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Vacation rentals with a pool in Collingwood

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Quick stats about vacation rentals with a pool in Collingwood

  • Total vacation rentals

    Explore 110 vacation rentals in Collingwood

  • Nightly prices starting at

    Collingwood vacation rentals start at €43 per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Collingwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Collingwood rentals

  • 4.9 Average rating

    Collingwood stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Collingwood

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

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Top guest favorite
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!

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.

4.96 out of 5 average rating, 372 reviews
Top guest favorite
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

4.97 out of 5 average rating, 208 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) in 1 minute.

4.84 out of 5 average rating, 291 reviews
Top guest favorite
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

4.97 out of 5 average rating, 269 reviews
Top guest favorite
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.
Condo 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.

4.99 out of 5 average rating, 231 reviews
Guest favorite
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.
Condo 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!

4.92 out of 5 average rating, 201 reviews
Guest favorite
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.
Apartment 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)

4.96 out of 5 average rating, 258 reviews
Top guest favorite
A bright living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central coffee table, with a modern fireplace and a wall-mounted TV providing amenities. Soft, neutral tones dominate the décor, creating a relaxed atmosphere.
Condo in Blue Mountain Resort Area

3 Peaks at Blue Mountains, your luxury staycation!

A luxurious staycation, two-bedroom, two-bathroom ground floor condo. Enjoy the Blue Mountains year-round with a view of the ski hills and the 17th hole of the Monterra Golf Course. Our welcoming unit is a quick walk to the Blue Mountain Resort, short drives to world-class spas in the area, and steps away from fantastic outdoor activities available year-round. We have enjoyed the area for many years and will be happy to pass along our tips to make your stay wonderful!

4.98 out of 5 average rating, 131 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.
Condo 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.

4.83 out of 5 average rating, 475 reviews
Top guest favorite
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.
Condo 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 *SMART TVs, Wi-Fi & cable *Equipped kitchen *Booster seat & Pack ’n Play *Self check-in

4.95 out of 5 average rating, 1021 reviews
Guest favorite
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

Open loft condo at the base of The Blue Mountains, wifi, air conditioning, parking, self check-in, ski-in/out at north chairlift. Sleeps 4 - 5, with 2 full bathrooms, full kitchen with granite counter tops, fireplace, free parking. Seasonal Outdoor pool and year round shared hot tub. 2 min to beaches and village. Surrounded by nature trails. Walk to ski lift. Fun family or getaway retreat with year round activities. Rental License #LCSTR202200000099

4.87 out of 5 average rating, 231 reviews
Top guest favorite
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.
Condo 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 *Fireplace *SMART TV, Wi-Fi & cable *Equipped kitchen *High chair & Pack ’n Play *Self check-in

4.94 out of 5 average rating, 652 reviews

Popular amenities for Collingwood rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
Home in Blue Mountain Resort Area

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

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

4.82 out of 5 average rating, 128 reviews
Superhost
A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.
Home in Elmvale

Ski, Swim, Soak, Boat & Golf

4.85 out of 5 average rating, 110 reviews
Superhost
The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.
Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.89 out of 5 average rating, 140 reviews
Guest favorite
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

4.96 out of 5 average rating, 183 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 + Patio + Pool

4.83 out of 5 average rating, 120 reviews
Superhost
A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.
Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

4.8 out of 5 average rating, 126 reviews
Guest favorite
Home in Collingwood

New look The Greenview Retreat

4.79 out of 5 average rating, 43 reviews

Condo 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.
Condo in Blue Mountain Resort Area

Blue Mountain Studio with King Bed

4.79 out of 5 average rating, 418 reviews
Superhost
Condo in Blue Mountain Resort Area

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

4.87 out of 5 average rating, 325 reviews
Guest favorite
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.
Condo in Blue Mountain Resort Area

Snowbridge Escape at Blue

4.96 out of 5 average rating, 197 reviews
Guest favorite
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.
Condo in Blue Mountain Resort Area

Rustic Chic Renovated 2Bd Condo by Village

4.95 out of 5 average rating, 184 reviews
Guest favorite
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.
Condo in Blue Mountain Resort Area

Relaxing North Creek Studio Retreat | Pool+Hot Tub

4.88 out of 5 average rating, 130 reviews
Top guest favorite
A cozy living room is complemented by a gas fireplace surrounded by natural stone. Comfortable seating is arranged around a glass-topped coffee table, with large windows dressed in soft curtains allowing natural light to fill the space. Decorative elements and a wall clock add a touch of warmth.
Condo in Blue Mountain Resort Area

Rustic Retreat at Blue, Pool, Hot Tub, Golf, Ski

4.94 out of 5 average rating, 291 reviews
Top guest favorite
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 Blue Mountain Resort Area

Cozy Studio Mountainside stay in Blue Mountains

4.93 out of 5 average rating, 339 reviews
Guest favorite
A contemporary living area is equipped with a mounted television above a modern fireplace. A wooden table is positioned in the center, surrounded by stylish seating, including an armchair. The adjacent kitchen features blue cabinetry and modern appliances, providing a cohesive and welcoming space.
Condo in Blue Mountain Resort Area

Modern Studio, close to Village

4.86 out of 5 average rating, 517 reviews

Other vacation rentals with a pool

Top guest favorite
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

4.86 out of 5 average rating, 300 reviews
Top guest favorite
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 (Pool & Free Village Shuttle)

4.97 out of 5 average rating, 348 reviews
Guest favorite
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

4.89 out of 5 average rating, 186 reviews
Top guest favorite
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

4.87 out of 5 average rating, 451 reviews
Guest favorite
An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.
Apartment in Blue Mountain Resort Area

Alpine Bliss | King Bed/Pool/Hot Tub/Shuttle

4.94 out of 5 average rating, 209 reviews
Guest favorite
A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.
Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

4.96 out of 5 average rating, 177 reviews
Guest favorite
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

4.84 out of 5 average rating, 103 reviews
Top guest favorite
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.
Apartment in Blue Mountain Resort Area

Blue Mountain Studio Retreat

4.91 out of 5 average rating, 210 reviews

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