
Loft vacation rentals in Grey Highlands
Find and book unique loft accommodations on Airbnb
Quick stats about loft rentals in Grey Highlands

Total vacation rentals
Explore 20 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at $84 CAD per night before taxes and fees

Verified guest reviews
Over 4,520 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Grey Highlands vacation rentals include wifi access

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

4.8 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated loft accommodations in Grey Highlands
Guests agree: these loft accommodations are highly rated for location, cleanliness, and more.

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.

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 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.

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.

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!

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)!

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.

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.

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.
Popular amenities for Grey Highlands loft accommodations
Family-friendly loft accommodations

Cozy Nest | Pool, Shuttle & Private Patio

Arrowhead Retreat | Pool & Shuttle w/ Patio

Deluxe Loft - Rain Shower - Full Kitchen

Chic Urban Getaway

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

Tree Top Oasis

Wanderer Way Loft - Shuttle, Pool & Trails

The Klinck House 2 Collingwood
Loft rentals with a washer and dryer

The French Country Loft

Quiet Country Apartment

Fox Ridge | Hot Tub & Shuttle w/ Patio

Season's Retreat

Quiet stay in the country

Loft on King - Downtown Midland

Brand New Country View Loft with Hot Tub

Downtown Luxury Loft with Rooftop Terrace
Other loft vacation rentals

Stay A While - Pool, Shuttle & 2 Private Patio

Slopeside Loft @ North Creek Resort

Super cozy 1 person apartment in beautiful Hockley

Sunshine Summit | Hot Tub & Shuttle w/ Patio

Foxwood Retreat | Pool & Shuttle w/ Patio

The Klinck House 1 Collingwood

Perch by the Bay - Downtown Midland / Private Loft

Mountain Peaks | Pool, Shuttle w/ 2 Patios
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 CAD | $152 CAD | $128 CAD | $109 CAD | $129 CAD | $121 CAD | $136 CAD | $135 CAD | $104 CAD | $102 CAD | $111 CAD | $159 CAD |
| 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 |
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- Blue Mountain Village
- Wasaga Beach Area
- Elora Gorge
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Awenda Provincial Park
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Centennial Beach
- Inglis Falls
- Harrison Park
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Sauble Beach
- Craigleith Provincial Park
- Guelph Lake Conservation Area





