Fitness-friendly holiday rentals in Midland

Sunnyside Stay-3bdrm w/ Gym!

Welcome to Sunnyside Midland! This spacious 3-bedroom, 2.5-bath home offers everything you need for a relaxing getaway or productive stay. Enjoy a large modern kitchen and dining room perfect for family meals, a cozy living area, and a home gym. Unwind in the bathtub or one of the two showers. The fenced backyard opens directly to scenic trails, ideal for nature lovers. Close to Midland’s amenities, it’s the perfect spot for families or remote workers seeking comfort, convenience, and adventure.

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

Welcome to our modern zen studio retreat in Horseshoe Valley—perfect for couples or smaller groups of 4 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. *Please note this is a studio condo with a kitchenette

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

Marina view at Friday Harbour 2bd/2bth Pool option

This Black Cherry model condo is the most sought after layout at Friday harbour, featuring a spacious-well-designed kitchen, living room and balcony area with two bedrooms and two bathrooms ideal for families, couples, or solo travellers. Enjoy comfortable sleeping with a king bed in the master bedroom also featuring an ensuite bath and walking closet, and a Queen bed in the second bedroom. Enjoy a view of the beautiful landscaped courtyard out to the marina while lounging or eating outside.

Wifi, Free parking, Ski, Kitchen, Laundry, TV, BBQ

Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

Tiny’s big escape

Welcome to our newly built 4 bed 3 bath beautiful cottage. Bring the whole family to this great place with lots of room for fun. Steps away from Georgian Bay and a short drive to Awenda Provincial Park with plenty of things to do. Beach access steps away. This house is jammed pack with lots of fun things to do. This cottage is equipped with 4 bedrooms, 3 bathrooms, pool table, foosball table, treadmill and a great entertaining area with a big screen tv and bar area to have a great night in.

Private 2BR Condo | 4 Beds+Pool+Resort

🌲Your private headquarters for adventure in Horseshoe Valley! 🌲 Private 4-Bed, 2-Suite Highland Estate retreat - perfect for families and groups. You’ll have the entire suite to yourself with no shared interior spaces. Unlike other Highland Estate listings, this one is fully private. Enjoy two bedrooms, 4 beds, a full kitchen, open-concept living with gas fireplace, two balconies, Wi-Fi, smart TVs, in-suite laundry, and premium resort-style amenities. Pet-friendly and SuperHost-managed.

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.

Spacious King Studio - Pool, Hottub, Kitchenette

Experience luxury and convenience in our spacious studio condo overlooking Horseshoe Valley. Just 20 mins to Barrie or Orillia, our condo offers onsite amenities like indoor/outdoor pool, hot tub, sauna, fitness centre, fire pit, BBQs, and kids play area. Indulge in Vetta Spa nearby, explore the many hiking trails around, ski at Horseshoe Valley or tee off at fantastic golf courses. Explore dining, shopping and nightlife in Craighurst, Barrie, or Orillia. Your perfect getaway awaits!

Welcome to waterfront paradise on Georgian Bay

Welcome to your fully furnished waterfront apartment with private entrance. Ideal for couples or family. Enjoy beautiful sunrises and sunsets from your beach. Swim, kayak or paddleboard on Georgian Bay. Ride your rental ebike on miles local paved bike trails or tour local attractions on an ebike, including Wye Marsh, St.Marie Huron Village, Martyrs' Shrine, King's Warf Theater, Discovery Harbour, Elmvale Zoo or one of our many local festivals such as the Butter Tart Festival etc

Stunning Suite in Horseshoe Valley

Sitting on top of Horseshoe Valley, this stunning and unique condo sets the stage for a memorable and cozy trip. This suite has it all! - Fully stocked kitchen - 6-person dining table - Pull-out couch + loveseat + lounge chair - Cozy fireplace - Comfortable king-size bed - 2-person soaker tub + shower - Private Balcony - Year-round indoor/outdoor pool with hot tub and sauna - Fully equipped gym Minutes away from Vetta Spa, Horseshoe Valley, golf courses and more!

Cozy Deluxe Studio 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!