Villa vacation rentals in Collingwood

Fairy Lake Manor

Welcome to our luxurious home in the heart of downtown Newmarket! This spacious and stylish retreat offers the perfect blend of modern amenities and upscale comfort, making it the ideal spot for your next getaway. Features open-concept living area, multiple bedrooms with plenty of natural light, chic decor. The fully-equipped gourmet kitchen perfect for preparing meals during your stay. Relax in the outdoor living area, hike at fairy lake park or take a dip at the Gorman community outdoor pool .

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.

Cedar Escape • Sauna • 10-Acre Private Forest

(Lic. STR2024-0005) 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.

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!

Creemore Country Estate Heated Pool/Tennis/Spa

Spacious Country Estate overlooking the Niagara Escarpment near Avening, Creemore, Mansfield Favourite location of groups, weddings, party with acres of spacious landscape, pool, tennis, hot tub, fire pit. Weddings/Reunions welcome - party fee based on event size. Massive Great Room PoolTable/Dining/Kitchen/Balcony/BBQ/ Lower Level 3 bedrooms/2.5 bath /Lounge/Gym/walk out to patio/hot tub Pet Friendly Loft Apt - 1 king bedroom/1 queen futon/sleeps up to 6. Can be booked separately.

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

Blue Mountain Spring Skiing! Steps to Village. KQQ

The Blue Mountain slopes are perfect right now, the Village is bustling steps away from our condo.Perfect time to experience and make memories at Blue Mountain Village.Enjoy 2 decks, 1 facing Mtn and slopes.The other facing Monterra Golf Course.Electric sauna in MasterTo get to 7: 1 person is on the new futon in living room (Could do two littles to get to 8).We provide the bedding. One king in Master. Two with. Queen beds.Spacious living room/dining room.15 steps x 2 to Paradise!

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.

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 licence number is PRTRS20250769.

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!