Vacation Rentals in Grey Highlands: 1,000+ properties

Choose from 971 vacation rentals located in Grey Highlands, Ontario. Top filters in Grey Highlands include Internet / Wifi, Kitchen / 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

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

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 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 $127 in Grey Highlands, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

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4.1

Excellent(762 Reviews)

Hotel

in Blue Mountains

4star

The Westin Trillium House, Blue Mountain

Ski in / Ski out · Garden · Pool

Looking for a memorable stay in Grey Highlands? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more during your stay.

$$$$

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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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Explore vacation rentals with the most popular amenities in Grey Highlands

Vacation rentals with internet & wifi in Grey Highlands

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

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(1,089 Reviews)

Resort

in Collingwood

Living Stone Golf Resort

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(1,254 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 $75 per night.

$$$$

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5.0

Outstanding(96 Reviews)

Cottage

in Grey Highlands

Lakefront Spectacle In Beaver Valley / Lake Eugenia

6 guests · 3 bedrooms · 2 baths

Pets allowed · Kitchen / Kitchenette · Internet / Wifi

Discover the beauty of Grey Highlands with a stay at Lakefront Spectacle In Beaver Valley / Lake Eugenia, a top rated Cottage with amenities such as Dishwasher, Internet / Wifi and Laundry, and more.

$$$$

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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.