Villa vacation rentals in Collingwood

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Top-rated villa rentals in Collingwood

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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 .

Guest favorite

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, 6 reviews

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

Guest favorite

A hot tub with bubbling water is set against a backdrop of a stylish wooden lattice. The tub features comfortable seating and easy-to-use controls, promising relaxation in a private space.

Private room in Wasaga Beach

4.92 out of 5 average rating, 38 reviews

Fabulous vacation out of City

Fabulous spacious raise bungalow home, excellent location, country living & easy to commute to the City. Open concept, a lot of privacy. Shared space: family room with fireplace, exercise area ( few machines ). Private room and bathroom in the lower level. The room is equipped with: tv, a small fridge, coffee maker, mixer, microwave, iron,i.board, 2 pillows, blanket, 2 robes. 4 beach towels, shampoo, conditioner, soap. Parking available on the driveway, free parking permit within the city.

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.

Guest favorite

Villa in Tiny

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 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

Your family will enjoy this gorgeous specious brand new lake view house. Ideal for family getaway, kids friendly. Big back yard with fire pit, walking distance to Lake Simcoe, brand new kitchen and luxurious interior.BBQ and seating outdoor area. The sunroom is well equipped with games, cards, foosball table, tennis rackets, badminton. Lots of water activities available for rent nearby. Short drive away is Friday Harbour, Outlet Shopping Centre, Horseshoe Spa,Getaway Casino Innisfil, etc

Superhost

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!

Guest favorite

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.

Guest favorite

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, 59 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, 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!