Villa holiday rentals in Greater Toronto Area

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Top-rated villa rentals in Greater Toronto Area

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Guest favourite

A spacious deck surrounds the exterior of a white country house, offering a sheltered area for outdoor activities. The property is bordered by a gentle creek, with lush greenery framing the scene. A wooden dock extends into the water, providing access for recreational use.

Villa in North Kawartha

4.89 out of 5 average rating, 92 reviews

Serenity Creek - Luxury Country House

Enjoy the tranquility of Eel's Creek and nature. This lovely piece of paradise has stunning views all year. It is a luxury country house on the waterfront with an unrivaled private and peaceful setting. Step inside to discover a bright, spacious interior featuring open-concept living. Experience the ultimate retreat at our waterfront oasis. The surrounding area offers a variety of hiking trails, activities, sandy beaches, & nearby yummy food trucks, ensuring every moment is filled with delight.

Guest favourite

Villa in Kawartha Lakes

4.94 out of 5 average rating, 66 reviews

10-Acre Private Retreat | Heated Salt Water Pool

Welcome to your luxury summer retreat in Kawartha Lakes. This villa sits on a massive 10-acre estate near Lindsay, offering huge space, privacy, and professional cleaning. Enjoy bright interiors and premium amenities. Unwind outdoors with the private heated salt water pool—offering a silky, skin-friendly swim for sunny afternoons. Ideal for families and responsible groups. Now offering 30+ day stays from Nov to April. No parties or loud music. Quiet enjoyment only. Your private sanctuary awaits.

Top guest favourite

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

4.96 out of 5 average rating, 107 reviews

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.

Guest favourite

Villa in Niagara-on-the-Lake

4.86 out of 5 average rating, 157 reviews

Wine Country Villa with Private Pool

"The Shakespeare": 4-bed villa, heated saltwater pool, sleeps 8. Niagara-on-the-Lake wine country. Modern Scandinavian style, private bedrooms, and bright open living. Enjoy a secluded backyard with a heated saltwater pool. A scenic walk to Lake Ontario sunsets, Old Town shops, and top wineries. Niagara Falls is only 20 minutes away. The rate you see includes everything but cleaning and taxes. No hidden costs or surprise fees at checkout. Pool open: Mid-May to September License # 126-2026

Guest favourite

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.

Villa in Niagara-on-the-Lake

4.85 out of 5 average rating, 114 reviews

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!

Guest favourite

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.

Villa in Whitchurch-Stouffville

4.97 out of 5 average rating, 35 reviews

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.

Guest favourite

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

4.92 out of 5 average rating, 157 reviews

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!

Guest favourite

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

4.97 out of 5 average rating, 76 reviews

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!

Superhost

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

4.94 out of 5 average rating, 169 reviews

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.

Guest favourite

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

4.94 out of 5 average rating, 98 reviews

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

Superhost

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

4.88 out of 5 average rating, 92 reviews

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 !

Top guest favourite

The exterior of a charming two-story cottage is showcased, featuring green shutters and a welcoming porch. Lush greenery surrounds the property, with well-maintained bushes and trees enhancing the inviting entrance. A paved pathway leads up to the front door, emphasizing a serene outdoor setting.

Villa in Niagara-on-the-Lake

4.96 out of 5 average rating, 200 reviews

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.