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Loft vacation rentals in Grey Highlands

Find and book unique loft rentals on Airbnb

Top-rated loft rentals in Grey Highlands

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

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Loft in The Blue Mountains

4.79 out of 5 average rating, 196 reviews

Stay A While Chalet - Outdoor Pool / 2 Patios

Stay A While Chalet is 2 bedroom loft 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, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Loft in The Blue Mountains

4.86 out of 5 average rating, 189 reviews

Northern Tranquility - Outdoor Pool / Cozy Patio

Northern Tranquility is a vibrant loft 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, two hot tubs year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay

Loft in Collingwood

4.94 out of 5 average rating, 205 reviews

The Klinck House 1 Retreat + Mini Spa

The Klinck House retreat + mini spa Collingwood. Nestled between Blue Mountains and Georgian Bay. Our 2 privatesuites boost private balcony, 3pc bathroom, queen sized bed, kitchenette, living space with TV/Netflix and WiFi. Our property also boarders the Georgian TrailWe are minutes to everything the area has to offer and we also offer many onsite amenities including massage/Sauna/ Cold Plunge/ hot tub yoga Please see photos for extra amenities booking deets and pricing due at time of check in

Loft in The Blue Mountains

4.92 out of 5 average rating, 155 reviews

Mountainside Escape - Outdoor Pool / Hiking Trails

Mountainside Escape is a family friendly loft 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. North Creek resort offers on demand shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your st

Loft in Midland

4.92 out of 5 average rating, 244 reviews

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

Loft in Barrie

4.95 out of 5 average rating, 190 reviews

The Penthouse | Luxury at the Lake

Live the good life at 'The Penthouse' on Lake Simcoe. This is a luxurious and historical loft with stunning views of the bay. It's beautiful, bright, clean and spacious - perfect for romance and adventure with friends. Steps to the sandy beach, waterfront trails and the heart of downtown. Enjoy a meal downstairs at the legendary 'Farmhouse Restaurant'. Perfect all-in-one wedding venue, room to get ready and a party downstairs. If you're looking to unwind or a night on the town, it's all yours!

Loft in Grey Highlands

4.88 out of 5 average rating, 92 reviews

The Carriage House @ Trillium Shores, Lake Eugenia

Excellent location for ski trips. 10 minutes to BV Ski Club. Discover this 30 ACRE Lake Eugenia retreat offering woodland, parkland, THREE 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. Must be able to climb stairs! Large upper storey deck with loungers, table, chairs, and BBQ for alfresco dining when the weather permits.

Loft in The Blue Mountains

4.82 out of 5 average rating, 171 reviews

Tranquility Oasis - Outdoor Pool / Hiking Trails

Tranquility Oasis is a vibrant loft 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, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Loft in The Blue Mountains

4.85 out of 5 average rating, 111 reviews

Ski in/out Chateau Ridge Chalet w/ Mountain View

Chateau Ridge Ski in/out offers spectacular Blue Mountain views and unbeatable convenience. Enjoy the lovely slopeside surroundings and amazing views from the comfort of your own ski in/ski out property, in the heart of Blue Mountain. You are steps away from The Blue Mountain Inn and a five minute walk to the village amenities. Upgraded and decorated to the highest standards, this property has everything you could possibly desire. Enjoy the amazing ski hill views from the house, day and night.

Loft in Mono

4.97 out of 5 average rating, 61 reviews

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.

Loft in Neustadt

4.97 out of 5 average rating, 96 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.

Loft in Barrie

4.82 out of 5 average rating, 173 reviews

Industrial Luxury Living w/17ft Ceilings & King bd

Spacious loft apartment located in Barrie’s downtown core. Just one block away from the waterfront. Minutes away from Snowvalley and Horseshoe resort. This loft features: -Private entrance -In suit laundry -King size bed -Futon -Dishwasher -Full kitchen -Flat-screen TV -A/C -High-speed WIFI -Pet friendly This High-end loft boasts 17 ft ceilings, character 1870 exposed brick, and a large heritage window for natural light, with compliments of modern and industrial finishes.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Grey Highlands loft rentals

Free parking on premises

Air conditioning

Family-friendly loft rentals

Loft in The Blue Mountains

4.82 out of 5 average rating, 174 reviews

Cozy Loft with 2 Baths Next to the Slopes

Loft in The Blue Mountains

4.74 out of 5 average rating, 400 reviews

Cozy Blue Mountain Retreat Ski in/ Ski out

Loft in Creemore

4.82 out of 5 average rating, 66 reviews

Creemore Loft with Sauna

Loft in The Blue Mountains

4.74 out of 5 average rating, 91 reviews

Blue Mountain 2 Story Studio Loft

Loft in Collingwood

5.0 out of 5 average rating, 17 reviews

Four Season Getaway

Loft in The Blue Mountains

4.53 out of 5 average rating, 329 reviews

Stunning Condo Loft in Blue Mountains Sleeps 6

Loft in The Blue Mountains

4.44 out of 5 average rating, 211 reviews

Relaxing Condo Loft Getaway- Blue Mountain

Loft in Midland

4.88 out of 5 average rating, 285 reviews

Nest By The Bay - Downtown Midland / Private Loft

Loft rentals with a washer and dryer

Loft in Midhurst

5.0 out of 5 average rating, 37 reviews

Loft - Ski - Hike - Swim - Relax

Loft in Owen Sound

4.98 out of 5 average rating, 54 reviews

Brand New Country View Loft with Hot Tub

Loft in Nottawa

5.0 out of 5 average rating, 41 reviews

Schoolhouse Loft near Wasaga Beach, golf, casino

Loft in Mulmur

5.0 out of 5 average rating, 27 reviews

The Countryside Loft as featured in HOUSE & HOME

Loft in Midland

4.96 out of 5 average rating, 71 reviews

Loft on King- Downtown Midland

Loft in Barrie

4.91 out of 5 average rating, 34 reviews

Spacious 2 Bedroom 1200 sq foot Apartment

Loft in The Blue Mountains

4.96 out of 5 average rating, 28 reviews

Double Queen loft hot tub, sauna, seasonal pool

Loft in Collingwood

4.93 out of 5 average rating, 41 reviews

Downtown Loft - The Tremont Cafe

Quick stats about loft rentals in Grey Highlands

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
4.9K reviews
Nightly prices starting at
$60 before taxes and fees

Destinations to explore