Villa holiday rentals in Collingwood

Creemore Mulmur Estate Heated Pool/Tennis

Spacious Country Estate overlooking the Niagara Escarpment in Mulmur near,Avening, Creemore, Mansfield Favourite location of groups, weddings,acres of spacious landscape, pool, tennis, hot tub, fire pit. Mosquito free spray is used seasonally on property Weddings/Reunions welcome - party fee based on event size. Pets in LOFT ONLY Massive Great Room PoolTable/Dining/Kitchen/Balcony/BBQ/PowderRoom Lower Level 3 bedrooms/2 full bath /Lounge/Gym/walk out to patio/hot tub. Loft- King bed/futon

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.

Cape Cod Villa @ Coffin Ridge

Enjoy the peace and tranquillity of the Annan country side on a beautiful 35 acre property over looking Georgian Bay. Located just 2.5 hours from Toronto and only 15 minutes from the quaint town of Meaford. Explore the unique Coffin Ridge winery located a few meters up the road. Cozy up to the toasty two sided gas fireplace on those cooler nights or open up the French doors and fall out onto a magnificent stone terrace/deck to eat breakfast while gazing out onto the shores of Georgian Bay.

Luxury Mansfield Retreat | Pool, Fire-Pit

Luxury Mansfield Villa – Fully Private Your own private luxury villa/pool in the forest where every moment feels like an exclusive getaway. Escape to Hidden Haven, a luxury private villa nestled among the trees in beautiful Mulmur, Ontario. Perfect for families, friends, and special gatherings, this exclusive retreat offers the entire property to yourselves. Enjoy spacious living, multiple sleeping areas, a private in-ground pool, and the peace of nature for an unforgettable getaway.

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!

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

In Pines •Family-Friendly • Screened Porch • Beach

Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

Fabulous vacation, Suite Oasis, Heated Pool HotTub

Fabulous spacious raise bungalow home, excellent location, country living & easy to commute to the City. Open concept, a lot of privacy. Privet suite & exercise area ( few machines ) in the lower level. The room is equipped with: tv, a small fridge, coffee maker, mixer, microwave, iron. board, 2 pillows, blanket, 2 robes. 4 beach towels, Parking available on the driveway, parking permit at Wasaga Beach you can buy in the city office for your plate #or on line too.

Water view house

This detached house is located in the heart of Aurora, just a 10‑minute drive from Highway 404, offering quick and easy access to the rest of the GTA. The home backs directly onto the Wild Duck Nature Reserve (with lake and forest views). From inside the house, you can enjoy a stunning panoramic view of the protected area all year round—perfect for nature and wildlife lovers who want to watch birds and animals right from home. Newly renovated and upgraded in 2026.

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, 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. No any kind of party is allowed here and no any street parking. Thanks for your great understanding!

Private Sunday Pool Retreat

Celebrate in a private, nature-filled setting—perfect for birthdays, bridal showers, baby showers, family gatherings, graduations, anniversaries, and Sunday get-togethers. Enjoy private access to the pool, outdoor bar, fire pit, lounge seating, and indoor event space. The price is for up to 5 guests per 5 hrs, with an additional fee for extra guests 
• SUNDAY ONLY
• No pets
• No lifeguard – swim at your own risk
• Pool closes at 9 PM unless prearranged

Luxury Collingwood Getaway

Exquisite Custom Built Bungalow with luxurious finishes throughout. Main floor has 1 master king, 1 queen, 1 office Basement has 2 queen rooms and 1 room with a bunk bed and a twin bed. 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.