th to April 30th.

Spacious, Cozy Retreat in Waterloo’s Finest Area

Classic charm + modern comfort ideal for group getaways & relaxing retreats.💫 Guests Love: • 🛏️ 7 bds, 5 bdrms, 3 full baths • 🍴 Chef’s kitchen - Snacks to Feast • 📺 TV, fast WiFi • 💼 Dedicated work space • 🔑 Smart lock 🎉 Sunny deck with BBQ 🚘 Free 4 cars Parking! 📍 Location Location Location! Quiet, upscale, minutes from UW, Market, and Kayaking spots. Short drive to Stratford and Elora. 💎Unmatched in the region for value , space & style 🌟 Superhost Status!

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.

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2025-152

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.