Fitness-friendly holiday rentals in Greater Toronto and Hamilton Area

Luxury Villa for Accommodation

★★★ SUPERHOST for 6+ years ★★★ Escape to this stunning, secluded villa for exquisite accommodation or hosting memorable events. ✔ Secluded villa on 8.8-acre lot ✔ Private 17 ft deep natural spring-fed pond + hot tub ✔ 4000 sqft living space ✔ Full access ✔ 4 bedrooms, 7 beds ✔ High-end finishes: Offers comfort & elegance. ✔ BBQ ✔ Next to Whistle Bear Golf Club & Langdon Hall (Relais & Châteaux, 5 Diamond dining), Cambridge Mill, walking trails, scenic Blair Creek. ✔ 401 easy access

Luxury Brand-New, Spacious Apartment Richmond Hill

Welcome to our BRAND NEW modern two-bedrooms basement suite! Unit can fit up to 4 guests (Ideally 2 Adults - 2 Kids under 12) This bright, open space offers comfort and convenience with a private entrance and one parking spot included with brand new kitchen and appliances and furniture. This sunlit apartment has abundance of natural lighting streaming through the many large windows. A full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access.

Blue Mountain Retreat • Michelin Dining

⭐ Top 1% rated Luxury woodland retreat near Blue Mountain, Collingwood and Wasaga Beach Relax in a thoughtfully designed space with cozy fireplace, plush bedding, and hotel-style comfort throughout. Quiet small town setting—just minutes to skiing, hiking, and scenic Georgian Bay escapes. Ideally located just 10 minutes from The Pine in Creemore—one of Ontario’s most sought-after Michelin-recognized dining experiences—making this the perfect stay for a refined weekend escape.

Old Town Oak | Sunroom | Rec Room | Gym | Wineries

Escape to our charming home in Niagara-on-the-Lake, perfect for a relaxing getaway. Enjoy the cozy living room with an electric fireplace, plush seating, and a lounger. Unwind in the sunroom or around the fire table with Adirondack chairs. Challenge friends in the basement rec room, featuring a pool table, putting mat, and much more. Stay active with a home gym. With a fully equipped kitchen, 2 queen beds, 2 twin beds, and 1 sofa bed, this retreat blends comfort with fun.

Backyard Oasis | Hot Tub & Playground | Near DT

Summer in Toronto starts here — a private fenced backyard with an all-season 6-person hot tub, fire pit, BBQ, and a playground the kids won't want to leave. Four bedrooms, three full bathrooms, sleeps 9 comfortably — 15–20 minutes from downtown. Need more space? Add the basement unit for up to 15 guests total. ★ "The backyard is AMAZING!!! The house is super close to the parade and it's walking distance to so many restaurants and shops." — Devon, Caribana 2025

Chic Oasis | Luxury Stay in the Heart of Hamilton

Step into a stunning modern-retro escape where bold red tones, playful pink accents, and vintage exposed red bricks create an unforgettable vibe. Perfectly located just steps from vibrant Hess Village, you're within walking distance to concerts, sports venues, art galleries, boutiques, and top-tier dining. Explore trendy Locke Street or hike the Escarpment nearby. With cozy bedrooms, chic outdoor spaces, and irresistible charm, this gem is a true city retreat.

The Captain's Cottage at Willow Pond

You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

A NOTL Eden

Sitting on the most prestigious Niagara Blvd, walking to the waterfront, golf course, parks and Old Town. Quiet and very nicely maintained. Fully equipped. One of a kind experience that you would not want to miss. Spend your holiday here, hiking/winery/golfing you name it. we have 1 king in the master bedroom, then 2 queens in 2 guest rooms, 1 sofa bed in the den , 2 queen airbeds in the basement. License #042-2025

The Grimsby Getaway | Cozy, Full Kitchen, Fire Pit

Open concept home with full kitchen, 6 windows for natural light, walking distance from lake, large backyard & firepit, office space 1000 Mbps High Speed Wi-Fi, washer & dryer with full bathroom. Great for up to 6 guests. ✓ Vineyard country ✓ 25 minutes from Clifton Hills, Niagara Falls ✓ Grimsby is full of hiking spots and the beautiful Bruce trail. ✓ Between Niagara and Toronto ✓ 6 minute walk to the waterfront

The White Haus | Boutique | Historic Park | Winery

Spacious family home in the heart of Queenston, Niagara-on-the-Lake. Features 3 bedrooms, 1 full bath, and 2 half baths. Enjoy a large basement for movie nights and kids’ play, plus a private backyard with a cozy covered deck. Perfect for relaxing after exploring local wineries, parks, and historic sites, all just minutes away. Comfortable, convenient, and ideal for families or small groups. License# 138-2026