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Vacation rentals with a pool in Collingwood

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Top-rated rentals with a pool in Collingwood

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An outdoor swimming pool with clear blue water and a textured light-colored surrounding deck. Sunlight reflects off the water, while trees and a colorful umbrella add a touch of nature and shade nearby. Fencing enclosure provides a secure feeling.

Condo in The Blue Mountains

4.87 out of 5 average rating, 243 reviews

Northern Peaks - Outdoor Pool / Shuttle to Blue

Northern Peaks 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, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

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, 208 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

Top 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 The Blue Mountains

4.99 out of 5 average rating, 142 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * New Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convectional oven combo along with a stove top *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top guest favorite

Condo in The Blue Mountains

4.93 out of 5 average rating, 544 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

SHUTTLE, HOT TUB & SEASONAL POOL 360 degree views! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax on the balcony or couch after a busy day of soaking up all Blue has to offer! ★Self-Check In, Enhanced Cleaning ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool opening date June 1st 2025! Hot Tub open all year round!

An outdoor seasonal pool is surrounded by lounge chairs and lush landscaping. A community building is visible in the background, providing amenities and shade. Clear blue skies reflect off the water's surface, contributing to a peaceful ambiance in the shared space.

Condo in The Blue Mountains

4.89 out of 5 average rating, 254 reviews

Hidden Haven - Shuttle to Blue / Outdoor Pool

Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you will find the ski hills, restaurants, shops, and more. The community offers a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and scenic walking trails with views of Blue Mountain for guests to enjoy during their stay.

Top guest favorite

An outdoor heated pool is surrounded by an expansive deck, featuring multiple lounge chairs and shade umbrellas. A poolside building with bright yellow walls is visible in the background, accompanied by lush landscaping and clear blue skies overhead.

Condo in The Blue Mountains

4.97 out of 5 average rating, 157 reviews

Rustic Chic Renovated 2Bd Condo by Village

**Welcome to your ideal all-season retreat!** This beautifully renovated 2-bedroom ground-level unit is thoughtfully designed to offer all the comforts of home, complete with modern upgrades. Perfect for up to 6 guests, this charming chalet provides the perfect balance of comfort and convenience—just a 3-minute drive or an 12-minute walk from Blue Mountain. Whether you're here for adventure or relaxation, this is the perfect place to stay year-round. STA License # LCSTR20230000022

Condo in The Blue Mountains

4.98 out of 5 average rating, 165 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 (Open from June 1 to Sept) 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.

Top guest favorite

Chalet in The Blue Mountains

4.97 out of 5 average rating, 233 reviews

The White Cedar Chalet! pool + free shuttle

The White Cedar Chalet For your perfect family vacation in Blue Fully stocked kitchen with lots of extras provided 🫖☕️🫙🍽🥂 🛌 5 comfy beds Lots of extra pillows, blankets, towels, cozy linens 🍼 Highchair, Pack n Play, toddler bed 🛀2 bathrooms including Whirlpool tub 🖥 2 TVs with Netflix, Prime, Disney+, Crave and Cable🍿 💻Fast internet, office nook 🚒Toys♟️games 🎲 Xbox 🎮 🔥Gas BBQ on the balcony 🔥Gas Fireplace 🚗Parking in shared lot NO. LCSTR20230000108

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, 300 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.

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

4.83 out of 5 average rating, 799 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.

An outdoor swimming pool is framed by a stone patio and surrounded by trees. The pool features clear blue water and a shallow entry. A nearby building is visible in the background, while poolside lounge chairs and a nearby fence outline the area.

Condo in The Blue Mountains

4.84 out of 5 average rating, 402 reviews

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.

Apartment in The Blue Mountains

4.96 out of 5 average rating, 290 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Vacation rentals for every style

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Villas

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A space thats all yours, with room for everyone

Popular amenities for Collingwood rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A community heated outdoor swimming pool is surrounded by lush greenery and a variety of seating options, including blue umbrellas. The clear blue water reflects the sky, creating a serene setting for relaxation. Lounge chairs are positioned along the poolside for guest use.

Home in The Blue Mountains

4.89 out of 5 average rating, 235 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

Home in The Blue Mountains

4.87 out of 5 average rating, 115 reviews

Blue Mountain Retreat w/ Pool + Village Shuttle

Home in The Blue Mountains

4.95 out of 5 average rating, 202 reviews

Pool Open / Serene mountainside home View/Shuttle

A welcoming living space features exposed wooden beams overhead and a mix of seating options, including a couch and two armchairs. Natural light filters through sheer curtains, illuminating the area. A fireplace with a television mounted above it is seen on one wall, enhancing comfort.

Home in Collingwood

5 out of 5 average rating, 19 reviews

KickBack in Beautiful tranquil centrally located c

A spacious living area features a comfortable sectional sofa facing a stone fireplace. A dining table with chairs is positioned nearby. Large windows allow natural light to fill the space, offering views of the outdoor greenery. A subtle artwork of a deer adorns the wall.

Home in The Blue Mountains

5 out of 5 average rating, 3 reviews

Charming One Bedroom at Snowbridge

Home in Kimberley

4.88 out of 5 average rating, 204 reviews

Heart of Kimberley - with views and a hot tub

The exterior of the century home features a blend of red and neutral brick, accented by a lush garden. Large windows invite natural light, while a two-car garage stands on the right. Vibrant fall foliage adds color to the serene, countryside setting.

Home in Bradford West Gwillimbury

5 out of 5 average rating, 11 reviews

Private pool summer getaway, close to city

A swimming pool is surrounded by a wooden deck, featuring a clear, inviting surface. Lush greenery from surrounding trees provides shade and natural beauty. The area is enclosed by a wooden fence, ensuring privacy and tranquility.

Home in Honeywood

4.98 out of 5 average rating, 61 reviews

Sunnylea Acres

Condo rentals with a pool

Condo in The Blue Mountains

4.88 out of 5 average rating, 129 reviews

Blue Mountain Getaway at North Creek Resort

An outdoor swimming pool is surrounded by a wooden deck and clear blue skies. The calm water reflects the greenery from nearby trees. A shaded area with colorful umbrellas provides seating for relaxation, while a fence ensures privacy and safety around the pool area.

Condo in The Blue Mountains

4.81 out of 5 average rating, 199 reviews

Mountainside Escape at Blue - Outdoor Pool

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.

Condo in The Blue Mountains

4.8 out of 5 average rating, 205 reviews

Blue Mountain Escape, WIFI, Base of North lift

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

4.84 out of 5 average rating, 204 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, 116 reviews

The Fairway Chalet

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, 353 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Condo in The Blue Mountains

4.8 out of 5 average rating, 192 reviews

Slopeside Sanctuary - Ski In/Ski Out

An outdoor pool area is depicted, featuring a clear blue water surface and surrounded by a pool deck. Fenced spaces and trees line the perimeter. The adjacent building displays multiple stories with balconies, providing a backdrop to the tranquil setting.

Condo in The Blue Mountains

4.75 out of 5 average rating, 447 reviews

Cozy Blue Mountain Retreat Ski in/ Ski out

Other vacation rentals with a pool

Cottage in Meaford

4.93 out of 5 average rating, 105 reviews

Woodski Retreat w/Heated Pool on 3+ Private Acres

A seasonal outdoor heated pool is surrounded by lush greenery, featuring comfortable lounge chairs positioned along the concrete deck. The pool's clear blue water reflects the sky, creating a serene environment for relaxation amidst the scenic landscape.

Chalet in The Blue Mountains

4.96 out of 5 average rating, 207 reviews

Blue Mountain Getaway!

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 514 reviews

3BR Sierra Scandi Chic - Closest to Village

Top guest favorite

The outdoor swimming pool is surrounded by well-maintained landscaping, featuring lounge chairs for relaxation. A shallow area is marked with signage. The backdrop includes multi-story townhouses with colorful exteriors and greenery, under a clear blue sky.

Chalet in The Blue Mountains

4.98 out of 5 average rating, 114 reviews

Blue Mountain Escape! Lux 3 bdrm Pool and Hot Tub

Top 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 The Blue Mountains

5 out of 5 average rating, 73 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Top guest favorite

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.

Apartment in The Blue Mountains

5 out of 5 average rating, 38 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

An open-concept living space features two gray sofas adorned with turquoise pillows. Natural light fills the room from large windows, illuminating a dining area with a wooden table for four. A staircase leads to the upper level, accentuating the loft's inviting layout.

Loft in The Blue Mountains

4.81 out of 5 average rating, 211 reviews

Tranquility Oasis - Outdoor Pool / Shuttle to Blue

Cottage in Tiny

4.98 out of 5 average rating, 120 reviews

Ultimate Georgian Bay Vacation Getaway

Quick stats about vacation rentals with a pool in Collingwood

Total rentals
100 properties
Nightly prices starting at
G$4,180 GYD before taxes and fees
Total number of reviews
850 reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore