422 properties to rent in Grey Highlands

Its in a prime location with approximately 672 feet of frontage on Highway 10, with direct access from your own back yard to the Grey County Rail Trail

Welcome to 145 Kandahar Lane, The Blue Mountains - Guest Favourite over 150 Star Reviews, turn-key Over 9% Cap rate!

Welcome to 145 Kandahar Lane, The Blue Mountains - Guest Favourite over 150 Star Reviews, turn-key Over 8% Cap rate!

Centrally located to enjoy all things Grey County: skiing, beaches, Beaver Valley, Lake Eugenia, Bruce Trail and more. (Id: 27)

Custom-built bungalow near Irish Lake offering a four-season lifestyle minutes from Beaver Valley Ski Club and the Bruce Trail. This beautifully maintained 3 bed, 3 bath bungalow is set in a quiet rural community just minutes…

Enjoy a beautifully appointed seasonal rental available for spring and/or fall, ( currently rented for june, july, and august) ideally located in the heart of blue mountain with stunning escarpment views. This newly built thr…

230 Saugeen Street offers a peaceful Grey County lifestyle on a beautiful half acre lot in the heart of Priceville, surrounded by mature trees, lush gardens

230 Saugeen Street offers a peaceful Grey County lifestyle on a beautiful half acre lot in the heart of Priceville, surrounded by mature trees, lush gardens

Located just minutes from Meaford, Thornbury, Markdale, Beaver Valley Ski Club, and Lake Eugenia, this property sits in the heart of one of Grey County's

Welcome To A Truly Spectacular Lifestyle Property Spanning 48.5 Acres Of Breathtaking Views And Trails Across The Enchanting Beaver Valley. Features An Architecturally Designed, Modern 4 Bedroom, 5 Bathroom Home Intentionally…

Relax in this spacious, executive chalet, with stunning Escarpment views and short drive to area recreational, summer activities, including beaches and golf courses. Chalet boasts soaring cathedral ceilings and warm wood fini…

Short term and/or seasonal rental at wyldewood cove! Beautiful 3 bedroom 2. 5 bathroom, two story unit with views of both georgian bay and blue mountain. Open concept with vaulted ceilings and accent features with high-end up…

Prime location for this desirable unit set on the first floor in the very sought after Far Hills development. This very bright and spacious two bedroom, two bathroom suite with open concept living space features 1479 square f…

Set on a fully gated and beautifully landscaped 1.5 acre property near Singhampton, this 1905 country farmhouse offers a rare blend of historic character and privacy. The circular back driveway and mature landscaping create a…

Licensed for Short-Term Rentals! This beautifully designed 2-bedroom, 2-bathroom upper-level condo is located in the sought-after Historic Snowbridge community at Blue Mountain Resort. With its established rental potential, t…

A hidden gem surrounded by Nature and Crown Land. Tucked away on 8.7 acres of mature hardwood forest, this lovingly maintained A-frame home offers a spectacular private retreat or full-time chalet. Surrounded by protected lan…

Beautiful, updated end-unit Villa in the prestigious Lora Bay community offering low-maintenance, four-season living just minutes from downtown Thornbury. Step inside to discover a bright and welcoming open-concept main floor…

LOCATION LOCATION LOCATION. Dream of being surrounded by the most sought after parklands, having Duncan Caves right across the street, Kolapore and Old Baldy for neighbours? Being so close to Beaver Valley and other ski clubs…

Ski-in/ski-out furnished seasonal lease at cachet crossing available april 1st, 2026. Experience the ultimate blue mountain retreat with this rare, true ski-in/ski-out chalet, available fully furnished for a seasonal lease st…

Tucked away on a quiet dead-end street, this home offers the perfect blend of privacy and community living. Backing onto a beautiful tree-lined forest, you'll enjoy peaceful views and direct access to nature right from your b…

Welcome to this beautifully maintained two-bedroom, two-bathroom Far Hills end unit condo in the sought-after town of Thornbury. Freshly painted throughout, this bright and inviting home offers a cozy atmosphere, perfect for …

The Georgian Trail, Meaford harbour and Marina, and the Meaford Hall. 15 minutes to Georgian Peaks ski club, 22 minutes to Blue Mountain, 17 minutes to

Charming 1903 Farmhouse on 151 Scenic Acres in Grey County.

Beautiful townhouse in markdale. Granite counters in whole house. Double car garage. Total 6 cars parking. Finished basement with 3 piece bath. 35 minutes to blue mountain. Fantastic layout, entrance from garage, modern kitch…

Escape to the top of the Escarpment, where this stunning 4-bedroom home sits on just over 3 acres of picturesque countryside. With breathtaking views of rolling hills and Georgian Bay, this property is a dream for nature love…

Ideally located just minutes from downtown Meaford's shops, dining, and waterfront, with easy access to four-season recreation in Blue Mountains,

Escape to the heart of Eugenia with this well-maintained 3+1 bedroom chalet-style home, ideally located just minutes from Lake Eugenia and Beaver Valley Ski Club. Built in 2005, this move-in ready property offers the perfect …

Secure your 2026/2027 ski season early at this extremely well appointed & immaculate ground-floor gardenhouse in sought after lighthouse point. Enjoy a full ski season incl. Christmas & new year at this renovated condo. Spaci…

Experience the ideal balance of modern comfort and country charm, just 20 minutes from Collingwood and only minutes from Lake Eugenia. Set on a picturesque 2-acre property, this beautifully maintained 4-bedroom, 3-bathroom ho…

Awaiting you amidst serene rolling countryside and mature forests is this private escape! Set on approx. 26 acres of mixed bush with a meandering creek that runs through, and up a winding driveway, you arrive at this complete…