Vacation Rentals in Grey Highlands: 1,000+ properties

Choose from 1,011 vacation rentals located in Grey Highlands, Ontario. Top filters in Grey Highlands include Internet / Wifi, Kitchen or Kitchenette, and Air conditioner. Prices range from $39 to $6,989 per night. Our most popular vacation rental types near Grey Highlands are House and Hotel.

Top vacation rentals in Grey Highlands

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5.0

Outstanding(272 Reviews)

Slope Side Chalet Inspired Townhome , renovated and very clean. Free Night stay.

Apartment

in The Blue Mountains

6 guests · 3 bedrooms · 2 baths

Ski in / Ski out · Garden · Pool

Most favorited

Discover the beauty of Grey Highlands with a stay at Slope Side Chalet Inspired Townhome , renovated and very clean. Free Night stay., a top rated Apartment with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$

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4.8

Outstanding(265 Reviews)

Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 200 ⭐⭐⭐⭐⭐ Reviews!

Apartment

in The Blue Mountains

6 guests · 3 bedrooms · 2 baths

Ski in / Ski out · Pool · Kitchen or Kitchenette

This Apartment for $203 in Grey Highlands, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

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3.6

Good(755 Reviews)

Comfort Inn & Suites

Hotel

in Collingwood

2star

2 queen beds

Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Grey Highlands? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

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4.0

Good(460 Reviews)

Luxury Inn

Hotel

in Collingwood

2star

2 queen beds

Garden · Kitchen or Kitchenette · Air conditioner

Enjoy the best of Grey Highlands in our Hotel, Luxury Inn. A stunning property with amenities including Air conditioner, Internet / Wifi and Kitchen or Kitchenette, and more.

$$$$

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Explore vacation rentals with the most popular amenities in Grey Highlands

Vacation rentals with internet & wifi in Grey Highlands

4.9

Outstanding(165 Reviews)

✨Pet friendly, ground floor condo, steps to the Village✨

Apartment

in The Blue Mountains

8 guests · 4 bedrooms · 2 baths

Garden · Pool · Pets allowed

Experience vacation in Grey Highlands with our Apartment, ✨Pet friendly, ground floor condo, steps to the Village✨. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$

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4.7

Outstanding(162 Reviews)

Beautiful Chalet with Deluxe Hot Tub and Sauna

Chalet

in Blue Mountains

18 guests · 7 bedrooms · 2 baths

Garden · Pets allowed · Kitchen or Kitchenette

Most favorited

Soak up the beauty of Grey Highlands in our Chalet, Beautiful Chalet with Deluxe Hot Tub and Sauna. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.

$$$$

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3.8

Good(1,024 Reviews)

Living Stone Golf Resort

Resort

in Collingwood

2 queen beds

Garden · Pool · Pets allowed

This Resort in Grey Highlands, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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4.1

Excellent(1,219 Reviews)

Days Inn & Suites by Wyndham Collingwood

Hotel

in Collingwood

3star

1 king bed, 1 sofa bed

Pool · Kitchen or Kitchenette · Air conditioner

When traveling to Grey Highlands, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $79 per night.

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Grey Highlands

Grey Highlands travel guide

Let us help you plan your perfect Grey Highlands vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Grey Highlands, and more.