Loft vacation rentals in Grey Highlands

4.82 out of 5 average rating, 204 reviews

Tranquility Oasis - Outdoor Pool / Shuttle to Blue

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.

4.82 out of 5 average rating, 68 reviews

Rows of lavender plants are seen in full bloom, swaying gently in the breeze under the warm sunlight. In the background, a large red brick house is positioned on a hill, surrounded by trees and open green space.

Loft in Creemore

Creemore Loft with Sauna

This spacious loft apartment has everything you need for a relaxing time in the hills of Creemore, set on a private lavender farm. A 2 minute drive from downtown Creemore you will have the peace and privacy of country living, with the convenience of local shops, restaurants and activities of the village a short distance away. There is a separate, private entrance from the attached house and the views do not disappoint! Two beds (1 queen, 1 double) open concept loft (bedrooms aren't separate).

Top guest favorite

A small outdoor deck is surrounded by lush greenery and features a round table with two chairs. A green and white patterned rug lies beneath the table, and a grill is positioned nearby, highlighting a serene setting perfect for outdoor dining.

Loft in Mono

4.98 out of 5 average rating, 121 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.

4.89 out of 5 average rating, 343 reviews

Loft in Midland

Nest By The Bay - Downtown Midland / Private Loft

Luxury, Comfort & Style. This one-of-a-kind rental, "Nest By The Bay", is located in Downtown Midland. Walk everywhere, park your car & enjoy what Midland has to offer. Midland Harbour is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, seasonal events & so much more! See our other listing "Perch By The Bay", also at this same location. 2 nights min. preferred, 1 night by request. Listing not suitable for ages under 6.

Top guest favorite

A neatly arranged stack of bath towels is displayed on a dark surface. Two small round soap bars labeled 'Carrick Creek Farmstead' are placed atop a folded washcloth, offering a touch of convenience for guests.

Loft in Neustadt

4.97 out of 5 average rating, 141 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.

4.81 out of 5 average rating, 160 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.

5 out of 5 average rating, 47 reviews

The open living area features a comfortable sofa recliner facing a large TV, paired with additional seating options. Bright light fills the space from sliding glass doors that lead to a private deck. A modern kitchen with a large island and dining area is visible in the background.

Loft in Nottawa

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.

4.88 out of 5 average rating, 110 reviews

A waterfall cascades down rocky cliffs surrounded by lush forest. Dense greenery frames the scene, with evergreen trees contrasting against the bare branches of deciduous trees in the background. The sky above is clear and bright, contributing to a serene atmosphere.

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

4.81 out of 5 average rating, 112 reviews

Sunshine Summit - Outdoor Pool / Shuttle to Blue

Sunshine Summit is a bright 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, hot tub year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

4.85 out of 5 average rating, 327 reviews

Slopeside Terminal - Outdoor Pool / 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.

4.92 out of 5 average rating, 261 reviews

Loft in Collingwood

The Klinck House 1| Collingwood +Add on Amenities

1 of two private suites (see our other listing) Between the stunning Blue Mountains and the picturesque Georgian Bay. Each suite features a private balcony, 3pc bathroom, queen sized bed, kitchenette, living space with TV and outdoor spaces Plus, our property borders the scenic Georgian Trail. Unwind with one of our add on on-site amenities such as massage sauna cold plunge yoga and hot tub see additional photos for price list. Minutes to everything the area has to offer.

4.9 out of 5 average rating, 214 reviews

Mountainside Escape - Outdoor Pool

Mountainside Escape is located in the 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 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.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Grey Highlands loft rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly loft rentals

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.

4.75 out of 5 average rating, 96 reviews

Blue Mountain 2 Story Studio Loft

ChristineRating, 5 stars5 months ago

We stayed at Cam’s place for one night over the Christmas holidays and it was a great location as just a brief car ride down the road from Blue Mountain Village. It was walkable, too. The place was organized and cute. Cam was helpful and gave suggestions for restaurants and the shuttle bus to the Village. We would love to stay at Cam’s place again!

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, 176 reviews

Cozy Loft with 2 Baths Next to the Slopes

MarcoRating, 5 stars3 months ago

Great place to stay. Cozy cabin in the blue mountain surrounded by things to do!

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.

4.75 out of 5 average rating, 497 reviews

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

NicoleRating, 5 stars2 weeks ago

This chalet is perfect for a weekend getaway to explore the beauty of Blue Mountains, in any season. It's very clean and very easy to check in and out. The beds are comfortable too!

4.92 out of 5 average rating, 300 reviews

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.

Loft in Midland

Perch by the Bay - Downtown Midland / Private Loft

GustavoRating, 5 stars4 weeks ago

An Amazing Visit! I had a great time staying at Sue's house in Midland recently, and I highly recommend it! My family and I were welcomed with warmth and hospitality as soon as we arrived. Sue gave clear instructions and useful local advice, and the check-in process went smoothly. The actual lodging was comfortable, roomy, and up to date, with all the amenities we required for a relaxing stay. The visitor's guide with the map and a list of local eateries and cafes was my favourite part. The location was ideal—quiet and near eateries. All in all, we had an amazing time, and I would most certainly return. I appreciate you being such a great host, Sue!

An open-concept living area displays a spacious sofa in earthy tones, complemented by a coffee table. A large bed is visible in the sleeping area, separated by a staircase. Natural light enters through large windows, and artwork adorns the walls, adding a modern touch.

4.45 out of 5 average rating, 223 reviews

Relaxing Condo Loft Getaway- Blue Mountain

TaylorRating, 5 stars4 months ago

it was a great stay very clean and comfortable

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Loft rentals with a washer and dryer

A scenic view features a tranquil lake with a fountain in the foreground. Bright orange adirondack chairs provide seating near the water, surrounded by vibrant flowers in a planter. Lush green hills are visible in the background, complemented by picturesque buildings nestled within the trees.

4.89 out of 5 average rating, 74 reviews

Outdoor Pool and Hot Tub 2 Bedroom, 2 floor home

HanmeiRating, 5 stars1 month ago

Very nice place. Very good time spent with family

A small dining area is positioned near a window, featuring a dark table with two placemats. A white pitcher filled with dried flowers is set at the center, complemented by light-colored curtains framing the window, which offers a view of the outdoor scenery.

Loft in Schomberg

5 out of 5 average rating, 4 reviews

The French Country Loft

AmyRating, 5 stars9 months ago

This was a wonderful place to stay while we were visiting family in Nobleton - we truly enjoyed our time here.

4.82 out of 5 average rating, 22 reviews

Loft in Barrie

Private apartment near lake Simcoe

AnnetteRating, 5 stars2 weeks ago

I had the good fortune to stay again recently. My first impressions were 100% confirmed - Rebecca’s Airbnb is a true gem 💎 Looking forward to the next time!

4.98 out of 5 average rating, 88 reviews

A bright bathroom area contains a shower and tub combination, enhancing functionality. A long counter with a sink is positioned adjacent to two laundry machines. Light grey walls contrast with the tiled floor, providing a clean and spacious look.

Loft in Midland

Season's Retreat

IsaacRating, 5 stars21 months ago

We only had a short stay, two weekend nights. but everything was great. perfect for a family of four (2 adults, two kids, 5 & 2). 2 bedrooms, big beds, has a kitchen to cook and large bathroom with washer and dryer and lots of towels for use. There was cable TV (no streaming services unless you use your login). We were like 5 minutes aways from several grocery stores and resturants and 7 minutes away from Balm beach (public access but limited paid parking so go early like 9-930am at the latest on a weekend). This location is also a close drive to Rounds Ranch and Elmvale Zoo. The airbnb was a great private location as the owners live on the rather large property but live up the hill so you get privacy. It was about 1.5 hour drive from Toronto which was great for us. We would recommend this place and go again next year.

5 out of 5 average rating, 7 reviews

A wooden deck offers a relaxing spot with an orange Adirondack chair positioned beside a lantern. The deck overlooks a serene pond, with trees visible in the background, creating a peaceful outdoor atmosphere. Light reflections on the glass panels enhance the view.

Loft in Shelburne

Sunflower Loft

CarloRating, 5 stars4 weeks ago

We had an amazing stay at Sunflower Loft. Margaret was extremely responsive and made our stay really special. We would definitely recommend this place if you’re looking for a quiet get away from the hustle and bustle of the city.