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Holiday rentals with a pool in Grey County

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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 favourite
The entrance showcases intricate woodwork and architectural details, with a grand staircase leading to the upper level. A large door opens to the outside, and a vintage chandelier illuminates the inviting foyer, highlighting the craftsmanship of the historic home.
Home in Owen Sound

Butchart Estate: Breathtaking Victorian mansion

Give them a holiday to remember.  Gather family or friends and settle in to our beautiful and well-equipped heritage home for a few days.  Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, binge some Netflix, or play board games galore.  Outdoors, we're famous for our hills, forests, lakes and rivers, the Bruce Trail, and the views out to Georgian Bay.  But don't miss the music, museums, the markets, and amazing foodie scene, steps from your door. 

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 254 reviews
Top guest favourite
The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.
Apartment in Blue Mountain Resort Area

Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue

Welcome to Maple & Mountain, a cozy 2-bedroom, 2-bathroom retreat with warm Canadiana charm, a fireplace and stunning golf course and mountain views, just a 5–7 minute walk to Blue Mountain Village. Unwind by the fire or enjoy the view after a day of skiing, hiking or exploring Blue. *Shuttle service *Year-round hot tub with indoor changeroom & washrooms *Seasonal outdoor pool- closing Tues October 13 2026 *SMART TVs, Wi-Fi & cable *Equipped kitchen *Booster seat & Pack ’n Play *Self check-in

LocationValueWalkability

4.96 out of 5 average rating, 1034 reviews
Top guest favourite
Townhouse in Blue Mountain Resort Area

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

You will love our renovated condo with quality mattresses, well stocked kitchen, great bathrooms, on demand hot water & walk out rear patio with BBQ and yard access. Heated outdoor pool in complex July/Aug Trust our 350+ reviews telling stories of amazing stays & memories made! The short 5 minute stroll to the village is something you will be sure to enjoy! NETFLIX, cable & unlimited WIFI, cozy gas fireplace, quality towels/ linens + games/ Legos...message us with any questions or to book now.

FamilyValueKitchen

4.96 out of 5 average rating, 376 reviews
Superhost
Home in Blue Mountain Resort Area

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September 13) in 1 minute.

LocationValueIndoor spaces

4.83 out of 5 average rating, 296 reviews
Top guest favourite
A bright bedroom features a spacious bed covered with soft linens and a textured throw. The walls are painted blue, complemented by decorative curtains. A piece of artwork depicting a deer is displayed above the bed, and a bedside lamp is positioned on a small white table.
Chalet in Blue Mountain Resort Area

Little Blue Spruce (Free Village Shuttle)

Welcome to The Little Blue Spruce Chalet, the place to unwind and rejuvenate. Located 5min from the village, this spacious unit comes with everything you might need to make your vacation carefree: fast internet, cable and multiple streaming channels, lots of linens and towels, a washer/dryer and a fully stocked kitchen. Relax on the back patio watching the birds and bunnies, walk 2 min to the pool or take the free shuttle to the village. Message me for more info! LICENCE NO. LCSTR20220000080

LocationValueAccuracy

4.97 out of 5 average rating, 359 reviews
Guest favourite
A spacious living area features tall windows allowing natural light to fill the room. A large screen TV is mounted above a gas fireplace, surrounded by comfortable seating. Decorative pillows enhance the sectional sofa, and an elegant coffee table sits centrally, adding to the inviting atmosphere.
Townhouse in Blue Mountain Resort Area

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

ValueLocationAccuracy

4.96 out of 5 average rating, 278 reviews
Guest favourite
An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.
Tiny home in Meaford

Tiny Home Nestled between Thornbury & Meaford

Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. 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. Window Aircon/pool opens end of May or June.

ValueLocationCondition

4.86 out of 5 average rating, 466 reviews
Guest favourite
A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.
Apartment in Blue Mountain Resort Area

Blue Vista | Pool/Hot Tub/Shuttle/WalkToBlue

Welcome to Blue Vista, a bright 2-bedroom, 2-bathroom retreat with golf course and mountain views, just a 3–5 minute walk to Blue Mountain Village. Relax on the balcony or enjoy the bright, comfortable space after a day of skiing, hiking or exploring Blue. *Shuttle service *Year-round hot tub with indoor changeroom & washrooms *Seasonal outdoor pool- closing Tuesday October 13 2026 for the year *Fireplace *SMART TV, Wi-Fi & cable *Equipped kitchen *High chair & Pack ’n Play *Self check-in

FamilyLocationLayout

4.94 out of 5 average rating, 663 reviews
Top guest favourite
A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.
Apartment in Blue Mountain Resort Area

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 (Open from June 1 to start of Oct) 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.

LocationFamilyPool

4.99 out of 5 average rating, 239 reviews
Guest favourite
An open-concept living area features a spacious bed with a dark headboard and matching bedside lamps. A modern kitchen is visible, highlighted by stainless steel appliances and a breakfast bar with three stools. A soft gray couch with decorative pillows is placed in the foreground.
Apartment in Blue Mountain Resort Area

Relaxing North Creek Studio Retreat | Pool+Hot Tub

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.

ValueFamilyQuiet

4.87 out of 5 average rating, 137 reviews
Top guest favourite
An open-concept living and dining area features a large wooden table with gray chairs. A comfortable gray sofa and armchairs are arranged around a coffee table. Large windows offer views of the mountains, framed by yellow drapes, and a light fixture hangs above the dining table.
Flat in Blue Mountain Resort Area

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Looking for a great family getaway? Rivergrass condo is in the heart of Blue Mountain and only 5 minutes walk to the village. The condo features 2 bedrooms (one king and two queen beds), 2 full bathrooms, kitchen, washer/dryer, living room, and dining room. Shuttle buses to the village, a year round community hot tub and outdoor pool (seasonal only) are additional amenities to enjoy during your stay. Our cleaners are extensively disinfecting and sanitizing between each booking.

FamilyLocationLayout

5.0 out of 5 average rating, 101 reviews
Guest favourite
An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.
Flat in Blue Mountain Resort Area

Evergreen Studio | King Bed/Pool/Hot Tub/Shuttle

Welcome to Evergreen Studio, a cozy mountain retreat at North Creek Resort featuring a stone fireplace. *King bed *Pull-out sofa *Stone fireplace *SMART TV, Rogers Ignite TV & high-speed Wi-Fi *Equipped kitchen *No traditional oven; stovetop + microwave/convection oven Resort Amenities: *Shuttle Service *Year-round hot tub *Pool (scheduled to close Tues Oct 13, 2026) *Tennis Courts *Ski or hike in/out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

FamilyLocationHot tub

4.96 out of 5 average rating, 272 reviews

Popular amenities for Grey County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.
Home in Kimberley

Heart of Kimberley - with views and a hot tub

FamilyLocationWifi

4.88 out of 5 average rating, 218 reviews
Guest favourite
A sunlit living area is presented with large windows overlooking a snowy landscape. Comfortable seating is arranged around a wooden coffee table. Light walls are complemented by natural wood accents and a colorful rug adds a touch of warmth to the space.
Home in Meaford

Redhill Luxury Home...by the Blue Mountains

FamilyLocationPets

4.96 out of 5 average rating, 185 reviews
Guest favourite
A cozy bedroom features a spacious bed adorned with a white and blue floral duvet. Warm lighting is provided by bedside lamps on either side of the bed. A tasteful horse artwork is displayed on the wall, complementing the calming blue walls.
Home in Chatsworth

Stonehaven - large country retreat, with pool*

FamilyLocationHiking

4.89 out of 5 average rating, 174 reviews
Top guest favourite
Home in Feversham

The Castle

ValueLocationBathroom

4.88 out of 5 average rating, 107 reviews
Guest favourite
Home in Blue Mountain Resort Area

Rivergrass Oasis | Walk-Shuttle to Blue | Hot Tub

LocationFamilyRiver

4.87 out of 5 average rating, 137 reviews
Superhost
A spacious bed is adorned with a textured white bedspread and a decorative 'welcome' pillow. Behind the bed, a scenic mural displays misty mountains and lush forests, enhancing the room's atmosphere. Two sleek reading lights are positioned on either side, adding functionality to the space.
Home in Blue Mountain Resort Area

Cozy Corner Townhome | Shuttle to Blue Mountain

LocationFamilyIndoor spaces

4.83 out of 5 average rating, 123 reviews
Superhost
The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.
Home in Blue Mountain Resort Area

Blue Mountain Village Townhome 4 Bedroom w Shuttle

FamilyLocationLayout

4.82 out of 5 average rating, 131 reviews
Guest favourite
Home in Blue Mountain Resort Area

Blue Mtn Retreat with XBox, Views, & Free Shuttle

LocationFamilyShared spaces

4.87 out of 5 average rating, 152 reviews

Apartment rentals with a pool

Superhost
A modern studio chalet combines farmhouse elements with luxury furnishings. A cozy sofa in front of a wooden accent wall faces a king-sized bed adorned with neutral tones. The kitchen area includes a breakfast bar with stools, enhancing the open layout and functionality.
Apartment in Blue Mountain Resort Area

Blue Mountain Studio with King Bed

FamilyLocationTV

4.79 out of 5 average rating, 426 reviews
Guest favourite
Apartment in Blue Mountain Resort Area

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

LocationFamilyTV

4.87 out of 5 average rating, 333 reviews
Guest favourite
The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.
Apartment in Blue Mountain Resort Area

Blue Mountain Escape, WIFI, Base of North lift

ValueFamilyAccuracy

4.81 out of 5 average rating, 228 reviews
Top guest favourite
A cozy living area is presented with two sofas and a fabric armchair, arranged around a wooden coffee table. A gas fireplace sits beneath a wall-mounted television. Large windows allow natural light, offering views of the surrounding landscape.
Apartment in Blue Mountain Resort Area

The Blue Mountain's Dream Escape|Hot Tub|Xmas Tree

FamilyLocationOutdoor spaces

4.93 out of 5 average rating, 322 reviews
Guest favourite
A modern dining area features a large wooden table surrounded by six upholstered chairs. Above, a geometric light fixture provides illumination, while artwork hangs on the wall, complementing the warm tones of the cabinetry visible in the kitchen.
Apartment in Blue Mountain Resort Area

Close to Village, 2 Bedrooms , Rivergrass

LocationValueWalkability

4.88 out of 5 average rating, 223 reviews
Superhost
A cozy living space features a flat-screen TV mounted on the wall above a wooden media console. There are two small tables in front of a comfortable grey sofa, with a light neutral rug underneath. The kitchen area is visible, showcasing modern appliances and bar stools.
Apartment in Blue Mountain Resort Area

TIMBUK-BLUE Ski In/Ski Out

ValueLocationQuiet

4.8 out of 5 average rating, 208 reviews
Top guest favourite
An open concept dining area features a long wooden table with white chairs and a blue accent wall. A well-equipped kitchen showcases stainless steel appliances and bar stools positioned at the counter. Natural light illuminates the space from the adjacent entryway.
Apartment in Blue Mountain Resort Area

The Bluebird Day Chalet

ValueFamilyPool

4.95 out of 5 average rating, 105 reviews
Guest favourite
Apartment in Blue Mountain Resort Area

The Woodlands Haus | Shuttle to Village & skiing

FamilyLocationGetting around

4.76 out of 5 average rating, 197 reviews

Other holiday rentals with a pool

Guest favourite
An outdoor pool is surrounded by wooden decking, with lounge chairs and umbrellas positioned for shade. The pool deck is enclosed by a low fence, and nearby trees provide a natural backdrop, complementing the condo's architecture.
Townhouse in Blue Mountain Resort Area

Private condo getaway at base of Blue Mountain

ValueLocationBeach

4.87 out of 5 average rating, 243 reviews
Top guest favourite
A spacious living area is highlighted by modern furnishings, including two dark sofas and a wooden coffee table. A kitchen island with bar seating offers additional space, while dining chairs surround a large table in the background. Bright lights illuminate the well-equipped kitchen and open layout.
Chalet in Blue Mountain Resort Area

King’s Escape at Blue Mountain

LocationValueTV

4.97 out of 5 average rating, 213 reviews
Top guest favourite
The exterior of a multilevel condo is depicted, featuring a welcoming front entrance with steps leading to a covered porch. Lush landscaping surrounds the entryway, and a paved pathway leads to the door. Green grass and colorful plants enhance the inviting atmosphere.
Townhouse in Blue Mountain Resort Area

Happy Valley Retreat at Rivergrass

FamilyValueQuiet

4.86 out of 5 average rating, 302 reviews
Top guest favourite
A cozy sleeping area is highlighted by a black wooden bed frame with a crisp white bedding set. Decorative pillows are arranged on the bed, while a framed image of a bear adorns the wall. Soft bedside lighting is provided by sconces, complementing the mirror opposite.
Flat in Blue Mountain Resort Area

Blue Mountain Studio Retreat

ValueFamilyHiking

4.91 out of 5 average rating, 218 reviews
Guest favourite
The living area features a comfortable sofa adorned with cushions, positioned near a stone fireplace. Large windows allow natural light to fill the room, showcasing views of the surrounding greenery. A dining table with wooden chairs is visible, creating a cozy space for gatherings.
Chalet in Blue Mountain Resort Area

Immaculate Blue Mountains chalet

FamilyValueCondition

4.91 out of 5 average rating, 465 reviews
Guest favourite
A well-appointed bedroom features a spacious bed dressed in a white coverlet, flanked by two bedside tables with blue lamps. Neatly arranged towels are stacked on the bed, and warm, muted tones create a calming atmosphere.
Loft in Blue Mountain Resort Area

Home Away From Home at Blue - Renovated Clean Loft

FamilyValueHeating

4.83 out of 5 average rating, 217 reviews
Top guest favourite
An open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.
Townhouse in Blue Mountain Resort Area

3BR Sierra Scandi Chic - Closest to Village

LocationFamilyView

4.94 out of 5 average rating, 587 reviews
Guest favourite
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 Blue Mountain Resort Area

Blue Mtn Fall Getaway | Golf, Spa, Village

ValueFamilyCheckout

4.84 out of 5 average rating, 650 reviews

Destinations to explore