Loft holiday rentals in Grey Highlands

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.

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.

Cozy Loft at Carrick Creek Farmstead

Carrick Creek Farmstead is a sanctuary in the corner of Southeast Bruce County in Ontario. The Farmstead offers you 170 acres of rolling hills, a woodlot and walking trails. The Loft is a suite above our garage. A king bed and pull out sofa bed allow accommodation for 4 adults. The loft has kitchen facilities, shower, television, and air conditioning for the summer. Enjoy a meal on the nearby patio. If you would like to enjoy some prepared food from the Carrick Creek kitchen, just ask.

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.

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.

The Carriage House @ Trillium Shores, Lake Eugenia

Discover this 30 ACRE year round Lake Eugenia retreat offering woodland, parkland, 3 lakefront access points with 2 docks, 2 spring fed ponds, 2000ft of shoreline! ONLY YOU AND YOUR FRIENDS/FAMILY HAVE USE OF THE ENTIRE BUILDING!!! Only 2 hrs north of Toronto! This is an UPPER STOREY LOFT accommodation. Guests MUST BE ABLE TO CLIMB STAIRS! Large upper storey deck with loungers, table, chairs, and BBQ for alfresco dining when the weather permits. Grey Highlands Licence #STA-2021-30-H

Slopeside Terminal | Hot Tub & Shuttle + 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.

Hockley Haven

Kick back and relax in this calm, stylish space. Cozy 1 bedroom carriage house loft (appx 650 sq ft) above detached 3 bay garage in serene country setting on 5 acres of pine and cedar with a river running thru it. Pullout couch can accommodate 2 additional people. Walk across the road to Pollinator Garden & Island Lake Trails. 6 min drive to Hockley Valley Resort and Adamo Estate Winery, as well as beautiful downtown Orangeville boasting fabulous restaurants and quaint shops.

Mallory Beach Loft On the Water - Near Bruce Trail

Experience the clear and beautiful water of Georgian Bay. If you enjoy nature and hiking, we have trails within walking distance from our home. Our private LOFT (with its separate private entrance) allows you to enjoy nature, wildlife and is close to Wiarton's amenities. Choose your place to relax - by the water - or on your private deck! Make it a great sleepy weekend away or a relaxing stop after travelling! Your completely private space is waiting for your arrival!

Brand New Country View Loft with Hot Tub

Conveniently located between Owen Sound and Meaford on a beautiful 7 acre property surrounded by fields and trees, this brand new bright and open loft has endless attractions within a 50 km radius. Whether you are a skier going to Blue Mountain or want to enjoy the beach at Sauble, this place can be your home base while you explore our wonderful area. Coffin Ridge Winery:5 mins, Blue Moutains:30mins, Bruce Trail:5mins, Sauble:30mins, Bruce Penninsula:45mins.

Pool & Hot Tub 2 Bedroom, 2 floor home

This beautiful two-bedroom, two-level condo is located in scenic Collingwood/Blue Mountains, Ontario. Enjoy a family-friendly space with a private deck, an electric fireplace to cozy up to each evening, and facilities that include a seasonal pool, hot tub, tennis courts and on-demand shuttle service - all only steps from the chair lift and ski runs. Scandinave Spa and Northwinds beach minutes away! Hi-speed Internet included to unwind in your downtime!

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.