
Holiday houses in Grey Highlands
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Grey Highlands
Guests agree: these stays are highly rated for location, cleanliness and more.

Blue Barn Bed n Bale / Blue Mountain
2 q beds. Main bunky bed, 1 bedroom (please inform if second bed is needed) A relaxing, peaceful farm stay on a working farm with or without your horses. Bright clean bunky built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with the horses.We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, mountain biking.

Valley View Farm Retreat ~ Hiking, Skiing, Pets
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.

Stylish Log Chalet w/ Hot tub Minutes to Village
A real gem! Warm & inviting, our 3 bdrm chalet comfortably sleeps 8 & offers an upscale setting for your special Blue Mountain getaway. Decorated with a mix of vintage & modern to provide the very best comfort, we offer a 6 person Hottub on our south facing upper deck, Gourmet Kitchen, Spa Bathroom, 3 Smart TVs, WiFi, Laundry, Propane BBQ, & so much more. Come with families, friends, or just the 2 of you, to relax & put your feet up. In the country yet 2 minutes from town. You'll love it!

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Secluded Cabin overlooking Valley.
Our comfy one-room cabin sits on the edge of 40 wooded acres, overlooking a pastoral valley. Enjoy a relaxing breakfast (included) on the deck while taking in the countryside view, and in the evening, lose yourself in the deep, dark, star-studded sapphire sky. A great home base as you experience the area - hiking beaches, waterfalls, cideries, vineyards and wineries. See more things to do at visitgrey. ca. Or stay put and enjoy your secluded getaway. Read a book, take a hike, or have a nap.

Quiet Retreat for Two
Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Tiny Home Nestled between Thornbury & Meaford
Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

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.

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🌿

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!

Private 5 Acre Chalet with Bunkie & Sauna
An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

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.
Popular amenities for Grey Highlands holiday rentals
Other great holiday rentals in Grey Highlands

From A to Zen - a refined glamp

Hilltop Mesa- carriage house on acreage

Blue Mountain Riverside Lodge | Hottub & Sauna

Paradise in the Valley

The Beach House, Georgian Bay, Beach View w/ Sauna

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit

Dream Capsule | 3-Season Glamping Escape in Nature

Eugenia Falls Modern Farmhouse
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $277 AUD | $300 AUD | $253 AUD | $201 AUD | $214 AUD | $228 AUD | $258 AUD | $269 AUD | $208 AUD | $213 AUD | $203 AUD | $314 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 1,000 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Grey Highlands?
Experience the best of Grey Highlands with our house rentals, starting at about $50 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 700 vacation rentals in Grey Highlands featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Grey Highlands vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 540 vacation homes with pools in Grey Highlands, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Grey Highlands?
Make yourself at home in Grey Highlands by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Markdale, over 1,220 vacation rentals in Collingwood, and over 760 vacation rentals in Blue Mountain.
Do condo rentals in Grey Highlands have air conditioning?
Absolutely! We offer over 350 condo 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 180 chalet rentals with a kitchen in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Grey Highlands have wifi?
Absolutely! We offer over 10 guesthouse 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 180 chalet rentals with free parking in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Grey Highlands

Total holiday rentals
Explore 1,250 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 92,310 verified reviews to help you choose

Family-friendly holiday rentals
1,000 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
700 properties have a dedicated workspace

Wi-Fi availability
1,170 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Cleveland Holiday rentals
- Central New York Holiday rentals
- Rentals with pools Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Rentals with a sauna Grey Highlands
- Rentals with a washing machine and dryer Grey Highlands
- Rentals with beach access Grey Highlands
- Loft rentals Grey Highlands
- Cottage rentals Grey Highlands
- Guesthouse rentals Grey Highlands
- Waterfront rentals Grey Highlands
- Rentals with an EV charger Grey Highlands
- Bed and breakfasts Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Rentals with a fireplace Grey Highlands
- Rentals with a fire pit Grey Highlands
- Condo rentals Grey Highlands
- Family-friendly rentals Grey Highlands
- Beachfront rentals Grey Highlands
- Cabin rentals Grey Highlands
- House rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Pet-friendly rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Rentals with breakfast Grey Highlands
- Hotel rooms Grey Highlands
- Apartment rentals Grey Highlands
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Cobble Beach Golf Resort Community
- Scandinave Spa Blue Mountain
- Wasaga Beach Area
- Awenda Provincial Park
- Elora Gorge
- Sauble Beach
- Inglis Falls
- Wye Marsh Wildlife Centre
- Forks of the Credit Provincial Park
- Centennial Beach
- Sauble Falls Provincial Park
- Mono Cliffs Provincial Park
- Hockley Valley Resort - Golf, Spa and Ski
- Harrison Park
- Sunset Point Park
- Elora Quarry Conservation Area
- Innisfil Beach Park
- Island Lake Conservation Area





