Loft holiday rentals in Grey Highlands

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.

4.89 out of 5 average rating, 410 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.

FamilyValueBiking

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.

4.76 out of 5 average rating, 108 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.

ValueLocationHiking

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.

4.83 out of 5 average rating, 211 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.

LocationValueShared spaces

4.9 out of 5 average rating, 127 reviews

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

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

LocationFamilyHospitality

The living area features a brown leather sofa and a black armchair positioned around a round wooden table. Natural light enters through large windows framed by black curtains, showcasing views of the outdoors. A neutral-colored area rug anchors the space.

4.83 out of 5 average rating, 401 reviews

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.

FamilyValueIndoor spaces

4.98 out of 5 average rating, 182 reviews

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 Orangeville

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.

ValueLocationLayout

4.96 out of 5 average rating, 187 reviews

Loft in Wiarton

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!

LocationValueCleanliness

4.92 out of 5 average rating, 132 reviews

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

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.

FamilyValueView

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.

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.

LocationValueBeach

4.98 out of 5 average rating, 102 reviews

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

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.

LocationValueQuiet

4.79 out of 5 average rating, 181 reviews

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.

FamilyLocationWi-Fi

The living area features a comfortable gray sofa with decorative pillows and a light gray accent chair. A wooden coffee table holds small decor items, while natural light enters through multiple window panes with white blinds. A soft area rug adds warmth to the space.

4.89 out of 5 average rating, 274 reviews

Mountainside Escape | Pool, Shuttle & Patio

Mountainside Escape is located in North Creek Resort at the North Base of Blue Mountain just steps from the ski hills and hiking trails, and minutes from Blue Mountain Village. Enjoy resort perks including a free shuttle, year-round hot tub, tennis courts, BBQs, and picnic areas. The outdoor pool is open for the spring and summer months.

LocationFamilyHeating

Popular amenities for Grey Highlands loft accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly loft accommodation

5.0 out of 5 average rating, 15 reviews

A gravel driveway leads to a rustic building with a metal roof, surrounded by a well-maintained yard. Several vehicles are parked in front, and flowering bushes frame the foreground, adding a touch of greenery to the scene.

Loft in Mount Forest

Kenilworth Loft

FamilyLocationAccuracy

4.92 out of 5 average rating, 26 reviews

An open dining and living area features a round table with black chairs, positioned near a sideboard containing a microwave and coffee maker. A cozy seating arrangement includes a blue couch and armchair, with a warm lamp providing soft lighting. A vibrant dog portrait adorns the wall.

Loft in Rosemont

“The Loft” in Rosemont

FamilyLocationView

4.79 out of 5 average rating, 163 reviews

Sunshine Summit | Hot Tub & Shuttle w/ Patio

FamilyLocationWi-Fi

A comfortable living area is highlighted by a leather sofa and a mid-century armchair, positioned around a round coffee table. Large windows allow natural light to fill the space, providing a view of the outdoors. A flat-screen TV is mounted above the fireplace.

4.78 out of 5 average rating, 288 reviews

Northern Tranquility | Pool, Shuttle & Patio

LocationFamilyCheck-in

4.88 out of 5 average rating, 8 reviews

Slopeside Loft @ North Creek Resort

LocationFamilyHot tub

4.63 out of 5 average rating, 16 reviews

Loft by the Lake | Walk to Beach & Downtown

LocationFamilyBathroom

4.68 out of 5 average rating, 22 reviews

4-Bdrm Apt · Walk to Village · Private Beach

ValueFamilyTV

4.95 out of 5 average rating, 103 reviews

The exterior of a house is illuminated at night, featuring a wooden staircase leading to the entrance. The surroundings are blanketed in snow, creating a serene atmosphere. Soft lighting highlights the architectural details and casts gentle shadows on the snow-covered ground.

Private room in Hockley

Super cozy 1 person apartment in beautiful Hockley

ValueLocationCheck-in

Loft rentals with a washing machine and dryer

5.0 out of 5 average rating, 34 reviews

A bright and airy loft space features a white sofa with orange accent pillows, positioned in front of a window that leads to the outdoor deck. A cozy bed is visible in the background, complemented by decorative cushions and a soft throw. Natural light fills the room.

Loft in Shelburne

Sunflower Loft

LocationSolo travelCondition

A comfortably furnished seating area features a dark grey sofa facing a wall-mounted television. An electric fireplace provides warmth below the TV. Natural light enters through the partially open window adorned with white blinds, while a staircase leads to the upper level.

4.76 out of 5 average rating, 542 reviews

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

ValueLocationBeach

5.0 out of 5 average rating, 65 reviews

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

2 Queen Bedroom Loft with laundry and kitchen

FamilyValueHiking

4.8 out of 5 average rating, 71 reviews

An open-concept living area features a mix of comfortable seating arrangements, including a large gray sectional sofa and a sleek black couch. A glass coffee table sits at the center, while a wooden side table adds warmth. Light pours in from the windows, highlighting the spacious layout.

Loft in Creemore

Creemore Loft with Sauna

LocationFamilyCleanliness

5.0 out of 5 average rating, 13 reviews

Downtown Luxury Loft with Rooftop Terrace

FamilyLocationSleep quality

The exterior of the loft features a covered deck with a bistro set and railings, accessed by a staircase. The entrance is beneath the deck, with a white door and a potted plant hanging nearby. The building's siding is a light grey, surrounded by greenery.

4.98 out of 5 average rating, 93 reviews

Season's Retreat

FamilyLocationHiking

A spacious sleeping area features a king bed with white linens and yellow accent pillows. A large television is mounted on the wall opposite the bed, and natural light enters through a nearby window. The room is complemented by modern flooring and minimalist decor.

4.77 out of 5 average rating, 202 reviews

Lavish Loft | King Bed | 75” TV

LocationValueQuiet

The spacious living area features a comfortable sofa paired with a coffee table on a vintage rug. Large windows invite natural light, showcasing views of the surrounding landscape. A dining table for six is visible nearby, enhancing the open layout.

Loft in Mulmur

5.0 out of 5 average rating, 27 reviews

The Countryside Loft as featured in HOUSE & HOME

LocationFamilySleep quality

Other loft holiday rentals

The open concept living area features a comfortable sofa, accent chairs, and a flat-screen TV positioned near a fireplace. Light enters through large windows adorned with sheer curtains, while a cozy area rug anchors the space. A well-equipped kitchen island with bar seating enhances the functionality.

4.8 out of 5 average rating, 364 reviews

Stay A While - Pool, Shuttle & 2 Private Patio

FamilyLocationComfort

An open concept living space features a comfortable sofa facing a media console with a TV. A dining table with stools is positioned nearby, and a sliding door leads to the outdoor area. Natural light enters through the window draped with patterned curtains.

4.8 out of 5 average rating, 211 reviews

Wanderer Way Loft - Shuttle, Pool & Trails

LocationValueBeach

A cozy bedroom features a wooden headboard with a herringbone pattern and decorative elements. Two bedside tables hold lamps and small plants, while a wall display includes round mirrors and framed signs. Light-colored bedding is complemented by a decorative pillow, creating a welcoming ambiance.

4.92 out of 5 average rating, 385 reviews

Perch by the Bay - Downtown Midland / Private Loft

FamilyValueAccuracy

An open-concept living area features a blue futon, wooden coffee table, and a comfortable chair. A television is mounted above a fireplace, while a staircase leads to the loft. The kitchen is visible, equipped with white appliances and a dining table with four chairs.

4.57 out of 5 average rating, 7 reviews

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

LocationFamilyAmenities

An open concept living area is displayed, featuring a comfortable gray sofa, plush circular ottoman, and modern accent chair. Natural light floods the space through multiple windows. A wall-mounted TV is positioned above a wooden console, while the entrance is framed by a white door.

4.91 out of 5 average rating, 90 reviews

Cozy Nest | Pool, Shuttle & Private Patio

FamilyLocationAccess

The loft features high ceilings with exposed wooden beams and a striking brick wall. A modern kitchen with stainless steel appliances is visible below a lofted sleeping area. Soft lighting highlights the unique industrial design elements throughout the space.

4.69 out of 5 average rating, 344 reviews

Industrial Luxury Living w/17ft Ceilings & King bd

ValueLocationSleep quality

The kitchen features modern cabinetry in dark tones, combined with a white countertop. A stainless steel stove and oven are positioned alongside a microwave. Two pots are visible on the stove, and a Keurig coffee maker is on the counter. Hexagon tile accents the backsplash.

4.59 out of 5 average rating, 215 reviews

Deluxe Loft - Rain Shower - Full Kitchen

FamilyValueIndoor spaces

A modern kitchen is showcased with dark cabinetry and stainless steel appliances. A large white countertop is complemented by a hexagonal backsplash. A floating staircase with glass rails leads to the upper level, enhancing the open feel of the space.