
Vacation rentals with a pool in Collingwood
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Collingwood
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Cozy Studio Mountainside stay in Blue Mountains
Enjoy spring or summer in Blue Mountains! Book your much getaway now. This cozy ground-floor STUDIO condo is perfect for a couple or girls getaway(max 4). Features a comfy queen bed, pop-up sofa bed, full bathroom, electric fireplace, and full kitchen with everything you need. Free parking included. The hot tub is open daily. Pool opens in May. Access to Blue Mountain hiking trails and activities. Blue Mountain Village is only a 5-minute drive (20-minute walk) with great restaurants and shops.

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)

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

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

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.

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 20) 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.

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.

*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 ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms ★ Pool expected to open the week of May 25 2026

Stunning Mountain View- Pool, Hot Tub, WalkToBlue
SHUTTLE, HOT TUB, SEASONAL POOL 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms ★ Pool expected to open the week of May 25 2026

Serene mountainside home with View/Shuttle Bus
Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

Immaculate Blue Mountains chalet
Welcome to our cozy chalet located in walking distance of Blue Mountain village. The chalet has been recently updated, including a luxurious king bed. Through winter, enjoy a relaxing evening by the fire, after a day on the slopes. In summer, enjoy time at the pool, after day on the golf course. The chalet is equipped with everything you need for a tranquil getaway. Enjoy free shuttle service to the village. STA Licence # LCSTR20220000127
Popular amenities for Collingwood rentals with a pool
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool

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

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

Rivergrass Oasis Across from Blue Mtn Hot Tub!

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

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Heart of Kimberley - with views and a hot tub
Condo rentals with a pool

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Luxury Blue Mountain Condo•Walk to Village•Sleeps8

The Fairway Chalet

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

Clearview Chalet • Modern 3BR • Mountain Stay

Hidden Haven - Shuttle to the Village & Ski lifts

Highlands Lodge & Loft - Shuttle & Outdoor Pool

Mountain Side One Bedroom
Other vacation rentals with a pool

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Home Away From Home at Blue - Renovated Clean Loft

Luxury Vacation Home at Blue Mountain Village

Cosy Chalet - 4 Season Family Oasis

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

Private condo getaway at base of Blue Mountain

Blue Mountain Escape! Pool&HotTub. Walk to Village

Sunny Pines Farm Studio Tennis Court/Bruce Trail
When is the best time to visit Collingwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,250 GYD | G$24,459 GYD | G$24,250 GYD | G$22,996 GYD | G$21,114 GYD | G$22,368 GYD | G$25,504 GYD | G$24,041 GYD | G$21,114 GYD | G$21,532 GYD | G$19,860 GYD | G$22,577 GYD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about vacation rentals with a pool in Collingwood

Total vacation rentals
Explore 100 vacation rentals in Collingwood

Nightly prices starting at
Collingwood vacation rentals start at G$8,362 GYD per night before taxes and fees

Verified guest reviews
Over 1,180 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 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!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Scandinave Spa Blue Mountain
- Wasaga Beach Area
- Kee To Bala
- Casino Rama Resort
- Awenda Provincial Park
- Inglis Falls
- Forks of the Credit Provincial Park
- Centennial Beach
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Sunset Point Park
- Bass Lake Provincial Park
- Harrison Park
- Couchiching Beach Park
- Innisfil Beach Park





