
Loft vacation rentals in Grey Highlands
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Top-rated loft rentals in Grey Highlands
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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

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.

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!

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

Modern 2BR Loft Near BMO Field + Parking Included

The Elora Log Attic - 1BR with Balcony & Fireplace

Etherington Suites- Riverview Loft with Balcony

The Eagles Nest

EL2 - Elora Lofts - Stunning 1BD King Bed Suite

FULL Apartment for FIFA! Message for details!

Bloordale Studio Suite

Lakehouse Loft with Roof Terrace & Wood Cedar Spa
Loft rentals with a washer and dryer

Stay A While - Hot Tub, Shuttle & Outdoor Space

The French Country Loft

Cozy Blue Mountain Retreat @!@Great Rates@!@

Mountain Peaks | Hot Tub, Shuttle w/ 2 Patios

Season's Retreat

Sunflower Loft

Quiet stay in the country

Industrial Luxury Living w/17ft Ceilings & King bd
Other loft vacation rentals

Cozy Nest | Hot Tub, Shuttle & Patio

Deluxe Loft - Rain Shower - Full Kitchen

The Klinck House 2| Collingwood {more than a bnb}

Lavish Loft | King Bed | 75” TV

Chic Urban Getaway

Blue Mtn Loft - Base of the Hill - Wifi|CraveTV
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,175 GYD | G$22,803 GYD | G$19,246 GYD | G$16,736 GYD | G$17,364 GYD | G$16,318 GYD | G$20,502 GYD | G$20,292 GYD | G$15,690 GYD | G$15,272 GYD | G$16,736 GYD | G$23,849 GYD |
| 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 vacation rentals
Explore 30 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

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

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Grey Highlands vacation rentals include wi-fi 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
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Elora Gorge
- Caledon Ski Club LTD
- Inglis Falls
- Awenda Provincial Park
- Wasaga Beach Area
- Sauble Beach
- Forks of the Credit Provincial Park
- Wye Marsh Wildlife Centre
- Sunset Point Park
- Elora Quarry Conservation Area
- Mono Cliffs Provincial Park
- Centennial Beach
- Harrison Park
- Innisfil Beach Park
- Sauble Falls Provincial Park
- MacGregor Point Provincial Park





