Vacation rentals with a pool in Collingwood

Find and book unique homes with a pool on Airbnb

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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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
4.96 out of 5 average rating, 253 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 * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

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
4.97 out of 5 average rating, 341 reviews

Little Blue Spruce (Pool & 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

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
4.87 out of 5 average rating, 446 reviews

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.

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
4.92 out of 5 average rating, 199 reviews

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!

Top guest favorite
Condo in Innisfil
4.96 out of 5 average rating, 177 reviews

Upscale Spa w/ Hot Tub-Private Sauna-Penthouse

Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

Top guest favorite
The airy studio unit features a spacious king bed framed by green accent walls. A cozy sectional sofa is positioned in front of a coffee table. Natural light filters through window shutters, highlighting the adjacent balcony with Muskoka chairs.
Apartment in Blue Mountain Resort Area
4.96 out of 5 average rating, 400 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 *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Guest favorite
Condo in Blue Mountain Resort Area
4.87 out of 5 average rating, 320 reviews

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

STA Licence - LCSTR20260000009 Welcome to our Stylish and Spacious 2 bedroom, 2 bathroom, 2 balcony & 2 level condo loft. Located at the foot of the north hills at Blue Mountain with ski-to-slope access and stunning views of the hills and just a short walk away to Blue Mountain Village. It will comfortably sleep 4, with room for 6 with 1 sofa bed. Linens, towels and toiletries are available as well as unlimited wifi. Complimentary parking is available.

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
4.86 out of 5 average rating, 226 reviews

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

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 Blue Mountain Resort Area
4.97 out of 5 average rating, 206 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

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
4.94 out of 5 average rating, 648 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 ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ High chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms ★ Pool open for the summer season!

Superhost
Apartment in Blue Mountain Resort Area
4.79 out of 5 average rating, 219 reviews

2 Bedroom + Sofa Bed (Sleeps Six)

STA LICENSE #: LCSTR20210000210) Tucked within the beautiful Snowbridge community and situated directly on the Monterra golf course, this two bedroom two bathroom loft town house is just a short walk into the Blue Mountain village. Of course you could take the free shuttle if you like. Upon booking you will receive a code for 15% off rentals at Mountainside Sports, located on Mountain Rd 5 min from Blue Mountain.

Guest favorite
The living room is designed with a cozy sectional sofa and a coffee table placed centrally. A mounted flat-screen TV is positioned above a white-brick fireplace. Natural light filters through sheer curtains, enhancing the welcoming feel of the space.
Condo in Blue Mountain Resort Area
4.93 out of 5 average rating, 403 reviews

Cozy & Charming Retreat at Blue Mountain

Enjoy a stylish stay at Rivergrass Resort, centrally located at Blue Mountain. This upgraded retreat offers beautiful mountain views and backs onto the 18th hole of the award-winning Monterra Golf Course. With modern finishes and all the comforts of home, it’s the perfect place to unwind after a day of skiing, golfing, or exploring the Village. Short Term Accommodation License #LCSTR20210000237

Popular amenities for Collingwood rentals with a pool

When is the best time to visit Collingwood?

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Avg. price€100€101€100€92€85€86€106€100€87€89€82€94
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