Loft holiday rentals in Simcoe County

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.

Family · Location · Accuracy

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 · Value · Check-in

Creemore Loft with Sauna

This spacious loft apartment has everything you need for a relaxing time in the hills of Creemore, set on a private lavender farm. A 2 minute drive from downtown Creemore you will have the peace and privacy of country living, with the convenience of local shops, restaurants and activities of the village a short distance away. There is a separate, private entrance from the attached house and the views do not disappoint! Two beds (1 queen, 1 double) open concept loft (bedrooms aren't separate).

Family · Value · TV

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.

Location · Value · Bathroom

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.

Family · Value · Beach

“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 · Cleanliness

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 · Checkout

Slopeside Terminal - Pool, Shuttle & Private Patio

The Terminals is a loft unit located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Family · Value · Laundry

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)!

Location · Indoor spaces · Condition

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.

Location · Family · Indoor spaces

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.

Family · Location · Wi-Fi

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.

Value · Family · Condition