Villa holiday 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.

Horizon Haven

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!

Tranquil 10-Acre Villa w/ Private Pool

Welcome to your luxury summer retreat in Kawartha Lakes. This villa is set on a peaceful 10-acre near Lindsay, offering privacy, space, and comfort for families and responsible groups. Enjoy bright, spacious interiors and unwind outdoors with a private in-ground pool—perfect for sunny afternoons and memorable evenings. Ideal for family vacations, relaxation, and reconnecting in nature while staying close to city amenities. No parties or events. Quiet enjoyment only, with no loud music or bass.

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!

3300 ft² Luxe Villa | 3 Lvls | 3 TVs | HotTub & BBQ

✨ YOUR IDEAL STAY: COMFORT, SPACE & ENTERTAINMENT ✨ 🏠 Spacious 3-storey home near Thermëa Spa & downtown Toronto 🛏️ 7 cozy bedrooms – perfect for families or groups 🛋️ 2 large living rooms to unwind & relax 🍽️ Dining area seats 8 comfortably 🍳 2 fully equipped kitchens for cooking and hosting 🚿 5 modern bathrooms – no waiting needed 💦 Private hot tub for ultimate relaxation 🎱 Pool table for fun and entertainment 📶 Free high-speed Wi-Fi 🕑 24/7 Airbnb support for a worry-free stay

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.

Icewine festival Bright & Beautiful Villa

"The Shakespeare" blends modern and Scandinavian elegance, comfortably hosting 8 guests with thoughtfully spaced bedrooms for privacy, bright, open-concept living, and a saltwater 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

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.

Amazing Orchard Villa!

HIGHLIGHTS: - Location meets luxury, fun meets functionality and serenity meets style - Amazing wineries, Niagara attractions nearby - Game room with ping-pong and smart TVs in several rooms - Private deck and backyard with lounging area, BBQ, firepit and hammocks during summer - Mature gardens, fruit trees, and absolutely stunning sunsets - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay

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.