
Holiday 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!

The Little Blue Spruce! Free shuttle to village
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

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.

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.

Studio Condo @ North Creek|Pool/Hot Tub/Crave TV
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.

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
Popular amenities for Collingwood rentals with a pool
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool

2 Bd Boardwalk Condo Patio Oasis

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

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

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Serene mountainside home with View/Shuttle Bus

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

Mountainside Studio Bliss: Steps to Slopes, Renova

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

Mountain Side One Bedroom
Other holiday rentals with a pool

Home Away From Home at Blue - Renovated Clean Loft

Blue Mountain Escape! Lux 3 bdrm. Hot Tub!

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

Utopia villa and spa

Private condo getaway at base of Blue Mountain

Blue Mountain Escape! Pool&HotTub. Walk to Village

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
When is the best time to visit Collingwood?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $162 AUD | $163 AUD | $162 AUD | $153 AUD | $141 AUD | $149 AUD | $170 AUD | $160 AUD | $141 AUD | $144 AUD | $132 AUD | $151 AUD |
| 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 holiday rentals with a pool in Collingwood

Total holiday rentals
Explore 100 holiday rentals in Collingwood

Nightly prices starting at
Collingwood holiday rentals start at $56 AUD per night before taxes and fees

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

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Collingwood holiday 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Laurentides Holiday rentals
- Cleveland Holiday rentals
- Rentals with a patio Collingwood
- Rentals with a washing machine and dryer Collingwood
- Rentals with a sauna Collingwood
- Private suite rentals Collingwood
- Rentals with lake access Collingwood
- Beachfront rentals Collingwood
- Rentals with a kayak Collingwood
- Waterfront rentals Collingwood
- Villa rentals Collingwood
- Townhouse rentals Collingwood
- Family-friendly rentals Collingwood
- Rentals with beach access Collingwood
- House rentals Collingwood
- Cabin rentals Collingwood
- Rentals with an EV charger Collingwood
- Condo rentals Collingwood
- Rentals with a hot tub Collingwood
- Rentals with breakfast Collingwood
- Rentals with a fire pit Collingwood
- Rentals with a fireplace Collingwood
- Cottage rentals Collingwood
- Chalet rentals Collingwood
- Fitness-friendly rentals Collingwood
- Apartment rentals Collingwood
- Rentals with outdoor seating Collingwood
- Pet-friendly rentals Collingwood
- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- 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





