Loft vacation rentals in Grey Highlands

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Top-rated loft rentals in Grey Highlands

Guests agree: these loft rentals are highly rated for location, cleanliness, and more.

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Guest favorite
The master bedroom features a spacious bed with a decorative 'RELAX' pillow. Natural light fills the room through a window adorned with dark curtains. Wall art depicting serene landscapes complements the calming neutral tones, while a stylish lamp and small seating area add functional decor.
Loft in Midland
4.89 out of 5 average rating, 399 reviews

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.

Superhost
The kitchen features a granite-topped dining table set for four, complete with plates, glasses, and utensils. Modern appliances, including a microwave and coffee maker, are visible in the background. Neutral-colored cabinetry and a tiled backsplash enhance the functional design.
Loft in Blue Mountain Resort Area
4.75 out of 5 average rating, 105 reviews

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.

Top guest favorite
Loft in Neustadt
4.97 out of 5 average rating, 175 reviews

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.

Top guest favorite
A well-lit bedroom features a spacious bed adorned with a red and white patterned quilt. A dresser and nightstand are present, along with a cozy chair nearby. Red curtains frame the window, while playful wall decor captures a Canadian theme.
Loft in Nottawa
5 out of 5 average rating, 61 reviews

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.

Guest favorite
A well-appointed bedroom features a spacious bed dressed in a white coverlet, flanked by two bedside tables with blue lamps. Neatly arranged towels are stacked on the bed, and warm, muted tones create a calming atmosphere.
Loft in Blue Mountain Resort Area
4.83 out of 5 average rating, 201 reviews

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.

Top guest favorite
A serene view of a grassy area bordered by lush trees. Two seating chairs are positioned on a dock overlooking a clear pond, accompanied by a second dock in the foreground. The upper storey loft accommodation is partially visible among the greenery.
Loft in Grey Highlands
4.89 out of 5 average rating, 120 reviews

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

Top guest favorite
A spacious living area features a blue sofa with a light throw, positioned beside a circular coffee table. Wall art adorns the white walls, and natural light filters through a decorative window. A white cabinet and a small plant complete the cozy atmosphere.
Loft in Mono
4.98 out of 5 average rating, 164 reviews

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.

Top guest favorite
Loft in Wiarton
4.95 out of 5 average rating, 172 reviews

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!

Guest favorite
The spacious upper deck features a hot tub, dining table with umbrella, and comfortable seating. A grill is positioned in the corner. Surrounding greenery and open fields create a peaceful setting, with a clear blue sky overhead enhancing the outdoor experience.
Loft in Owen Sound
4.92 out of 5 average rating, 123 reviews

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.

Superhost
A bright and airy living area features a comfortable sofa and an armchair positioned near a large flat-screen television. Natural light floods the space through multiple windows, leading to a private deck with mountain views.
Loft in Blue Mountain Resort Area
4.87 out of 5 average rating, 118 reviews

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!

Superhost
An open concept living area features a spacious seating arrangement with a blue futon and a wooden coffee table. Natural light filters through large windows, accentuating the cozy ambiance. A staircase leads to the loft, while the kitchen area is visible in the background.
Loft in Blue Mountain Resort Area
4.81 out of 5 average rating, 177 reviews

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.

Top guest favorite
A yellow brick farmhouse is situated on a hillside, featuring a sloped roof with a unique glass front. A porch with white chairs offers a welcoming entrance, while a garage is visible below. Lush greenery surrounds the property under a clear blue sky.
Loft in Ayton
4.99 out of 5 average rating, 81 reviews

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

When is the best time to visit Grey Highlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,175 GYDG$22,803 GYDG$19,246 GYDG$16,736 GYDG$17,364 GYDG$16,318 GYDG$20,502 GYDG$20,292 GYDG$15,690 GYDG$15,272 GYDG$16,736 GYDG$23,849 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°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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