Vacation rentals with a pool in Grey County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Grey County

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

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Guest favourite

Loft in The Blue Mountains

4.82 out of 5 average rating, 171 reviews

Tranquility Oasis - Outdoor Pool / Hiking Trails

Tranquility Oasis is a vibrant 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, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Nov. 14 – 21

$189 CAD per night

Guest favourite

Home in Owen Sound

4.98 out of 5 average rating, 214 reviews

The Butchart Estate: your perfect family retreat!

Looking for a special place to spend some time? Make Butchart Estate your own, self-contained and private family retreat. Share precious time together and make some memories in this beautiful and well-equipped heritage home. Inside, enjoy the gourmet kitchen, relax in your own private indoor pool & hot tub, curl up by the fireplace, play board games galore. Free wifi. Outdoors, explore our beautiful nature walks, and local excursions. Enjoy a slower pace, and treasure some time together.

Mar. 11 – 18

$574 CAD per night

Guest favourite

Condo in The Blue Mountains

4.88 out of 5 average rating, 198 reviews

1 Bed, 1 Bath Lovely Open Concept Resort Condo

Come and relax by the mountain and enjoy our renovated open concept living space. Our clean & comfortable studio condo has everything you need for a memorable getaway. We want you to have a fantastic time and have stocked our condo with all the things we expect when we travel. You'll find all the extras that make a place special: 40 inch flat screen T.V., fresh linens, well stocked kitchen, newer furnishings & decor, napoleon fireplace, deep jetted tub & free WiFi, NETFLIX and cable.

Jun. 10 – 17

$196 CAD per night

Superhost

Tiny homes in Meaford

4.85 out of 5 average rating, 255 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 pool available for the summer months with possibilities of covid restrictions. INTERNET just upgraded!

Oct. 29 – Nov. 5

$139 CAD per night

Guest favourite

Condo in The Blue Mountains

4.89 out of 5 average rating, 140 reviews

Sweet Retreat - Private Patio / Community Pool

Sweet Retreat is 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, two hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

May 31 – Jun. 7

$171 CAD per night

Superhost

Condo in The Blue Mountains

4.86 out of 5 average rating, 296 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.

Jun. 26 – Jul. 3

$229 CAD per night

Guest favourite

Farm stay in Markdale

4.99 out of 5 average rating, 124 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. Please note DOGS MUST be on a leash when on the property.

Apr. 4 – 11

$206 CAD per night

Guest favourite

Condo in The Blue Mountains

4.89 out of 5 average rating, 349 reviews

Modern Updated Studio at the Base of Blue Mountain

Our gorgeous studio chalet is perfect for two, or a couple with small children! Newly renovated with a custom kitchen and fireplace. Located right at the base of the ski hill our cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Our chalet is ski in ski out and located right at the North Chair. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Come and enjoy all that Blue Mountain has to offer!

Sep. 15 – 22

$221 CAD per night

Guest favourite

Condo in The Blue Mountains

4.88 out of 5 average rating, 188 reviews

Hidden Haven - Shuttle to Blue / Outdoor Pool

Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is a 2 minute drive, 20 minute walk or a quick shuttle ride to the heart of Blue Mountain Village where you will find the ski hills, restaurants, shops and more. Snowbridge offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, and beautiful walking trails with views of Blue Mountain for guests to use during their stay.

Oct. 2 – 9

$210 CAD per night

Guest favourite

Condo in Blue Mountains

4.83 out of 5 average rating, 235 reviews

PRIVATE BACKYARD & 10 MIN WALK TO VILLAGE & POOL

Relax and enjoy the beauty of the Blue Mountains nestled in this gorgeous two bedroom condo located directly across from the Blue Mountain Village in the prestigious Snowbridge community. - 10 minute walk to the Village - located on Monterra Golf Course - private backyard - the pool is shared with the residents of the subdivision (summer only) - BBQ - sleeps 6 comfortably - 5 min to town, stores/ amenities -condo is on the main floor level

May 22 – 29

$192 CAD per night

Guest favourite

Chalet in The Blue Mountains

4.94 out of 5 average rating, 291 reviews

Immaculate Blue Mountains chalet

Welcome to our cozy chalet located in walking distance of Blue Mountain village. The chalet has been recently updated, including a luxurious king bed. Through winter, enjoy a relaxing evening by the fire, after a day on the slopes. In summer, enjoy time at the pool, after day on the golf course. The chalet is equipped with everything you need for a tranquil getaway. Enjoy free shuttle service to the village. STA Licence # LCSTR20220000127

Jun. 14 – 21

$207 CAD per night

Guest favourite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 199 reviews

The Little Blue Spruce 2km to village/free shuttle

Experience a perfect getaway at this fully renovated spacious Snowbridge Chalet. Located in a quiet neighbourhood 5min from the village, this unit comes with everything you might need - unlimited fast internet, cable, Netflix, Prime, Disney+, Crave, linens, towels, washer/dryer and a fully stocked kitchen plus a patio with green space and a gas BBQ. ** Click on my profile to see my 3 bedroom listings ** LICENCE NO. LCSTR20220000080

May 1 – 8

$242 CAD per night