
Villa vacation rentals in Collingwood
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Quick stats about villa rentals in Collingwood

Nightly prices starting at
Collingwood vacation rentals start at G$41,772 GYD per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Collingwood rentals

4.9 Average rating
Collingwood stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated villa rentals in Collingwood
Guests agree: these villas are highly rated for location, cleanliness, and more.

Cedar Escape • Sauna • 10-Acre Private Forest
License: PRSTR2026-0229 Welcome to your private 10-acre forest estate, an exclusive sanctuary where refined luxury meets pristine nature. Wander serene woodland trails, refresh beneath the open-air forest shower, and gather fireside under a canopy of stars. Indulge in the soothing sauna, unwind poolside in complete privacy, and embrace the rare stillness surrounding you. Just minutes from the city, yet utterly secluded—offering elevated comfort, tranquility, and seamless high-speed connectivity.

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.

Charming Mid-Century Villa on 10 Acres Forest Land
We call it House of Wonders! book with us to relax and unwind in peace & tranquillity. Enjoy full privacy on 10 acres w/scenic forest trails, garden, patio with gazebo lit at night, 4 different outdoor fire pits, various outdoor sitting and dinning areas. Read your favourite book on the hammock, get busy with bird watching or take advantage of the equipped indoor gym. This 2 storey villa with brick interiors has lots of characters with a fully equipped kitchen, freestanding bathtub & more

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.

Luxury Mansfield Retreat | Pool, Fire-Pit
Escape to the peaceful Mulmur Hills in this modern luxury retreat, designed for comfort, privacy, and relaxation. This fully private two-bedroom suite features spacious bedrooms, a stunning glass-feature bedroom design, 1.5 bathrooms, elegant walnut cabinetry, and a fully equipped modern kitchen. Step outside and enjoy exclusive access to a pool, gazebo, BBQ, fire pit, and beautifully maintained outdoor spaces. A perfect upscale escape surrounded by nature and tranquility

Luxury countryside/Forest Villa (close to lake)
Enjoy your peaceful country life but close to city. Close to highway 404 and Walmart. Walk to forest and hiking trail. A cottage style villa on a 2 Acres land. Each room has fantastic window view. Spacious main floor with cozy 4 bedrooms on second floor. Spacious basement has home theater, office and bedroom. This stylish place to stay is perfect for family or group trips. Only 15 mins drive to public lake with beach. Short term license number is PRTRS20250769.

Beach1*com - Villa #32 - Riverfront, Hot Tub
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.

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!
Popular amenities for Collingwood villa rentals
Private villa rentals

Visit us once. Love us Forever. Year round.

Water view house

Charming Mid-Century Villa on 10 Acres Forest Land

Creemore Mulmur Estate Heated Pool/Tennis

The Sandals Of Tiny Hottub, Sauna, White SandBeach

Entire Villa with beautiful fenced backyard

Luxury Collingwood Getaway

The Family Escape Townhome
Luxury villa rentals

Blue Mountains Bed and Breakfast

Beach1 Riverfront Resort - Villa #36

Charming Mid-Century Villa on 10 Acres Forest Land

Luxury countryside/Forest Villa (close to lake)

Executive Villa - Year Round Swim Spa & Game Room

Cape Cod Villa @ Coffin Ridge

In Pines •Family-Friendly • Screened Porch • Beach

Beach1*com - Villa #32 - Riverfront, Hot Tub
Villa rentals with a pool

Luxury Mansfield Retreat | Pool, Fire-Pit

Blue Mountains Bed and Breakfast

Creemore Mulmur Estate Heated Pool/Tennis

Fabulous vacation, Suite Oasis, Heated Pool HotTub

Cedar Escape • Sauna • 10-Acre Private Forest
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