Holiday 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

4.86 out of 5 average rating, 189 reviews

Northern Tranquility - Outdoor Pool / Cozy Patio

Northern Tranquility 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

21–28 May

$138 SGD per night

Guest favourite

Home in Meaford

4.96 out of 5 average rating, 146 reviews

Redhill Luxury Home...by the Blue Mountains

This eco friendly house of 4,500 sq ft is bright, modern, luxurious on 50 acres of rolling hills with a beautiful pond and hiking trails. All bedroom ensuite plus two extra full bathrooms. Comfortably sleeps up to 24 guests. Amazing view, sunset and star gazing. Salt water pool in the summer. Outdoor BBQ, fire pit, Hot Tub year round. Minutes to Christie beach, ski hills, golf courses, Bruce Trail. Enjoy snowshoeing, cross country. Serenity on top of the hill! See more info under the space.

28 Oct – 4 Nov

$1,060 SGD per night

Guest favourite

Townhouse in The Blue Mountains

4.97 out of 5 average rating, 147 reviews

Après Blue- 2bed2bath w/Pool 6 min walk to village

Welcome to Apres Blue at Blue Mountain! Unbeatable location @ 110 Fairway Court, only a 5 minute walk to Blue Mountain Village, Ski lifts & Monterra Golf Course. Professionally decorated ground floor unit with full kitchen, gas fireplace, high speed internet, walk out private patio with outdoor dining area, private gas BBQ and shared seasonal pool. This spacious ground floor, 2 bedroom, 2 full bathroom end unit townhouse has everything you need to enjoy your stay! License #LCSTR20230000084

6–13 May

$180 SGD 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.

2–9 Apr

$584 SGD per night

Guest favourite

Apartment in The Blue Mountains

4.92 out of 5 average rating, 246 reviews

Cozy Studio Mountainside stay in Blue Mountains

Summer and Spring are the perfect time to visit Blue. This cozy STUDIO ground floor condo is perfect for a couple or small family (Max 4). The unit includes: a comfy queen bed and a pop up sofa bed, bathroom with jacuzzi tub, electric fireplace and full kitchen with everything you need. Free parking. Two shared hot tubs (open daily) and tennis courts. Easy access to for hiking trails. Pool opens in May. The Blue Village is only a 5 minute drive away with great restaurants and shops.

2–9 May

$104 SGD per night

Guest favourite

Apartment in The Blue Mountains

4.88 out of 5 average rating, 199 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.

21–28 Jun

$187 SGD per night

Superhost

Tiny home in Meaford

4.85 out of 5 average rating, 256 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!

31 Mar – 7 Apr

$136 SGD per night

Superhost

Loft in The Blue Mountains

4.86 out of 5 average rating, 117 reviews

Rustic Loft at Blue

Every season is the best time to enjoy Blue Mountain! Relax with plenty of room for friends or family in our newly renovated lofted studio at beautiful Blue Mountain. Beautiful rustic design, promotes a relaxing stay after skiing the slopes, walking the village, golfing or wandering the trails- all of which are minutes away. Free shuttle service to village and full service restaurant on site. This condo comfortably sleeps 6 people, with 1 King bed, 1 Queen, and 1 sofa bed.

3–10 Jun

$179 SGD per night

Guest favourite

Apartment in The Blue Mountains

4.88 out of 5 average rating, 141 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.

13–20 May

$131 SGD per night

Guest favourite

Apartment in The Blue Mountains

4.89 out of 5 average rating, 350 reviews

Modern Updated Studio at the Base of Blue Mountain

This 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. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Our chalet is ski in ski out and located right at the North Chair. Come and enjoy all that Blue Mountain has to offer!

7–14 Sep

$192 SGD 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.

29 Oct – 5 Nov

$199 SGD 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

9–16 Jul

$229 SGD per night