Villa holiday rentals in Simcoe County

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 .

Villa On The Green

Welcome to this spacious 3-bed, 2-bath villa located within the prestigious Muskoka Bay Resort. Nestled in a luxe enclave of select villas overlooking the pristine greens, this 5 * property offers an unparalleled experience for avid golfers and relaxation seekers alike. Enjoy access to top-tier amenities, including a stunning cliffside restaurant where you can indulge in exquisite int'l cuisine. Whether you're teeing off on the world-class golf course or unwinding, this is the perfect retreat.

6BR 6BA Luxe Aurora Retreat | Pool Table, Sun Room

**Sleeps 8 upstairs, 8 downstairs. Please let us know if you are more than 16 guests.** NEWLY RENOVATED! BBQ now available! Discover the perfect oasis at our spacious 6-bedroom haven in the scenic neighborhood of Aurora. Steps from a beautiful pond, this retreat is great for family, friends or colleagues. Unwind in the sunroom, challenge your group to a fun game of billards or ping pong. Your retreat, your way – welcome to your dream getaway. 10min from Madison Greenhouse & many Golf Clubs

Luxury Modern Muskoka Retreat

Exquisite Scandinavian-style private villa surrounded by a lush forest landscape. Situated on the grounds of the Muskoka Bay Golf Resort, this 5 star property won’t disappoint. RARE special corner villa with walls of windows. Only two in the entire community. Enjoy the infinity pool (May-Oct), tennis, trails, golfing or just a lovely bonfire overlooking the hilly landscape. Don’t forget to visit the clubhouse and all its amenities including state of the art gym & 5 star dining experience!

Nordic Elegance Villa in Muskoka

Welcome to Nordic Elegance Villa at Muskoka Bay Resort! This villa showcases Scandinavian design and offers a sophisticated ambiance. As a 5-star property, it is designed to exceed your expectations, with amenities tailored for families. Explore a wide array of Muskoka Bay Resort's amenities, including a swimming pool, sauna, trails, and golfing (ranked #1 golf course in Ontario). Minutes away from local parks and Muskoka Steamships/Discovery Centre. Bring the family and enjoy all the fun!

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!

ScandinaVilla Retreat

ScandinaVilla, an Exquisite Scandinavian-Style Private Villa is surrounded by a lush forest landscape and nestled on the grounds of the sought after Muskoka Bay Golf Resort community. Enjoy golfing, hiking trails, cycling, and water activities in nearby nature & beaches in the summer; and snowshoeing, cross country skiing, ice fishing and ice skating in the winter months. Visit the clubhouse and benefit from all its amenities including state of the art gym & 5-star dining experience!

Cedar Escape • Sauna • 10-Acre Private Forest

Welcome and discover Your Forest Sanctuary. Nestled in a lush 10-acre private forest, find a haven where nature embraces you. Unwind along trails, feel the refreshing forest shower, and gather around the fire pit for magical moments. Indulge in sauna bliss and poolside serenity, immersed in nature's tranquility. Close to the city, yet far from hustle and bustle. Come, relax, and discover the magic of living in harmony with nature. Also enjoy the convenience by hi-speed internet.

Luxury Resort Villa in Muskoka

Explore the charm of Muskoka Bay Resort with this Brand New, fully furnished 3-bedroom villa! Nestled within the resort, just moments away from Lake Muskoka and Gravenhurst Wharf, this accommodation offers a serene retreat. Overlooking the Golf Course, you'll relish in breathtaking views. Unwind with loved ones in this inviting haven, boasting all the comforts of home. From golfing and fishing to skiing and outdoor saunas, there's a plethora of activities to enjoy in the area.

*NEW* Breathtaking Estate in Tiny | Hot tub | Pool

This breathtaking 9-bedroom, 6-bathroom estate sits on 10+ acres and comfortably sleeps 22 guests. The property features a sparkling pool, hot tub, and expansive outdoor space for relaxation. Inside, the entertainment-ready basement includes a bar, game area, and plenty of room to gather. Whether you're hosting a family reunion, a retreat with friends, or simply looking for a luxurious escape, this stunning estate offers the perfect blend of comfort, style, and fun.

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!