
Cabin vacation rentals in Grey Highlands
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Top-rated cabin rentals in Grey Highlands
Guests agree: these cabins are highly rated for location, cleanliness, and more.

The Stone Heron
Welcome to the Stone Heron, a diamond in the country side! An hour from Toronto.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom 2nd BR bunk beds w/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Scarlet Yurt | Four-Season Glamping + Sunrise View
ReLive Retreat's four-season yurt glamping in Ontario. The Scarlet Yurt is our larger Mongolian yurt, perched with beautiful sunrise views at a peaceful, dog-friendly nature retreat. Warm red and dark-brown interior, wood-burning stove + propane heat, queen bed plus double fold-out, kitchenette with spring water, half bath with compost toilet, private deck, fire-pit area, a shared wood-fired sauna and 3-season showers. Set on a quiet 72-acre forested property surrounded by wildlife and trails.

The Trails Retreat (Private Cabin)
Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Kimberley Creek Cabin
Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

Little Lake Lookout: Sauna, Beach, Dock, Dogs!
Escape to Little Lake Lookout! This serene 2-bedroom + loft and 2-bath retreat boasts 170ft of private lakefront on Little Lake. Enjoy stunning views of the Niagara Escarpment and an abundance of nature and wildlife. With all-season amenities and a scenic drive from the GTA and London, this dog-friendly oasis (we're fenced!) is the perfect getaway for making memories. Only 7 minutes from the charming village of Lion's Head. Book now for a truly unique experience! @NorthPawProperties

Tiny A-Frame near the Bruce Trail
Find yourself nestled among pines trees just steps from the Bruce Trail! This 100 sq. ft. tiny A-Frame offers cozy comfort with two stackable twin beds that convert into a queen (side-by-side) when desired. Amenities include the essentials: BBQ, drinking and dish water, power box to charge devices and a small light, plus an outhouse with a composting toilet. Centrally located near Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

Erin Cabin Getaway and Bunkie
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

MapleHaven Cabin @ Lake Eugenia
A rustically elegant log cabin sitting on an acre of beautiful mature maple trees on a quiet dead-end street. Find peace and tranquility in the rustic atmosphere the log cabin setting provides, but enjoy all of the comforts of home. Enjoy 3 bedrooms ,2 baths with a master bedroom that features a coffee bar and covered balcony . Located at Lake Eugenia, in the heart of the scenic Beaver Valley, a 4 seasons playground. Walking distance to public beach/boat launch.

High Crest Hideaway
Come and enjoy the peace and quiet of the countryside. Disengage and take time out to reset and recharge. Tour around small town Ontario and enjoy the beautiful views the Mulmur Hills provide. Biking, hiking, skiing and outdoor activities all within minutes of the cabin. Wake up to the sound of birds, spend the day as you wish and end it with a bonfire at the firepit. Rest and relaxation are on the agenda.

Peaceful cabin-in-the-woods 50 acre private forest
Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.

Minniehill A-Frame
Designed as a tiny home with everything you need, this semi off-grid cabin is tucked away in Minniehill, Meaford, Ontario. Minutes from beautiful Georgian Bay, down the road from the Bruce Trail hiking entrance, local public and private ski hills, and some of Ontario's best restaurants, while feeling like you've left the rest of the world behind.
Popular amenities for Grey Highlands cabin rentals
Cabin rentals with a hot tub

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

3 Bedroom Cabin with Hot Tub Near Wasaga Beach

Cozy Cabin Inn & Spa (HotTub, Sauna, Chalet Vibe)

Cedar and Fern Cabin | Private Pond Forest Retreat

Romantic Spa/Sauna Cabin Getaway

Lakefront Cozy Cottage w Hot Tub!

Private Cabin Getaway with Hot Tub

The Morhaven-A Luxe Winter Oasis
Pet-friendly cabin rentals

Bunkie in the Pines

Fern Hill Cabin

The Beach Deck Retreat

Privacy Plus - cozy two bedroom country cottage

Two - YES 2 cozy cabins !

Skipping Rock Cabin: Ski, Soak & Warm Up

Country Cabin - 45 Acres with Freshwater Swimming

Hemlock Lake House
Private cabin rentals

Oak Cabin on Sparrow Lake

Private Log Cabin with 7 beds, 2 futons + hot tub

Bird Haven Log Cabin

Beach House Elora

Cabin Under the Stars - Cabin #1

Cozy cabin on the lake

The White Cottage with infinity views

Harvest Haven Cabin - Working Farm & Gardens
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ705 | ﺩ.ﺇ712 | ﺩ.ﺇ764 | ﺩ.ﺇ562 | ﺩ.ﺇ661 | ﺩ.ﺇ632 | ﺩ.ﺇ672 | ﺩ.ﺇ687 | ﺩ.ﺇ760 | ﺩ.ﺇ690 | ﺩ.ﺇ859 | ﺩ.ﺇ933 |
| 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 cabin rentals in Grey Highlands

Total vacation rentals
Explore 40 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 3,380 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 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

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
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- Blue Mountain Village
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- Caledon Ski Club LTD
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