Loft vacation rentals in Simcoe County

Top guest favorite

Guest favorite

Nest By The Bay - Downtown Midland / Private Loft

Ideally located in downtown Midland, Nest By The Bay blends comfort and style, with everything you need just steps away. Park your car and enjoy a walkable GBay Getaway with shops, restaurants, and the waterfront close by. Midland Harbour is a short stroll from your door. Experience festivals, theatre, artisan shops, and a growing culinary scene year-round. Travelling with others? Ask about our second suite, “Perch By The Bay.” A two-night stay is preferred. We look forward to hosting your stay.

Value · Family · Bathroom

Lakehouse Loft with Roof Terrace & Wood Cedar Spa

Escape to Zukaland Lakehouse – Loft Suite in Muskoka, steps from Sparrow Lake. The Loft is a unique and tastefully decorated lakeside retreat with panoramic water views, a huge rooftop terrace, and unforgettable sunrises and sunsets. Guests may enhance their stay with optional add-on experiences, like wood-fired Cedar Hot Tub and Sauna, individually prepared for each booking. Enjoy excellent fishing, year-round outdoor activities, and a peaceful natural setting — arpprox. 1.5 hours from Toronto.

Value · Location · Layout

Blue Mountain 2 Story Studio Loft

Beautiful 2 story loft at the base of the mountain. Sleeps 4+2. Trails behind building, free 5 min shuttle to Village, on-site restaurant, seasonal pool & tennis court, year-round hot tub & BBQ. 1 queen bed, 1 queen sofa bed, 1 Murphy double bed and 2 full baths. Smart TV upstairs and cable on main floor above electric fireplace. Everything you need to cook meals. Outdoor locker for sports equipment. This is our home, not a hotel, and stay here often. Please be respectful of our property.

Family · Location · Indoor spaces

Top guest favorite

Guest favorite

2 Queen Bedroom Loft with laundry and kitchen

Come and explore the Collingwood area! Now dog friendly. We are close to everything - Blue Mountain, Wasaga Beach, Golfing, Collingwood Rail Trail, and so much more. Spacious, private, air conditioned apartment loft at the newly rebuilt Batteaux Schoolhouse. This modern space has been carefully designed to accommodate a maximum of four people. Enjoy nature through all the oversized windows and on your private deck. Parking on the property for up to two cars with your own private entrance.

Value · Family · Beach

Home Away From Home at Blue - Renovated Clean Loft

Professionally cleaned and recently renovated Loft at North Creek Resort on the north side of Blue Mountains. Steps to ski slopes/north lift chair & Toronto Ski Club. 15-20 min walk - 2 min drive to the Village. 15-20 min walk - 2 min drive to Northwinds beach. 15 min drive to Collingwood - access to restaurants & grocery shops. Easy access to biking/hiking trails. Free parking. TV/Internet included. Free seasonal outdoor pool & jacuzzi & tennis/pickle ball courts. Wasaga Beach 25-35 min.

Value · Family · Check-in

“The Loft” in Rosemont

Located in the heart of Rosemont, you’ll find this 900 sq ft, 2 bedroom (3 bed) apartment with 10’ ceilings. The perfect getaway for up to 6 guests, the unit is complete with a full kitchen and a 3 piece bathroom. We are walking distance to the award winning “Globe” restaurant and the Rosemont General Store. Conveniently located 10 minutes from all the amenities of Alliston — grocery stores, cinema, restaurants/bars, gyms etc. Less than 1 hour to Toronto Pearson International Airport.

Family · Location · Air conditioning

Cozy Blue Mountain Retreat @!@Great Rates@!@

This is the perfect place to either set up for a short stay, a long while, or a simple getaway from daily city and work life. Just 1.5 hours from the GTA, you'll feel right at home at this private loft condo! This non smoking, second floor studio loft condo is located at the base of Blue Mountain, very close to the North Chair, and the Toronto Ski Club. Escape the daily routine of city and enjoy everything this luxurious property has to offer! Managed By 16954316 Canada Inc.

Value · Location · Outdoor spaces

Top guest favorite

Guest favorite

Sunflower Loft

Kick back and relax in this calm, stylish space, surrounded by bright light, wooded forest, a pond with a fountain and garden views. Sit back and enjoy a cup of coffee or wine on our large deck overlooking the forest while enjoying the sounds of the birds. If you like being outdoors there is a firepit to enjoy with that glass of wine! We now have a dedicated space for a firepit patio, outdoor sauna and a hammock(seasonal)!

Family · Location · Air conditioning

Cozy Loft with 2 Baths Next to the Slopes

Located next to ski hill (ski-in/out to North Chair- no night skiing) and 1.5 km to Blue Mountain Village. Condo is charming and relaxing and ideal for max. 4 adults and 2 kids. You can enjoy the tennis courts, outdoor pool (seasonal), hot tub . Perfect location to ski Blue Mountain and hike. Complimentary shuttle to the Blue Mountain Village and free parking in the front of the condo.

Value · Location · Amenities

Rustic Loft at Blue

Experience the best of Blue Mountain year-round in our newly renovated lofted studio. Enjoy a spacious, rustic retreat just minutes from skiing, the village, pickleball, golfing, and trails. Our condo comfortably sleeps 6 with 1 King bed, 1 Queen bed, and 1 sofa bed. Benefit from free shuttle service to the village and an on-site full-service restaurant.

Value · Location · Layout

Top guest favorite

Guest favorite

Dynamic Historical Downtown Loft.

Located in historic downtown Newmarket, this colourful third-floor, freshly renovated space is open concept, with queen bed and futon, full bathroom, workspace and galley kitchen. Tastefully appointed and mere steps away from the shops and restaurants of Olde Newmarket, it offers respite and convenience for short or long term stays. BL2026-00148.

Location · Value · Nearby

Mountainside Escape | Pool, Shuttle & Patio

Mountainside Escape is located in North Creek Resort at the North Base of Blue Mountain just steps from the ski hills and hiking trails, and minutes from Blue Mountain Village. Enjoy resort perks including a free shuttle, year-round hot tub, tennis courts, BBQs, and picnic areas. The outdoor pool is open for the spring and summer months.

Value · Location · Parks