Fitness-friendly holiday rentals in Collingwood

Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

Cozy cottage in the woods near trails & waterfalls

High Pines Cottage is a spacious yet cozy, pet friendly retreat. Located on a beautiful 1.8 acre lot that hosts a variety of large pines and other beautiful trees, it offers privacy and relaxation. It is perfect for any season with many activities from hiking to skiing and has a home gym. Whether you are looking to curl up by the fireplace or enjoy the trails with your pup, our cottage offers what you need to unwind or connect with friends and family. Check out Instagr. @high_pines_cottage

Lovely king size room with kitchenette

An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

All-Season Chalet Retreat | Sleeps 14 | Ski & Spa

Enjoy your ultimate comfort in our spacious 2023-built 4BR, 3.5BA home with open living area, a stocked kitchen & 4 free parkings in a peaceful, safe neighborhood. Just 10 mins to Snow Valley Ski Resort, golf & sports centres, and 15–20 mins to Vetta Nordic Spa, Provincial Park & Barrie Hill Farms. After skiing or exploring, relax in comfort with family & friends. BBQ in summer; washer/dryer available (extra). Perfect for group getaways all-year-round! License #STR-004-2025

King Bed, Pool, Gym, Ravine View, Your Getaway!

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

Blue Mountain Village Townhome w Free Shuttle

Blue Mountain STA Licence # LCSTR20220000118 Brand New 3 Bedroom Executive Town-home in Historic Snowbridge that can sleep 10-Comfortably. Full Kitchen, Washer & Dryers, Garage, Parking and Free Shuttle Service to the Village and Skiing 24 hrs per day on demand and Free. Please note due to the Free 24 hrs Shuttle Service that we consider this Townhome to be Ski in & Ski out as the service will take you do and from Skiing to the Front Door of the Townhome.

Spacious 1-br w jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Lovely condo unit in Horseshoe Valley

Relax at this peaceful place to stay. A luxury unit with separate entrance. Rental unit 2066 includes fully furnished bedroom (1 King size bed), livingroom ( Double size sofa bed and a folding single bed), full kitchen and full bathroom with additional sink. A whole suite comprises two separate units. Both units have common hallway and additional locked entrance doors from hallway. Second unit 2067 is owned by host and may be occupied by other guests.

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

Pet-friendly, 1 BR condo in Horseshoe Valley

All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Welcome to our modern zen retreat in Horseshoe Valley—perfect for families or friends looking to relax, explore, and make lasting memories. Just 2 hours from Toronto, our condo offers a prime location to experience it all. Minutes away from the Vettä Nordic spa, skiing, mountain biking, golf, tree-top trekking and more. Created with tranquility in mind, our space is the perfect place to return to after a day of adventure.

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Escape to Carriage Club Resort, nestled on rolling hills near Horseshoe Valley. Our 1-bedroom vacation rental sleeps 4 with a king-size bed and pull-out sofa. Enjoy the pool, firepit, volleyball, gym, and nearby skiing, golf, and Vetta SPA. Explore hiking trails, high ropes, and a 15-minute drive to Bass Lake's beach. Experience adventure and relaxation at Carriage Club!