
Holiday houses in Grey Highlands
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Quick stats about holiday rentals in Grey Highlands

Total holiday rentals
Explore 1,280 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $56 AUD per night before taxes and fees

Verified guest reviews
Over 91,190 verified reviews to help you choose

Family-friendly holiday rentals
1,070 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 510 rentals that welcome pets

Holiday rentals with a pool
540 properties feature pools

Rentals with dedicated workspaces
630 properties have a dedicated workspace

Wi-Fi availability
1,250 of Grey Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grey Highlands rentals

4.8 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Grey Highlands
Guests agree: these stays are highly rated for location, cleanliness and more.

Valley View Farm Retreat ~ Family, Pets, Hiking
Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

Luxurious Creek Retreat With Hot Tub
Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

The Red House – Private Wooded Oasis & Hot Tub
Unplug in our private 3-acre forest retreat. Wake up in a king bed, brew coffee in the fully-stocked kitchen, then step onto the wrap-around deck surrounded by cedar forest. After hiking the Bruce Trail, skiing at Beaver or Blue, paddling Lake Eugenia or enjoying a foodie-road-tour, sink into the sparkling hot tub. Evenings end around the wood stove or the outdoor fire-pit under a star-filled sky. Fast Wi-Fi, cozy beds and thoughtful touches make every stay easy, relaxing and memory-filled.

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond
Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

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.

Beaver Valley Escape - HotTub & Outdoor Pizza Oven
Beautiful country house on 12 acres, 4 bedrooms and 3 bathrooms. 2 bedrooms are en suite. Vaulted ceilings with light streaming in. Fully stocked kitchen, large hot tub, Weber BBQ, wood burning stove and yoga loft. Beautiful views of the valley. Tranquil setting with gardens and trails out the door. Come and enjoy this area perfect for active families. Minutes from award winning restaurants and the Bruce Trail. Starlink has been installed so internet is fast if you need to connect.

Private Luxury Creekside Cabin with Sauna
Exclusive luxury retreat! Creekside Cabin is the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. Creekside is a fully licensed private property will instantly welcome you with peaceful sounds of cascading streams and waterfalls. Surrounding the beautiful pond, the forest setting is home to an array of wildlife including spotted deer, blue heron and even the beautiful snowy owl casually passing through.

The Nottawa Nest
Spacious loft apartment, nestled in the heart of Nottawa, a quiet and friendly village just 5min. south of downtown Collingwood and 15min. from Blue Mountain and Wasaga Beach. Enjoy next door the local pub restaurant, cafe, bookstore & LCBO variety store. This beautifully finished getaway has two comfortable bedrooms, laundry room with daybed, dedicated work space, open concept living room & kitchen with cathedral ceiling & gas fireplace. Perfect for two couples, small family or group.

The Post Office Motel & Spa in the ❤️ of Kimberley
*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Luxury tiny home on peaceful country estate
Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

All-Season Cottage on the Lake
An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
Newly renovated chalet near Collingwood, Blue Mountain, and Eugenia Lake on a quiet paved road 🚴. Whether you love recreational activities, bird watching, relaxing in a hot tub, or cozying up by a wood-burning fire, this is a perfect place to be inspired by nature and unwind. Near by: - Beaver Valley Ski club - Hearts Tavern - Eugenia Lake - Old Baldy - Kolapore Trails - Metcalf Rock - Collingwood - Blue Mountains - Thornbury - The Roost Winery
Popular amenities for Grey Highlands holiday rentals
Other great holiday rentals in Grey Highlands

The Hidden Haven Cottage

Cabin in the Woods

The Cabin in the Woods

Charming Pioneer Cabin in the Woods

Cozy cottage in the woods near trails & waterfalls

Eugenia Falls Modern Farmhouse

Brewster's Lake Escape | Lakefront in Singhampton

Private Waterfront, Dock — Lake Eugenia Escape
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $274 AUD | $297 AUD | $251 AUD | $209 AUD | $209 AUD | $209 AUD | $255 AUD | $266 AUD | $206 AUD | $210 AUD | $201 AUD | $311 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Grey Highlands?
Grey Highlands has more than 1,070 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in tiny house rentals in Grey Highlands?
Experience the best of Grey Highlands with our tiny house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Grey Highlands?
Four-legged friends are welcome in Grey Highlands. Choose from more than 510 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Grey Highlands?
Yes! Work meets play with ease at over 630 vacation rentals in Grey Highlands featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Grey Highlands house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 house rentals with pools in Grey Highlands, available on Airbnb. Make a splash and soak up the sun in style!
Do chalet rentals in Grey Highlands have air conditioning?
Absolutely! We offer over 170 chalet rentals with air conditioning in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Grey Highlands have a kitchen?
Absolutely! We offer over 190 chalet rentals with a kitchen in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do loft rentals in Grey Highlands have wifi?
Absolutely! We offer over 20 loft rentals with wifi in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Grey Highlands have free parking?
Absolutely! We offer over 190 chalet rentals with free parking in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Townhouse Rentals in Grey Highlands?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 90 homes with free parking, over 90 homes with wifi, over 90 homes with a kitchen, over 90 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Family-friendly rentals Grey Highlands
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- Rentals with a sauna Grey Highlands
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- Rentals with pools Grey Highlands
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- Blue Mountain Village
- Wasaga Beach Area
- Elora Gorge
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Harrison Park
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Craigleith Provincial Park
- Guelph Lake Conservation Area
- Rockwood Conservation Area
- Belwood Lake Conservation Area
- Forks of the Credit Provincial Park
- Gateway Casino-Innisfil
- Sauble Falls Provincial Park





