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Villa vacation rentals in Collingwood

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Top-rated villa rentals in Collingwood

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A modern kitchen features sleek cabinetry and a dark stone countertop. A spacious island with wooden bar stools invites casual dining. Shelves display decorative items, while recessed lighting enhances the airy atmosphere of the room.

4.89 out of 5 average rating, 46 reviews

Chic & luxurious villa with outdoor sauna

Welcome to the Fontaine Bleu! A chic & luxurious getaway with the comforts of home and the amenities of a 5-star resort. Entertain friends & family in our show-stopping Chef’s kitchen. Indulge in the beauty & serenity of each bedroom. Relax your senses in our cedar sauna or tell stories & gather around the firepit. Challenge friends & family to a curated variety of board & recreational games. Take in Canada’s most beautiful sunsets on Tiny’s sandy beaches just steps away! Licence #STRTT2022218

A modern two-story home features a blend of stone and stucco exterior. A covered front porch with elegant columns invites entry. Large windows allow natural light to illuminate the facade, and a driveway leads to a stylish garage door, surrounded by a landscaped front yard.

Villa in Newmarket

4.67 out of 5 average rating, 6 reviews

Fairy Lake Manor

Welcome to our luxurious home in the heart of downtown Newmarket! This spacious and stylish retreat offers the perfect blend of modern amenities and upscale comfort, making it the ideal spot for your next getaway. Features open-concept living area, multiple bedrooms with plenty of natural light, chic decor. The fully-equipped gourmet kitchen perfect for preparing meals during your stay. Relax in the outdoor living area, hike at fairy lake park or take a dip at the Gorman community outdoor pool .

A spacious cottage-style villa is set amidst lush green trees, showcasing a well-maintained exterior with a blend of brick and wood. A paved driveway leads to the garage, while the surrounding yard features manicured bushes and a playground, providing a serene outdoor space.

Villa in Whitchurch-Stouffville

4.67 out of 5 average rating, 24 reviews

Luxury countryside/Forest Villa (close to lake)

Enjoy your peaceful country life but close to city. Close to highway 404 and Walmart. Walk to forest and hiking trail. A cottage style villa on a 2 Acres land. Each room has fantastic window view. Spacious main floor with cozy 4 bedrooms on second floor. Spacious basement has home theater, office and bedroom. This stylish place to stay is perfect for family or group trips. Only 15 mins drive to public lake with beach and free parking. We promise this house is clean and the host is reliable.

A modern living room features a comfortable sectional sofa in a neutral tone, positioned near a decorative fireplace. A television mounted above the fireplace offers entertainment options. Natural light brightens the space through multiple windows, complemented by indoor plants and minimalist decor.

Villa in Aurora

4.91 out of 5 average rating, 33 reviews

Luxe 6BR 6BA Aurora Oasis | Pool Table, Sun Room

**Sleeps 8 upstairs, 8 downstairs. Please let us know if you are more than 16 guests.** NEWLY RENOVATED! BBQ now available! Discover the perfect oasis at our spacious 6-bedroom haven in the scenic neighborhood of Aurora. Steps from a beautiful pond, this retreat is great for family, friends or colleagues. Unwind in the sunroom, challenge your group to a fun game of billards or ping pong. Your retreat, your way – welcome to your dream getaway. 10min from Madison Greenhouse & many Golf Clubs

A modern living room features a light-colored sectional sofa and a black armchair, creating a comfortable seating area. A sleek fireplace is centered on the wall, with a decorative mantle and artwork above. Large windows provide natural light, enhancing the welcoming atmosphere.

Villa in Aurora

5 out of 5 average rating, 3 reviews

6BR 6BA Luxe Aurora Retreat | Pool Table, Sun Room

**Sleeps 8 upstairs, 8 downstairs. Please let us know if you are more than 16 guests.** NEWLY RENOVATED! BBQ now available! Discover the perfect oasis at our spacious 6-bedroom haven in the scenic neighborhood of Aurora. Steps from a beautiful pond, this retreat is great for family, friends or colleagues. Unwind in the sunroom, challenge your group to a fun game of billards or ping pong. Your retreat, your way – welcome to your dream getaway. 10min from Madison Greenhouse & many Golf Clubs

The great room features a large leather sectional sofa arranged around a wooden coffee table. Natural light fills the space through multiple windows, and a stylish area rug complements the modern design. The open concept leads to a kitchen area visible in the background.

Villa in Bradford West Gwillimbury

4.69 out of 5 average rating, 108 reviews

Executive Villa - Year Round Swim Spa & Game Room

Mediterranean inspired country villa: Get away from the big city and unwind in this luxurious custom built bungaloft - total 6000 Sq Ft livable space . Situated in an exclusive estate community enclave and sits on a private 2 acre property. The residence boasts a high-end kitchens, year round swim spa (outside) and game room (basement). Enjoy great shopping at nearby Tanger Outlet Mall. A short drive to Cooks Bay Marina, & only 20 minutes from Canada’s Wonderland & Snow Valley Ski resort.

4.98 out of 5 average rating, 96 reviews

Spacious villa in pines

Spacious house with a Play Room on Georgian Bay, LaFontaine, 3-4 min walk to the beautiful beaches. It's a great families retreat in a quiet neighborhood near the lake. Have a barbeque or glass of wine on a spacious wrap around deck with screen mosquito/flies protection or take a walk to the lake to watch amazing Georgian Bay sunset. In summer you may enjoy a boat trip to thousand islands, swimming, biking, canoeing. In winter this area is popular for snowmobiling, skiing and skating.

A multi-purpose room is characterized by large windows that allow natural light to fill the space. Various seating options, including soft chairs and cushions, are arranged around a central area with a decorative rug. Plants add a touch of nature to the serene environment.

Villa in Georgina

4.93 out of 5 average rating, 29 reviews

Charming Mid-Century Villa on 10 Acres Forest Land

We call it House of Wonders! book with us to relax and unwind in peace & tranquillity. Enjoy full privacy on 10 acres w/scenic forest trails, garden, patio with gazebo lit at night, 4 different outdoor fire pits, various outdoor sitting and dinning areas. Read your favourite book on the hammock, get busy with bird watching or take advantage of the equipped indoor gym. This 2 storey villa with brick interiors has lots of characters with a fully equipped kitchen, freestanding bathtub & more

A modern living area features a leather sectional sofa placed around a circular coffee table. A mounted television is displayed over a stone fireplace. Natural light is filtered through large windows, enhancing the open feel of the space, which includes a stylish accent chair.

Villa in Collingwood

4.82 out of 5 average rating, 103 reviews

The Family Escape Townhome

Conveniently located in Collingwood, Ontario only 1.5 hours from the GTA, this home is a 5 minute drive to Blue Mountain Resort, a 7 minute drive to Northwinds Beach & 20 minute drive to Wasaga Beach (the largest fresh water beach in the world!). Enjoy hiking/biking trails, golf and so much more! Set your day’s agenda from hitting the slopes, to relaxing at the spa. This home will make you feel warm and welcomed to the four-season destination of Collingwood & our neighbour Blue Mountain!

An aerial view captures a charming property surrounded by vibrant autumn foliage. The landscaped yard features a winding driveway, leading to a welcoming home and a sparkling pool nestled among trees. The colorful leaves enhance the serene atmosphere of the private forest setting.

Villa in Whitchurch-Stouffville

4.95 out of 5 average rating, 21 reviews

Cedar Escape in 10-Acre Private Forest

Welcome and discover Your Forest Sanctuary. Nestled in a lush 10-acre private forest, find a haven where nature embraces you. Unwind along trails, feel the refreshing forest shower, and gather around the fire pit for magical moments. Indulge in sauna bliss and poolside serenity, immersed in nature's tranquility. Close to the city, yet far from hustle and bustle. Come, relax, and discover the magic of living in harmony with nature. Also enjoy the convenience by hi-speed internet.

A spacious living room features contemporary furnishings, including two sleek sofas arranged around a central coffee table. Tall ceilings and soft lighting highlight a large artistic photograph of trees. Neutral colors enhance the room's airy ambience, complemented by warm wood flooring.

Villa in Collingwood

5 out of 5 average rating, 8 reviews

Luxury Collingwood Getaway

Exquisite Custom Built Bungalow w/ 4 Beds, 4 baths & luxurious finishes throughout. ( 1 king, 1 queen, 1 double bed, 1 queen blowup set) Located in Collingwood, this stunning property has a balance of indoor and outdoor space. Unwind in the inviting hot tub, perfect for starlit evenings & soothing relaxation. This property offers a convenient proximity to Collingwood's finest amenities, hiking trails, & ski resorts are just a short drive away, ensuring year-round enjoyment.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Collingwood villa rentals

Free parking on premises

Air conditioning

Private villa rentals

An outdoor space features a large rectangular swimming pool surrounded by a tiled patio. Lounge chairs with red cushions are positioned nearby. The modern house presents a mix of dark masonry and stone accents, set against a backdrop of lush greenery.

Villa in The Blue Mountains

4.97 out of 5 average rating, 30 reviews

The Blue Mountains New Villa

A multi-purpose room is characterized by large windows that allow natural light to fill the space. Various seating options, including soft chairs and cushions, are arranged around a central area with a decorative rug. Plants add a touch of nature to the serene environment.

Villa in Georgina

4.93 out of 5 average rating, 29 reviews

Charming Mid-Century Villa on 10 Acres Forest Land

The exterior of a spacious cottage presents a two-story structure with multiple windows allowing natural light. A large deck extends from the upper level, offering views of the surrounding landscape. The sandy area in front of the cottage leads to a rocky shoreline.

4.86 out of 5 average rating, 66 reviews

The Sandals Of Tiny Hottub, Sauna, White SandBeach

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, 58 reviews

Entire Villa with beautiful fenced backyard

A spacious living room features contemporary furnishings, including two sleek sofas arranged around a central coffee table. Tall ceilings and soft lighting highlight a large artistic photograph of trees. Neutral colors enhance the room's airy ambience, complemented by warm wood flooring.

Villa in Collingwood

5 out of 5 average rating, 8 reviews

Luxury Collingwood Getaway

A modern living area features a leather sectional sofa placed around a circular coffee table. A mounted television is displayed over a stone fireplace. Natural light is filtered through large windows, enhancing the open feel of the space, which includes a stylish accent chair.

Villa in Collingwood

4.82 out of 5 average rating, 103 reviews

The Family Escape Townhome

A circular fire pit area is surrounded by six gray outdoor chairs on a stone patio. Lush green grass and mature trees provide a natural setting, with a tranquil atmosphere in the background. The scene is illuminated by soft sunlight filtering through the branches.

Villa in Innisfil

4.67 out of 5 average rating, 9 reviews

4Bedroom Elegant LakeViewCottage

An aerial view captures a charming property surrounded by vibrant autumn foliage. The landscaped yard features a winding driveway, leading to a welcoming home and a sparkling pool nestled among trees. The colorful leaves enhance the serene atmosphere of the private forest setting.

Villa in Whitchurch-Stouffville

4.95 out of 5 average rating, 21 reviews

Cedar Escape in 10-Acre Private Forest

Luxury villa rentals

An outdoor space features a large rectangular swimming pool surrounded by a tiled patio. Lounge chairs with red cushions are positioned nearby. The modern house presents a mix of dark masonry and stone accents, set against a backdrop of lush greenery.

Villa in The Blue Mountains

4.97 out of 5 average rating, 30 reviews

The Blue Mountains New Villa

4.98 out of 5 average rating, 96 reviews

Spacious villa in pines

The exterior of a spacious cottage presents a two-story structure with multiple windows allowing natural light. A large deck extends from the upper level, offering views of the surrounding landscape. The sandy area in front of the cottage leads to a rocky shoreline.

4.86 out of 5 average rating, 66 reviews

The Sandals Of Tiny Hottub, Sauna, White SandBeach

A spacious outdoor area features a stone fire pit surrounded by colorful lawn chairs in pink and teal. The back of a two-story stone house is visible, with a balcony above overlooking the yard. Lush greenery and a wooden fence frame the scene.

Villa in Wasaga Beach

4.09 out of 5 average rating, 22 reviews

Beach1*com - Riverfront Resort - Villa #32

A spacious cottage-style villa is set amidst lush green trees, showcasing a well-maintained exterior with a blend of brick and wood. A paved driveway leads to the garage, while the surrounding yard features manicured bushes and a playground, providing a serene outdoor space.

Villa in Whitchurch-Stouffville

4.67 out of 5 average rating, 24 reviews

Luxury countryside/Forest Villa (close to lake)

A modern kitchen features sleek cabinetry and a dark stone countertop. A spacious island with wooden bar stools invites casual dining. Shelves display decorative items, while recessed lighting enhances the airy atmosphere of the room.

4.89 out of 5 average rating, 46 reviews

Chic & luxurious villa with outdoor sauna

Villa rentals with a pool

Top guest favorite

An aerial view showcases the expansive property featuring a swimming pool surrounded by lounge chairs and lush greenery. The red-roofed building is complemented by a neatly paved driveway and well-maintained landscaping, highlighting the tranquil outdoor setting.

Private room in Blue Mountains

4.99 out of 5 average rating, 160 reviews

Cardinals Roost Nature Retreat~2 Double Beds Room

An outdoor space features a large rectangular swimming pool surrounded by a tiled patio. Lounge chairs with red cushions are positioned nearby. The modern house presents a mix of dark masonry and stone accents, set against a backdrop of lush greenery.

Villa in The Blue Mountains

4.97 out of 5 average rating, 30 reviews

The Blue Mountains New Villa

Private room in Wasaga Beach

4.92 out of 5 average rating, 38 reviews

Fabulous vacation out of City

A modern two-story home features a blend of stone and stucco exterior. A covered front porch with elegant columns invites entry. Large windows allow natural light to illuminate the facade, and a driveway leads to a stylish garage door, surrounded by a landscaped front yard.

Villa in Newmarket

4.67 out of 5 average rating, 6 reviews

Fairy Lake Manor

An aerial view captures a charming property surrounded by vibrant autumn foliage. The landscaped yard features a winding driveway, leading to a welcoming home and a sparkling pool nestled among trees. The colorful leaves enhance the serene atmosphere of the private forest setting.

Villa in Whitchurch-Stouffville

4.95 out of 5 average rating, 21 reviews

Cedar Escape in 10-Acre Private Forest

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