Villa vacation rentals in Collingwood

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.

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 #

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!

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.

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

Lake Simcoe Retreat | Steps to Lake · Kayaks · BBQ

Discover your ideal lakeside retreat on beautiful Lake Simcoe — perfect for family reunions, group getaways, or peaceful escapes. 🌿Starting June 2025, and in line with township rules, we now offer three rooms for short-term stays.✨ All existing reservations made before this change remain unaffected. ☀️ Summer fun awaits! Enjoy free kayaks, stand-up paddleboard, and pedal boat, or rent a motorboat nearby. ❄️ Winter adventures include ice fishing, skating, and snowmobiling nearby.

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.

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.

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.

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!

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

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.