422 houses to rent in Grey Highlands

TRUE SKI IN/SKI OUT unit on the main/ground floor. Also can take the shuttle that comes to the parking lot for pick-up. Use as an investment or for yourself. Short term rentals allowed. Turnkey 2 bedrooms, 2 baths including t…

Welcome to this well-maintained 4-bedroom, 2-bathroom bungalow tucked away on a peaceful no-exit street in Markdale, just a short stroll from shops, amenities, and downtown conveniences. The bright and functional main floor f…

Welcome to 149 Landry Lane, an extraordinary custom home by Stamp & Hammer that fuses modern Scandinavian architecture with refined luxury finishes across nearly 4,000 sq. ft. of meticulously designed living space. Positioned…

you'll appreciate the craftsmanship and thoughtful details: 7' alder plank flooring, soaring vaulted ceilings, post and beam accents, shaker trim, and a grey-washed

Luxury Nature Retreat | Beaver Valley Skiing | Forest Privacy | Income Potential. Wake up to nothing but trees. Less than a 5-minute drive to the top of the Beaver Valley ski slopes. Step outside to adventure in every season.…

Evoke Architecture has designed an amazing 4400sf home, sitting on this waterfront 7,229sf lot, with sweeping 180 degree views of the North Shore Mountains

Top 5 Reasons You Will Love This Home: 1) Beautifully designed three bedroom backsplit featuring soaring vaulted ceilings, set in a family-friendly neighbourhood ideal for smaller families or those looking to downsize without…

2 acres with a spacious bungalow on a paved road minutes from Flesherton. Perched on a hill with great country views, the home is situated to take advantage of the landscape with a walkout lower level and attached garage with…

A true SKI-IN SKI-OUT experience! This ground floor, 2-storey Chateau Ridge condo suite is located right near the base of Happy Valley ski run at Blue Mountain Resort. Just strap your skis on at the back door and slide over t…

Being in the village is great. But what if you could enjoy it with a view of the lake through the tall trees, without the waterfront price tag? Set on 0.68 acres in Eugenia, this property offers views of Lake Eugenia with acc…

Your ticket to hassle free, four season living in style! This incredible turn-key, three bedroom, three bathroom, meticulously maintained chalet is just steps from Blue Mountain Village in sought-after Mountain Ridge. Make th…

2 storey brick schoolhouse on a paved road with country views. Modern amenities and upgrades enhance the original features of this home with nearly 3,000 square feet of living space. The open living area, including kitchen an…

Nestled on 12 pristine acres in Kimberley, this exceptional property offers the perfect blend of natural beauty and rustic charm. At the headwaters of the Beaver River, a stream-fed freshwater pond invites you to fish for tro…

Welcome to your dream rental in collingwood. This beautifully maintained, two-year-old, three-story townhome in the sought-after cranberry community offers an exceptional blend of luxury, comfort, and convenience. From the mo…

501 Sixth Street in Collingwood is a safe, quiet low rise rental apartment building located near in a tree lined neighbourhood. Conveniently located in the heart of ski country. 501 Sixth Street is located close to Sunset Poi…

Welcome to your own secluded hideaway! This remarkable property, spanning approx. 52.74 acres, is an outdoor enthusiast's dream come true. Located on the 9th line, nestled amidst a picturesque landscape of trees. This propert…

You’ll want to experience this exceptional Windfall Blue Mountain home backing onto protected green space (original $20K lot premium) w/beautiful views of the Ski hills & direct access to nature from your backyard. Walk to th…

RETREAT PROPERTY: 100 acres in the breathtaking Grey Highlands, an exceptional rural property offers a rare blend of privacy, natural beauty, year-round

With easy access to the premier four season recreation of the Blue Mountains, Collingwood, and Owen Sound, this home represents an outstanding opportunity

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…

All bedrooms have a balcony with ether a view of the Blue Mountains or Georgian Bay. The unfinished basement provides potential f

Seasonal rental available December 15 - March 28* Ideally positioned just moments from Northwinds Beach and set along the scenic Georgian Trail, this impeccably maintained end-unit residence at Mountain Bay Condos offers an e…

An open foyer lets light in on both levels and a grey-stained oak wood railing greets you as you enter. Located on a quiet crescent, yet close to schools, shopping and the Blue Mountains Village, this Devonleigh-built home ca…

This Perfect Private Retreat with Panoramic Views is only minutes from Thornbury & The Blue Mountains. Located just 5 minutes from the charming town of Thornbury and the Blue Mountains, Ontario's premier four-season destinati…

Open house sunday, may 24 from 2-4pm*. This multi-use/multi-generational, walk-out bungalow with 2 kitchens and 2 primary bedrooms, with en-suites, could be just what you have been looking for! The open concept living room, d…

Modern Country Retreat Minutes to Thornbury & Georgian Bay Waterfront. Set on a picturesque half-acre lot in the heart of Clarksburg, this updated farmhouse offers the perfect blend of charm, comfort, and lifestyle ideal for …

Close to Blue Mountains ski hills and village, scenic Georgian Bay beaches, and the charming shops and restaurants of downtown Thornbury, this location Step inside to find a bright, open-concept main floor featuring grey quar…

All of this just steps from the Georgian Trail and a short drive to Georgian Peaks Ski Club, making this an exceptional four-season retreat.

Take in the views from the open living area, with cathedral ceiling and expansive windows looking across the golf course to the mountains and the night

Quality Homes built bungalow on nearly two Acres with spectacular escarpment views! Located on a quiet cul-de-sac of executive homes, this exceptional property offers stunning panoramic views of the escarpment and Beaver Vall…