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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 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

ValueLocationPool

4.96 out of 5 average rating, 1028 reviews
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. 

LocationFamilyQuiet

4.98 out of 5 average rating, 254 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.

ValueLocationPool

4.84 out of 5 average rating, 294 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

Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

FamilyValuePool

4.97 out of 5 average rating, 210 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

ValueLocationWalkability

4.96 out of 5 average rating, 273 reviews
Top 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

FamilyValueHospitality

4.94 out of 5 average rating, 659 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.

LocationFamilyAir conditioning

4.87 out of 5 average rating, 460 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.

FamilyValueLayout

4.99 out of 5 average rating, 235 reviews
Guest favourite
An open-concept living area showcases a modern kitchen with stainless steel appliances and a large island. A cozy seating area features a dark sofa and an armchair, positioned near a stone fireplace. Natural light fills the space through multiple windows.
Apartment in Blue Mountain Resort Area

Blue Mountain condo in Historic Snowbridge

Newly renovated 2BR/2BA ground-level condo in Historic Snowbridge! Backs onto the 15th hole of Monterra Golf and is minutes from Blue Mountain Village. With shuttle available for pick up and drop off at the front door. Features open-concept living, beer fridge, cable TV, WiFi, board games, & workspace. Sleeps 6 with 2 queen beds & sofa bed. Incl. ensuite, 2nd bath, washer/dryer, fully stocked kitchen & year-round BBQ on private patio, perfect for a golf, ski or friends or family getaway!

FamilyValueGrill

4.92 out of 5 average rating, 201 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.

LocationFamilyAccess

4.88 out of 5 average rating, 133 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)

FamilyValueAccess

4.96 out of 5 average rating, 264 reviews
Superhost
The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.
Apartment in Blue Mountain Resort Area

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.

LocationValueCheck-in

4.83 out of 5 average rating, 480 reviews

Popular amenities for Grey County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.
Home in Blue Mountain Resort Area

Serene mountainside home with View/Shuttle Bus

LocationFamilyHot tub

4.93 out of 5 average rating, 250 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*

LocationFamilyBathroom

4.89 out of 5 average rating, 172 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

LocationValueWifi

4.96 out of 5 average rating, 185 reviews
Guest favourite
Home in Blue Mountain Resort Area

Rivergrass Oasis | Walk-Shuttle to Blue | Pool

ValueFamilyRiver

4.87 out of 5 average rating, 134 reviews
Top guest favourite
Home in Feversham

The Castle

LocationValueQuiet

4.88 out of 5 average rating, 104 reviews
Guest favourite
Home in Blue Mountain Resort Area

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

LocationValueWalkability

4.87 out of 5 average rating, 152 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

FamilyValueQuiet

4.82 out of 5 average rating, 130 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

FamilyLocationAccess

4.83 out of 5 average rating, 121 reviews

Apartment rentals with a pool

Guest favourite
An open concept living area is showcased, featuring a large, comfortable sectional sofa facing a stone fireplace. The space is brightened by multiple windows, with dining and kitchen areas visible in the background. Stylish decor, including a wall clock, adds charm to the environment.
Apartment in Blue Mountain Resort Area

Snowbridge Escape at Blue

LocationFamilyView

4.96 out of 5 average rating, 199 reviews
Guest favourite
A comfortable sofa with plush cushions is positioned in front of a small black table. Nearby, a spacious bed is visible, framed by soft lighting and a bedside lamp. Neutral-colored throw pillows add subtle color to the seating area.
Apartment in Blue Mountain Resort Area

Blue Mountain Condo. The perfect staycation!

LocationValueHiking

4.83 out of 5 average rating, 371 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

LocationFamilyWifi

4.81 out of 5 average rating, 225 reviews
Superhost
A cozy living area features a dark sofa and a pull-out couch, complemented by colorful throw pillows. Natural light streams through multiple windows, highlighting the light wood flooring. A large flat-screen TV is mounted above a black fireplace, and a door leads out to a patio area.
Apartment in Blue Mountain Resort Area

Mountain Side One Bedroom

FamilyLocationHeating

4.84 out of 5 average rating, 496 reviews
Guest favourite
A bright kitchen and dining area feature a modern white countertop with seating, complemented by a wooden table surrounded by dining chairs. Natural light enters through several windows, and a clock adorns the wall, enhancing the space's functionality and warmth.
Apartment in Blue Mountain Resort Area

Rustic Chic Renovated 2Bd Condo by Village

ValueLocationBeach

4.95 out of 5 average rating, 186 reviews
Guest favourite
The open concept living area features a modern sofa and armchair arranged around a glass coffee table. A gas fireplace is centered on the wall beneath a mounted TV. Light streams through large windows, illuminating the space.
Apartment in Blue Mountain Resort Area

Hidden Haven | Shuttle to Blue Mountain Village

ValueLocationBack garden

4.86 out of 5 average rating, 309 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

ValueLocationLaundry

4.95 out of 5 average rating, 103 reviews
Guest favourite
The studio features a spacious bed adorned with white linens, flanked by two wall-mounted lights casting a serene glow. A mountain-themed mural in shades of teal and blue creates a calming backdrop, while a small table and a white dresser provide functional accents.
Apartment in Blue Mountain Resort Area

Creekside Smart Studio at Blue Mountain

ValueFamilyHeating

4.85 out of 5 average rating, 727 reviews

Other holiday rentals with a pool

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

FamilyLocationQuiet

4.86 out of 5 average rating, 301 reviews
Superhost
A modern living space features a stone fireplace and large windows that invite natural light. Comfortable seating is arranged around a dark coffee table, and a dining area with a long table is visible. The decor highlights a blend of contemporary style and a cozy atmosphere.
Townhouse in Blue Mountain Resort Area

The Snowbridge Lookout on Monterra Golf Course

FamilyLocationSleep quality

4.87 out of 5 average rating, 188 reviews
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

FamilyValueDecor

4.87 out of 5 average rating, 236 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)

ValueFamilyOutdoor spaces

4.97 out of 5 average rating, 353 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

FamilyValueParking

4.94 out of 5 average rating, 585 reviews
Top guest favourite
A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.
Townhouse in Blue Mountain Resort Area

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

FamilyLocationAmenities

4.96 out of 5 average rating, 376 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

FamilyValueAmenities

4.9 out of 5 average rating, 462 reviews
Guest favourite
A private outdoor pool surrounded by a spacious patio is showcased, featuring colorful lounge chairs in shades of pink. Lush trees and greenery border the area, contributing to a serene setting under clear blue skies.
Chalet in Blue Mountain Resort Area

7BR Chalet | Hot Tub + Seasonal Heated Pool

LocationFamilySleep quality

4.85 out of 5 average rating, 104 reviews

Destinations to explore