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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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Top guest favorite

Home in Meaford

4.96 out of 5 average rating, 163 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.

Top guest favorite

An indoor pool glistens under natural light filtering through large windows. The area is surrounded by a patterned brick deck and features comfortable seating. A wet bar is visible in the background, contributing to the inviting retreat atmosphere.

Home in Owen Sound

4.98 out of 5 average rating, 230 reviews

The Butchart Estate: your perfect family retreat!

Do something extraordinary. Make Butchart Estate your very own, self-contained and private family retreat for a few days. Share precious time together and make some special 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 time together.

A shared heated pool is surrounded by a spacious lawn, featuring lounge chairs and a gazebo for shade. The pool area is bordered by trees and is nestled in a countryside setting with a view of nearby fields.

Tiny home in Meaford

4.86 out of 5 average rating, 347 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.

An outdoor shared swimming pool is framed by a green lattice structure and surrounded by lush foliage. The area is paved with light concrete, providing a space for lounging. A shallow edge of the pool is visible, with trees offering shade in the background.

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 196 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

Condo in The Blue Mountains

4.98 out of 5 average rating, 154 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Middle of June and closes Sept 3) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

A bright and open living area features large windows overlooking the deck. A wall-mounted flat-screen television is positioned above a floating shelf. A cozy armchair with a red cushion complements the gray sofa, while light wood flooring adds warmth to the space.

Place to stay in The Blue Mountains

4.83 out of 5 average rating, 563 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.

A spacious living area features a light gray sofa adorned with colorful cushions, accompanied by a mid-century style chair and a round wooden table. Natural light floods in through large windows, complemented by light gray curtains, creating a bright and inviting space.

Loft in The Blue Mountains

4.78 out of 5 average rating, 171 reviews

Arrowhead Retreat - Shuttle to the Village

Arrowhead is an updated 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.

A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.

Condo in The Blue Mountains

4.93 out of 5 average rating, 290 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy the beauty of Spring in Blue Mountains. Book your getaway now. This cozy STUDIO ground floor condo is perfect for a couple/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 hot tubs are open daily. Access to the North side of Blue from our condo. The Blue Village is only a 5 minute drive away with great local restaurants and shops.

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.

An outdoor pool area is surrounded by a wooden deck, featuring several patio tables with umbrellas. The clear blue pool invites relaxation, while trees and greenery provide a natural backdrop. The building's architectural style includes blue accents and large windows, enhancing the overall aesthetic.

Chalet in The Blue Mountains

4.84 out of 5 average rating, 780 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.

Top guest favorite

A spacious outdoor area features a picnic table and multiple lounge chairs arranged on well-maintained grass. The wooden structure in the background has large windows, adorned with awnings, and is surrounded by greenery under a clear blue sky.

Farm stay in Markdale

4.99 out of 5 average rating, 134 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 WHILE ON THE PROPERTY.

Condo in The Blue Mountains

4.88 out of 5 average rating, 123 reviews

Blue Mountain Getaway at North Creek Resort

-Private Newly Updated Studio -WIFI -Ski in/Ski out with outdoor locker -Fireplace -Full Kitchen, Full Bath -Sleeps up to 4 (King Bed and Pull Out Couch) -Free 24-hour Shuttle to the Village -1 km from Northwinds Beach (open) -Outdoor shared hot tub (open) Seasonal Pool (May24- Labour Day ) 10-8pm UNSUPERVISED -Tennis Courts -Free Parking -Walk to Village (1.4km) & Trails -Shared BBQ’s, bring charcoal *No parties STA LICENCE #-LCSTR20220000082

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

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A space thats all yours, with room for everyone

Popular amenities for Grey County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

An outdoor salt water pool is visible, featuring clear turquoise water reflecting sunlight. Surrounding the pool is a spacious deck and a wooden shed in the background, with greenery enhancing the natural setting.

Home in Nottawa

4.94 out of 5 average rating, 17 reviews

Nature Retreat in The Pretty River Valley for 6

The exterior of the house features a private solar-heated salt-water pool surrounded by a grassy area. Large windows allow for natural light, while a patio area is equipped with outdoor seating. Dense greenery provides privacy, enhancing the tranquil environment.

Home in Meaford

4.78 out of 5 average rating, 67 reviews

The Lakeview House

Home in The Blue Mountains

4.83 out of 5 average rating, 53 reviews

Heated Pool Chalet Near BM Village – Pet Friendly!

Home in The Blue Mountains

4.89 out of 5 average rating, 221 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

Home in The Blue Mountains

4.87 out of 5 average rating, 106 reviews

4BR Family Home w/ Pool Access + Village Shuttle

Top guest favorite

Home in Meaford

4.98 out of 5 average rating, 96 reviews

Plume- Guest house

Home in The Blue Mountains

4.95 out of 5 average rating, 195 reviews

Serene mountainside home View/Shuttle Bus/Pool

A spacious chalet is framed by lush greenery, featuring a warm, inviting exterior with a combination of wood and brick. The front entrance is accentuated by a set of wooden steps, bordered by colorful flowerbeds. Windows allow natural light to illuminate the inviting spaces inside.

Home in The Blue Mountains

4.73 out of 5 average rating, 124 reviews

Blue Mountain Chalet

Condo rentals with a pool

An aerial view reveals a sprawling community of low-rise condos, interspersed with patches of green including a golf course. A swimming pool is visible within the complex, surrounded by a landscaped area. The surrounding hills are dotted with trees, showcasing a range of natural colors.

Condo in The Blue Mountains

4.89 out of 5 average rating, 164 reviews

Close to Village, 2 Bedrooms , Rivergrass

A spacious outdoor area features a seasonal heated swimming pool surrounded by a wooden deck. Several lounge chairs are positioned around the pool, and the landscape is complemented by trees in the background, creating a relaxed environment.

Condo in The Blue Mountains

4.8 out of 5 average rating, 203 reviews

Blue Mountain Escape, WIFI, Base of North lift

An outdoor swimming pool is surrounded by lush greenery and tall trees. The pool features a gentle curve design, with clear blue water and a shallow entry area. Several white lounge chairs are positioned around the pool, inviting relaxation in a peaceful setting.

Condo in The Blue Mountains

4.85 out of 5 average rating, 141 reviews

Large, luxury, upper floor condo, steps to Village

An outdoor swimming pool is surrounded by lounge chairs and umbrellas, creating a relaxed environment. A clubhouse is visible in the background, complemented by colorful flower beds and lush greenery. The clear blue sky reflects in the water, inviting guests for a refreshing dip.

Condo in The Blue Mountains

4.87 out of 5 average rating, 184 reviews

Still Winds - Outdoor Pool / Shuttle to Blue

An open-concept living area features a large sectional sofa and a coffee table centered on a textured rug. A cozy fireplace is flanked by windows, allowing natural light to fill the space. Decorative wall paddles add a subtle touch of charm.

Condo in The Blue Mountains

4.91 out of 5 average rating, 111 reviews

The Fairway Chalet

A clear, inviting pool reflects blue skies, framed by a spacious deck and surrounded by greenery. Lounge chairs and colorful umbrellas are positioned nearby, offering shaded areas. A gated fence encloses the area, ensuring privacy and safety for guests.

Condo in The Blue Mountains

4.79 out of 5 average rating, 219 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.

Condo in Blue Mountains

4.92 out of 5 average rating, 341 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

A heated hot tub is situated outdoors, surrounded by a snow-covered landscape. The tub features bubbling water and is framed by tall trees, with nearby townhouses visible beyond a protective fence.

Condo in The Blue Mountains

4.81 out of 5 average rating, 149 reviews

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

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