
Cabin holiday 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

Juniper Yurt | Four-Season Forest Glamping + Sauna
ReLive Retreat's four-season yurt glamping in Ontario. The Juniper is a Mongolian yurt at a peaceful, friendly-dog-friendly, private nature retreat, perfect for couples and solo escapes. Cozy 16’ round space with wood-burning stove + propane heat, queen bed + single fold-out, kitchenette with spring water, attached half bath (compost toilet), private deck & fire-pit, plus a shared wood-fired sauna + 3-season showers. Set on a private and quiet 72-acre property surrounded by forest and wildlife.

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!

Lakefront Cozy Cottage w Hot Tub!
On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

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.

Rustic Cabin on Private Pond
Our Rustic Beach House is simply furnished and set on you very own private pond with a private beach. It has electricity, does not have plumbing. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and you have access to our guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

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!

Cabin stay and play! 10 mins to Canadian Open!
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.

Heritage Reflections Guest House
Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.

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

Private Log Cabin with 7 beds, 2 futons + 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

The Nest Lakehouse - Hot Tub, Innisfil Beach Park

Romantic Spa/Sauna Cabin Getaway

Skipping Rock Cabin: Cozy Charm & Hot Tub Bliss
Pet-friendly cabin rentals

Bunkie in the Pines

Waterfront Cottage on Severn Falls

The Loon Muskoka Water Front Cabin

The Blue Cottage

Cabin Under the Stars - Cabin #1

Hawthorn Cottages - Bunkie #1

Privacy Plus - cozy two bedroom country cottage

Two - YES 2 cozy cabins !
Private cabin rentals

Great Family Get Away - Wasaga Beach (3) wifi

Bird Haven Log Cabin

Lakeside Retreat: Steps to Sandy Beach

Hideaway Lauriston Acres

Cozy cabin

Croak Cabin

Beautiful Six Mile Lake Muskoka

Two Bedroom Cabin/3 min walk to Beach
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $494 NZD | $487 NZD | $376 NZD | $262 NZD | $308 NZD | $294 NZD | $313 NZD | $320 NZD | $354 NZD | $322 NZD | $400 NZD | $434 NZD |
| 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 holiday rentals
Explore 40 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $103 NZD per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Grey Highlands holiday 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
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Elora Gorge
- Caledon Ski Club LTD
- Inglis Falls
- Awenda Provincial Park
- Wasaga Beach Area
- Sauble Beach
- Forks of the Credit Provincial Park
- Wye Marsh Wildlife Centre
- Elora Quarry Conservation Area
- Sunset Point Park
- Mono Cliffs Provincial Park
- Harrison Park
- Centennial Beach
- Innisfil Beach Park
- Sauble Falls Provincial Park
- MacGregor Point Provincial Park





