Holiday rentals with a pool in Grey Highlands

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Top-rated rentals with a pool in Grey Highlands

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 370 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Guest favourite

Apartment in The Blue Mountains

4.94 out of 5 average rating, 126 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

Guest favourite

Tiny home in Meaford

4.86 out of 5 average rating, 345 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. 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. INTERNET just upgraded! Window Aircon/pool opens end of May or June.

Superhost

Condo in The Blue Mountains

4.81 out of 5 average rating, 192 reviews

Mountainside Escape - Shuttle to the Village

Mountainside Escape is a cozy 1 bedroom located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Guest favourite

Cottage in Tiny

4.97 out of 5 average rating, 105 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Guest favourite

Loft in The Blue Mountains

4.89 out of 5 average rating, 134 reviews

Fox Ridge - Shuttle to the Village / Hiking Trails

Fox Ridge is a family friendly loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tubs year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Superhost

Loft in The Blue Mountains

4.82 out of 5 average rating, 109 reviews

Sunshine Summit - Ski in / Ski out

Sunshine Summit is a bright loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Top Guest favourite

Farm stay in Essa

4.99 out of 5 average rating, 174 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Guest favourite

Place to stay in The Blue Mountains

4.83 out of 5 average rating, 561 reviews

Base of the Mountain, 2 Bedroom Loft Condo.

This newly updated, clean ski chalet is a lovely 2 bed 2 bath, at the base of Blue Mountain. Our chalet is one of the few units that has a private first floor bedroom. The location is a great jumping off point for all the activities you can enjoy at Blue Mountain, Collingwood and Georgian Bay. Blue Mountain Village, as well as the Scandinavia Spa , Northwinds Beach, cafe's and restaurants only 1Km away. Ski In/Ski Out with the north ski lift approximately 150 meters from our unit.

Guest favourite

Loft in The Blue Mountains

4.9 out of 5 average rating, 208 reviews

Mountainside Escape - Shuttle to the Village

Mountainside Escape is located in the North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Superhost

Chalet in The Blue Mountains

4.84 out of 5 average rating, 778 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

Superhost

Condo in The Blue Mountains

4.85 out of 5 average rating, 384 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

Welcome to our beautiful studio at the foot of Blue Mountain ski hills. Fully renovated from top to bottom in 2021 and ready for visitors! 'Cascade Cabin' is a modern studio which sleeps 3 and features a King bed with a queen sofa bed in the living area. Unit features a fully equipped kitchen with seating for 3, full bathroom with shower & new soaker tub. The condo is located within minutes from Blue Mountain Village and within walking distance to the north ski lift.