Villa holiday rentals in Greater Toronto and Hamilton Area

Villa in Whitchurch-Stouffville

A serene pool area is illuminated by soft lighting, highlighting the clear water and inviting atmosphere. Surrounding the pool, comfortable lounge chairs and seating areas are arranged for relaxation. The natural surroundings create a peaceful backdrop, enhanced by the warm glow of lights.

Cedar Escape • Sauna • 10-Acre Private Forest

License: PRSTR2026-0229 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.

FamilyLocationGetting around

4.98 out of 5 average rating, 53 reviews

4.97 out of 5 average rating, 121 reviews

A comfortable living area features a light-colored sofa with decorative cushions, positioned before a glass coffee table. Natural light enters through a large bay window adorned with sheer curtains, illuminating the space. Two blue accent chairs provide additional seating, complemented by a contemporary artwork piece on the wall.

Villa in Richmond Hill

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.

ValueFamilyKitchen

4.88 out of 5 average rating, 136 reviews

A serene view of the villa is captured from the edge of the natural spring-fed pond, showcasing its spacious, multi-level design. Surrounding greenery, including trees and landscaped gardens, adds to the tranquility of the setting. Fluffy clouds drift across a bright blue sky.

Villa in Cambridge

Luxury Villa for Accommodation

★★★ SUPERHOST for 6+ years ★★★ Escape to this stunning, secluded villa for exquisite accommodation or hosting memorable events. ✔ Secluded villa on 8.8-acre lot ✔ Private 17 ft deep natural spring-fed pond + hot tub ✔ 4000 sqft living space ✔ Full access ✔ 4 bedrooms, 7 beds ✔ High-end finishes: Offers comfort & elegance. ✔ BBQ ✔ Next to Whistle Bear Golf Club & Langdon Hall (Relais & Châteaux, 5 Diamond dining), Cambridge Mill, walking trails, scenic Blair Creek. ✔ 401 easy access

ValueLocationBathroom

Villa in Niagara-on-the-Lake

A two-story home with light-colored siding is framed by greenery. Large windows allow natural light to fill the spaces inside. A well-maintained front garden features a variety of plants and flowers, enhancing the property’s welcoming exterior.

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!

FamilyLocationAccess

4.86 out of 5 average rating, 132 reviews

4.74 out of 5 average rating, 417 reviews

The modern kitchen features white cabinetry and sleek stainless-steel appliances. A polished countertop provides ample workspace, while natural light filters in through a window adorned with colorful curtains. Essential kitchenware, including a microwave and coffee maker, is conveniently arranged for guest use.

Villa in Niagara Falls

C&J Cozy 2BR/a 3rd BR is available at an up charge

If the house you selected is full, please click the landlord's avatar to find more houses. Thank you! C&J’s home is located near to the Falls, on Canadian side. Convenient and new renovated lovely Holiday cottage .About 15mins walking to the Niagara Falls Tourist Destination, casino, LCBO, Skylon tower, Clifton hill amusement park, grocery & convenience stores. Also, we are about 20 mins driving to Niagara on the Lake. We are in a very quiet and safe neighourhood! Just enjoy your trip!

ValueFamilyBackyard

4.89 out of 5 average rating, 177 reviews

The modern three-story residence features a mix of stone and siding, characterized by large windows that allow natural light to fill the interior. A rooftop terrace is visible, providing a perfect spot for outdoor relaxation, alongside two garages located at the ground level.

Villa in Bowmanville

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!

FamilyValueNearby

5.0 out of 5 average rating, 69 reviews

A backyard oasis is presented with a custom exotic pool, accented by purple lighting and a large pink float. Comfortable seating areas are visible beside the pool, surrounded by lush greenery. Fire features add warmth to the ambiance, and a canopy offers shade over the lounging spaces.

Villa in Hamilton

Tropical Beach House with 2 level Pool & Hot Tub!

Welcome to Chloe's Beach House with Custom Exotic Pool & Rooftop Patio, offering the perfect opportunity to hold intimate social events or a great family staycation. Located steps from a sandy beach along with limitless amenities nearby... Niagara Falls, award winning vineyards & downtown Toronto only 45min away, or at your doorstep you'll find batting cages, mini putt, Jetski & paddle board rentals and great beachside restaurants 5 min away. It's the perfect location for your getaway!

FamilyLocationView

4.98 out of 5 average rating, 98 reviews

An outdoor dining area is set with a dark table surrounded by comfortable chairs. Elegant tableware and floral arrangements decorate the table, while soft lighting creates a warm ambiance against a backdrop of lush greenery.

Villa in Kettleby

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!

LocationValueCheckout

4.92 out of 5 average rating, 188 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

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.

ValueLocationAccuracy

4.94 out of 5 average rating, 110 reviews

The exterior of a spacious home is framed by lush green lawns and mature trees. Surrounding vineyards stretch into the distance under a sky with varying shades of blue, enhancing the serene country setting.

Villa in Lincoln

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

LocationValueTV

4.86 out of 5 average rating, 106 reviews

A serene lakeside view is presented, showcasing a vibrant sunset with orange and yellow hues reflecting on the calm waters. The scene includes a round table surrounded by dark wicker chairs, with floral arrangements on the ledges and softly lit lanterns flanking the area.

Villa in Hamilton

Lake Paradise Villa - Memories to last lifetime !

Some places in Canada are so unique, so special, that they’re worth blowing a budget. Such is the case with Lake Paradise Villa, a place where you are truly immersed within truly magical Uninterrupted vistas of Lake and sensational violet-hued sunrise are complemented by impeccable attention to detail. whatever your definition of bliss, you’ll find it in. Gasp-inducing panoramas. Service that will take wow factor to next level !

FamilyLocationAmenities