
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.

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 (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Blue Mountain Studio Retreat
Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

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.

Cozy Studio Mountainside stay in Blue Mountains
Enjoy Winter now in the 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. Hot tub is open daily. Access to the North side of Blue from our condo. Blue Mountain Village is only a 5 minute drive away (20 min walk) with great local restaurants and shops.

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.

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!

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 (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

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

*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 closed for the season.

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 closed for the season

Cozy & Charming Retreat at Blue Mountain
Enjoy a stylish experience at this centrally located retreat! Welcome to Rivergrass Resort with stunning views of beautiful Blue Mountain and backing onto the picturesque 18th hole of the award winning Monterra Golf Course. Our recently upgraded unit includes all the comforts of home with a modern flare. Short Term Accommodation License #LCSTR20210000237
Popular amenities for Collingwood rentals with a pool
House rentals with a pool

Cozy Corner Townhome | Shuttle To The Village

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

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

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

Serene mountainside home with View/Shuttle Bus

KickBack in Beautiful tranquil central condo

Charming One Bedroom at Snowbridge

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

Spacious 1-br w jacuzzi at Horseshoe Valley

Blue Mountain condo in Historic Snowbridge

Close to Village, 2 Bedrooms , Rivergrass

Cozy 1-Bedroom Romantic Retreat with full Kitchen

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

Still Winds Ski Chalet | Free Shuttle To Blue

Highlands Lodge & Loft - Shuttle to the Village

2 Bedroom, 2 Level Condo on Blue Mountain!
Other vacation rentals with a pool

Hidden Gem Escape at Blue Mtn @Great Rates@

Home Away From Home at Blue - Renovated Clean Loft

The Blue Mountains New Villa

Sunshine Summit | Ski-In-Out, Shuttle & Hot Tub

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Haven at Georgian Bay

Cozy Beach Cottage with Pool | Georgian Bay
When is the best time to visit Collingwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 116 | € 119 | € 109 | € 94 | € 86 | € 91 | € 104 | € 98 | € 86 | € 86 | € 82 | € 116 |
| 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 € 34 per night before taxes and fees

Verified guest reviews
Over 1,150 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!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Laurentides Vacation rentals
- Detroit Vacation rentals
- Mont-Tremblant Vacation rentals
- Rentals with a fireplace Collingwood
- Rentals with a hot tub Collingwood
- Rentals with an EV charger Collingwood
- Cottage rentals Collingwood
- Rentals with breakfast Collingwood
- Chalet rentals Collingwood
- Rentals with a sauna Collingwood
- Waterfront rentals Collingwood
- Fitness-friendly rentals Collingwood
- Beachfront rentals Collingwood
- Villa rentals Collingwood
- Rentals with a kayak Collingwood
- Townhouse rentals Collingwood
- Cabin rentals Collingwood
- Rentals with a patio Collingwood
- Pet-friendly rentals Collingwood
- Private suite rentals Collingwood
- Condo rentals Collingwood
- Family-friendly rentals Collingwood
- Rentals with a washer and dryer Collingwood
- Apartment rentals Collingwood
- Rentals with outdoor seating Collingwood
- Rentals with a fire pit Collingwood
- Rentals with beach access Collingwood
- House rentals Collingwood
- Rentals with lake access Collingwood
- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Cobble Beach Golf Resort Community
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Mount St. Louis Moonstone
- Craigleith Ski Club
- TPC Toronto at Osprey Valley
- The Georgian Peaks Club
- The Club At Bond Head
- Muskoka Bay Resort
- The Georgian Bay Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Alpine Ski Club
- Toronto Ski Club
- Mansfield Ski Club
- Hawk Ridge Golf & Country Club
- Inglis Falls
- King Valley Golf Club
- Legacy Ridge Golf Club
- Springwater Golf Course
- Heritage Hills Golf Club




