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

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

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 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

Lakefront Spa Retreat - Hot Tub, Sauna & Firepit

Welcome to your private lakefront spa escape on the shores of Lake Ontario. Unwind in the cedar sauna, soak in the hot tub, and take in breathtaking sunsets with views stretching across the water to the Toronto skyline. This is where serenity meets elevated Niagara living. Cottage registration filled in and signed required. No smoking inside the home or near windows/doors license number 22106298STR

Charming Log Home - 25 private acres in Caledon

Our home sits on the rolling hills of Caledon East surrounded by a serine ambiance of pure peace and quiet. Just 45 minutes from the GTA where you can make memories w/family and friends. Take a walk though the trails, enjoy sitting by the pond, or enjoy skating or snow shoeing during the winter months. We welcome all our guest(s) to take a deep breath, inhale peace and exhale happiness.

Country Getaway in Puslinch

Come enjoy our beautiful country property and the spectacular views it offers. A charming guestsuite awaits your getaway from the city. It's quiet and peaceful and offers the relaxing tranquility you're looking for. Close to major cities such as Burlington, Cambridge, Guelph, and Milton but far enough out into the country to enjoy amazing star gazing.