
Loft holiday rentals in Grey Highlands
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Top-rated loft rentals in Grey Highlands
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Perch by the Bay - Downtown Midland / Private Loft
Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

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).

Hockley Haven
Kick back and relax in this calm, stylish space. Newly renovated 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.

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.

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

Cozy Blue Mountain Retreat @!@Great Rates@!@
This is the perfect place to either set up for a short while, 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.

Slopeside Terminal | Ski In/Out, Shuttle, Hot Tub
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.

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.

Ski In/Ski Out & 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!

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 and hammock!

Hilltop View Farm
Just ten minutes north of Mount Forest on Hwy 6 sits our yellow brick farmhouse on top of a hill allowing a lovely view over fields and forests. After a stroll down to the pond one can relax on the patio and listen to the sound of nature. For the golfer there is a 9 hole course 600 meters down the road. Nearby villages offer conservation areas, shopping,restaurants and an art gallery.
Popular amenities for loft rentals in Grey Highlands
Family-friendly loft rentals

Studio Mountainview Blue Mountain Resort

Studio Mountainview | Hot Tub | Balcony | Tennis

Deluxe Loft - Rain Shower - Full Kitchen

Dog friendly Loft, shared seasonal pool/hot tub

Walk-to-lift Studio Blue Mountain Resort

Magnificent 1BR Mountainview Blue Mountain Resort

Bright Studio Mountainview Blue Mountain Resort 2

Well-Positioned Studio Mountainview Blue Mountain
Loft rentals with a washing machine and dryer

Blue Mountain 2 Story Studio Loft

Stay A While Ski-In-Out, Hot Tub & Shuttle

The French Country Loft

Private apartment near lake Simcoe

Blue Mtn Loft - Base of the Hill - Wifi|CraveTV

Chic Urban Getaway

Season's Retreat

Mountainside Condo at North Base with Hot Tub
Other loft holiday rentals

The Carriage House @ Trillium Shores, Lake Eugenia

Stay A While Ski-In-Out, Hot Tub & Shuttle

Slopeside Terminal | Ski In/Out, Shuttle, Hot Tub

Foxwood Retreat | Ski In/Out, Shuttle & Hot Tub

Hockley Haven

Mountain Peaks | Ski-In/Out, Hot Tub & Shuttle

Fox Ridge - Ski-In-Out, Hot Tub & Shuttle

Studio Waterview Blue Mountain Resort | Balcony
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £64 | £75 | £60 | £60 | £62 | £58 | £73 | £72 | £56 | £72 | £66 | £68 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about loft rentals in Grey Highlands

Total holiday rentals
Explore 40 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Grey Highlands holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grey Highlands rentals

4.7 Average rating
Grey Highlands stays receive an average rating of 4.7 out of 5 from guests
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- Blue Mountain Village
- Snow Valley Ski Resort
- Cobble Beach Golf Resort Community
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- TPC Toronto at Osprey Valley
- The Georgian Peaks Club
- Caledon Country Club
- The Club At Bond Head
- Sauble Beach Park
- The Georgian Bay Club
- Barrie Country Club
- Toronto Ski Club
- Alpine Ski Club
- Mansfield Ski Club
- Inglis Falls
- Horseshoe Adventure Park
- Springwater Golf Course
- Legacy Ridge Golf Club
- Heritage Hills Golf Club
- National Pines Golf Club




