
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.

King’s Escape at Blue Mountain
Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

Cozy Studio Mountainside stay in Blue Mountains
Enjoy Fall or Winter 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.

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 ** Please note: hot tub is closed from Nov 3rd for approx 2 weeks

Out of the Blue - Shuttle to Blue, Walk & Trails!
Out of the Blue 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.

3BR Sierra Scandi Chic - Closest to Village
Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay. Taxes include 13% HST and 4% municipal accommodation tax

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.

Home w/ Sauna, Games Room, Mountain View
This premium Resort Home just minutes from the ski slopes and Village at Blue Mountain, is the perfect place for your special getaway. The Historic Snowbridge Resort Community nestled by the Monterra Golf Course offers access to a well maintained pool and lounge area, as well as shuttle service for guests. Clean, comfortable and thoughtfully designed, this 3 level unit is complete with arcade games and a pool table, 3 car parking, an EV charger, outdoor dining and BBQ.

Blue Mountain Getaway at North Creek Resort
-Private Newly Updated Studio -WIFI -Ski in/Ski out with outdoor locker -Fireplace -Full Kitchen, Full Bath -Sleeps up to 4 (King Bed and Pull Out Couch) -Free 24-hour Shuttle to the Village -1 km from Northwinds Beach (open) -Outdoor shared hot tub (open) Seasonal Pool (May24- Labour Day ) 10-8pm UNSUPERVISED -Tennis Courts -Free Parking -Walk to Village (1.4km) & Trails -Shared BBQ’s, bring charcoal *No parties STA LICENCE #-LCSTR20220000082

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 *Pool *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 Condo. The perfect staycation!
STA Licence - LCSTR20240000068 Our condo at North Creek Resort offers amazing slope views and ski-in/ski-out access just steps away from our front door! Located in Blue Mountain, Collingwood region at the foot of the north hills less than a five-minute drive from the Blue Mountain Village and next door to the Toronto Ski Club. Great trails, beaches, and amenities. Linens, towels, and unlimited wifi are included.

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 *2 Year Round Hot Tubs *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!
Popular amenities for Collingwood rentals with a pool
House rentals with a pool

The 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

Happy Place

Serene mountainside home with View/Shuttle Bus

KickBack in Beautiful tranquil central condo

Charming One Bedroom at Snowbridge
Apartment rentals with a pool

Spacious 1-br w jacuzzi at Horseshoe Valley

Blue Mountain condo in Historic Snowbridge

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

2 Bedroom, 2 Level Condo on Blue Mountain!

Ski in/out @ North Creek W King bed! New Hot Tub

Hillside Haven: Serene Studio Retreat for 4

Rivergrass Retreat * Blue Mnt Village & Monterra *
Other holiday rentals with a pool

GATED RESORT COTTAGE

The Blue Mountains New Villa

Beautiful Studio Condo in Blue Mountains Sleeps 4

The Fairway Chalet

Hidden Haven - Shuttle to Blue / Private Patio

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Great kitchen, comfy beds, games, walk 2 village +

Ultimate Georgian Bay Vacation Getaway
When is the best time to visit Collingwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 SGD | $181 SGD | $165 SGD | $143 SGD | $131 SGD | $139 SGD | $158 SGD | $149 SGD | $131 SGD | $131 SGD | $125 SGD | $177 SGD |
| 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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Collingwood holiday rentals include wifi 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
- Cobble Beach Golf Resort Community
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Muskoka Bay Resort
- The Club At Bond Head
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club
- Toronto Ski Club
- Alpine Ski Club
- Mansfield Ski Club
- Hawk Ridge Golf & Country Club
- King Valley Golf Club
- Inglis Falls
- Legacy Ridge Golf Club
- Heritage Hills Golf Club
- Springwater Golf Course




