Villa vacation rentals in Collingwood

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Top-rated villa rentals in Collingwood

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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

4.71 out of 5 average rating, 124 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 circular above-ground pool is surrounded by a wooden deck. Sunlight reflects off the clear blue water, creating a serene atmosphere. A small shed is visible in the background, and potted plants provide a touch of greenery. Poolside chairs are arranged for relaxation.

Private room in Wasaga Beach

4.93 out of 5 average rating, 54 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, Parking available on the driveway, parking permit you can buy in the city office for the plate #

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

4.78 out of 5 average rating, 129 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!

Superhost

Villa in Tiny

4.86 out of 5 average rating, 7 reviews

The Sandals Beach Villa & Spa

Escape to this serene, newly refreshed 5-bedroom all-seasons cottage nestled in Tiny Township on the beautiful shores of Georgian Bay. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this cottage offers the perfect blend of relaxation and excitement. In the summer, soak up the sun on pristine beaches, and in winter, hit the nearby ski slopes for some snowy fun. Ideal for families and friends, this is your year-round sanctuary away from the hustle of city life.

An outdoor area is surrounded by lush greenery, featuring a gravel path leading to a central stone arrangement with a small plant. Several seating options are available, including black and blue chairs, with wooden structures and logs in the background, offering a sense of tranquility.

Villa in New Tecumseth

Beautiful bungalow on 9 acres with River

Large spacious bungalow on 9 beautiful private acres. Enjoy all the aspects of privacy and nature. Go fishing in the River or hang out by the treehouse that has a sofa bed and single bunk. 4 bedroom bungalow that can easily sleep 10 adults. Large open kitchen, dining and living area. 3.5 baths, large basement area and 3 T.V's and gym. The outdoor space has 4 fire pit's a large dog run with a heated dog house, river that surrounds the grounds. 2 min drive from stores and Tim Hortons

Guest favorite

Villa in Creemore

5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Spa

Spacious Country Estate overlooking the Niagara Escarpment Great place to host reunions, groups, weddings with five acres of spacious landscape, pool, tennis, hot tub, fire pit Great Room, Flatscreen TV, PoolTable/Balcony/BBQ/Induction/Convection/DW Lower Level 3 bedrooms/2.5 bath walk out to patio/hot tub Carriage House Loft Apt - 1 king bedroom/1 queen futon is Pet friendly and can be booked separately. Weddings/Reunions welcome - additional fee in based on event size.

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

4.08 out of 5 average rating, 26 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.

Top guest favorite

A scenic landscape features a view of rolling hills covered in lush greenery under a blue sky dotted with clouds. A building with a red roof is partially visible, surrounded by vibrant trees and foliage.

Private room in Blue Mountains

4.99 out of 5 average rating, 174 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 nature 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, is the smallest of the 3 rooms (156 sq ft) and has 2 comfy double beds, a southern exposure nature view, and its own private European style ensuite with shower.

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

4.05 out of 5 average rating, 22 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, 158 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

Superhost

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.

Villa in Tiny

4.86 out of 5 average rating, 72 reviews

The Sandals Of Tiny Hottub, Sauna, White SandBeach

Relax at this tranquil, newly refreshed 5-bedroom all-seasons cottage in Tiny Township on Georgian Bay. Escape the city and unwind with family and friends in the outdoor spa. Enjoy pristine beaches in the summer and ski slopes in the winter. Stay comfortable indoors with central AC, heating, a fireplace, and a big screen TV in the living room. No parties or events on premises.

Top guest favorite

Villa in Tiny

4.98 out of 5 average rating, 106 reviews

Spacious Villa in Pines– Steps from Beaches!

Escape to this spacious and inviting home in Tiny, LaFontaine, just a short 3–4 minute walk from the stunning beaches of Georgian Bay. Designed for comfort and entertainment, our spacious home is ideal for families and groups looking to relax and create lasting memories, no matter the season.