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

Hand-Crafted Cabin in Stunning Beaver Valley
Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

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.

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.

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.

"Wine Down" in Scenic Grey Highlands
Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

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🌿

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.

1BR Boutique Suite #7 - The Lake at Blue Mountains
Experience The Comforts of Home While You're Away & we are pet friendly! All rental check-ins are “non contact/digital” and every suite has it’s own heating and cooling system (no shared air)! All our suites are fully contained and separated with concrete walls & outside access only (no shared hallways or doors). Your safety is our priority! Just drive-up and check yourself in safely. Located in a quiet community, we ask that there are no parties or events

Rivergrass Oasis Across from Blue Mtn Hot Tub!
Rivergrass Oasis is located in the Beautiful Rivergrass community adjacent to Blue Mountain. This unit backs onto Monterra Golf Course, the community swimming pool and hot tub. This unit is within a 5-7 minute walk to the heart of Blue Mountain Village and Monterra Golf Course. Making this property an ideal location for those that want to park their car and walk to the all amenities at Blue Mountain such the ski hills, restaurants, shops, and activities.

Bunkie in the Country
Now CLOSED until spring The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. For allergenic reasons and safety of animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.
Popular amenities for Grey Highlands vacation rentals
Other great vacation rentals in Grey Highlands

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

Private Luxury Creekside Cabin with Sauna

Stonefox Retreat: secluded cottage on 100 acres

The Nottawa Post Office Inn

New guesthouse in amazing location

Charming Pioneer Cabin in the Woods

Private with Self Check-in Bright & Modern Comfort

Blue Barn Bed n Bale / Blue Mountain
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,194 GYD | G$38,077 GYD | G$33,684 GYD | G$29,918 GYD | G$31,801 GYD | G$33,893 GYD | G$38,287 GYD | G$39,960 GYD | G$30,964 GYD | G$31,592 GYD | G$30,127 GYD | G$46,655 GYD |
| 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 970 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 $80 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 500 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 690 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 480 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 1,190 vacation rentals in Collingwood, and over 710 vacation rentals in Blue Mountain.
Do cottage rentals in Grey Highlands have air conditioning?
Absolutely! We offer over 60 cottage rentals with air conditioning in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Grey Highlands have a kitchen?
Absolutely! We offer over 330 condo rentals with a kitchen in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Grey Highlands have wifi?
Absolutely! We offer over 30 cabin rentals with wifi in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Grey Highlands have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Grey Highlands

Total vacation rentals
Explore 1,240 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 88,110 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 500 rentals that welcome pets

Vacation rentals with a pool
480 properties feature pools

Rentals with dedicated workspaces
690 properties have a dedicated workspace

Wi-Fi availability
1,190 of Grey Highlands vacation 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!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Elora Gorge
- Caledon Ski Club LTD
- Inglis Falls
- Elora Quarry Conservation Area
- Harrison Park
- Forks of the Credit Provincial Park
- Sauble Beach
- Mono Cliffs Provincial Park
- Innisfil Beach Park
- Wye Marsh Wildlife Centre
- Awenda Provincial Park
- Centennial Beach
- Island Lake Conservation Area
- Sauble Falls Provincial Park
- Rockwood Conservation Area
- Sunset Point Park




