Vacation Rentals in Grey Highlands: 900+ properties

Choose from 938 vacation rentals located in Grey Highlands, Ontario. Top filters in Grey Highlands include Internet / Wifi, Kitchen / Kitchenette, and Air conditioner. Prices range from $54 to $9,592 per night. Our most popular vacation rental types near Grey Highlands are House and Hotel.

Top vacation rentals in Grey Highlands

5.0

Outstanding(264 Reviews)

Condo

in The Blue Mountains

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

6 guests · 2 bedrooms · 2 baths

Ski in / Ski out · Garden · Pool

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 Condo with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$

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4.8

Outstanding(248 Reviews)

Condo

in The Blue Mountains

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

6 guests · 2 bedrooms · 2 baths

Ski in / Ski out · Pool · Kitchen / Kitchenette

This Condo for $169 in Grey Highlands, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

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4.0

Good(477 Reviews)

Hotel

in Collingwood

2star

Luxury Inn

Garden · Kitchen / 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 / Kitchenette, and more.

$$$$

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4.1

Excellent(1,694 Reviews)

Hotel

in Collingwood

3star

Georgian Bay Hotel Trademark Collection by Wyndham

Garden · Pool · Kitchen / Kitchenette

Nestled in Grey Highlands, this Hotel is perfect for your next vacation. Enjoy Georgian Bay Hotel Trademark Collection by Wyndham's top-rated amenities, including Air conditioner, Dishwasher and Fireplace, 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(160 Reviews)

Condo

in The Blue Mountains

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

8 guests · 3 bedrooms · 2 baths

Garden · Pool · Pets allowed

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

$$$$

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4.8

Outstanding(108 Reviews)

House

in The Blue Mountains

Short walk to the village-Stunning upgraded Rivergrass condo w/ beautiful decor

8 guests · 3 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

House in Grey Highlands, for $357 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Living room | TV, fireplace, DVD player, table tennis

4.7

Outstanding(157 Reviews)

Chalet

in Blue Mountains

Beautiful Chalet with Deluxe Hot Tub and Sauna

18 guests · 7 bedrooms · 2 baths

Garden · Pets allowed · Kitchen / Kitchenette

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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4.1

Excellent(1,254 Reviews)

Hotel

in Collingwood

3star

Days Inn & Suites by Wyndham Collingwood

Pool · Kitchen / 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 $104 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.