Villa vacation rentals in Collingwood

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Top-rated villa rentals in Collingwood

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Superhost

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.

Villa in Tiny

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

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.

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

A serene outdoor space features a circular stone fire pit surrounded by wooden chairs, nestled among lush greenery. A winding stone pathway leads through a well-manicured lawn, with tall trees providing a natural backdrop and enhancing the tranquil setting.

Villa in Tiny

4.98 out of 5 average rating, 95 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

4.81 out of 5 average rating, 100 reviews

The Family Escape-5 min to the slopes & the shore!

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.

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

Located in the heart of Wasaga Beach on the Nottawasaga River, Beach1 Riverfront Resort has plenty to offer! Our resort features 3 separate stone crafted beach houses that can accommodate 15 guests each. It's a perfect place for large families & friends on vacation. Enjoy BBQs and bonfires with a riverside sunset and spectacular views. Being in the heart of Beach Area 1, you are right beside the events, attractions, and everything else the main end has to offer.

Three detached houses are visible, each featuring a balcony. Colorful chairs in pink and purple surround a bonfire pit on a sandy area. A Canadian flag stands nearby, gently fluttering in the breeze, with a clear blue sky and scattered clouds overhead.

Villa in Wasaga Beach

4 out of 5 average rating, 21 reviews

Beach1 Riverfront Resort - Villa #36

Located on the Nottawasaga River, in heart of Wasaga Beach, this beautiful, large waterfront property has plenty to offer! With three 2400 sq. ft. stone crafted detached houses, that can accommodate 17 guests each, it is a perfect place for multiple families or large groups on vacation. Being close to Beach Area 1, your walk to the main attractions on the beach and strip is very short. Enjoy BBQ's and bonfires with a riverside sunset!

Guest favorite

A sandy beach stretches out under a clear blue sky, with gentle waves lapping at the shore. A wooden pathway leads to the water, while a few people are seen walking along the beach, enjoying the serene coastal atmosphere.

Villa in Tiny

4.9 out of 5 average rating, 146 reviews

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2025-152

Top guest favorite

An aerial view showcases a charming property surrounded by vibrant autumn foliage. The landscape features a manicured lawn and well-defined pathways, leading to the inviting entrance of the house, nestled amid the colorful natural scenery.

Private room in Blue Mountains

4.99 out of 5 average rating, 158 reviews

Cardinals Roost Nature Retreat~2 Double Beds Room

If your looking to experience the quiet serenity of Nature, and leave the crowds behind for a peaceful romantic getaway, we are a 67 acre, upscale Bed & Breakfast, four season property, nestled hillside overlooking the stunning views of Pretty River Valley Provincial Park. ***Our Doubles room has 2 comfy double beds, a southern exposure nature view, and its own private ensuite with shower.