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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.

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Loft in The Blue Mountains

4.79 out of 5 average rating, 196 reviews

Stay A While Chalet - Outdoor Pool / 2 Patios

Stay A While Chalet is 2 bedroom loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

May 21 – 28

€ 104 per night

Loft in The Blue Mountains

4.86 out of 5 average rating, 189 reviews

Northern Tranquility - Outdoor Pool / Cozy Patio

Northern Tranquility is a vibrant loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay

May 22 – 29

€ 116 per night

Loft in The Blue Mountains

4.92 out of 5 average rating, 155 reviews

Mountainside Escape - Outdoor Pool / Hiking Trails

Mountainside Escape is a family friendly loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain. North Creek resort offers on demand shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your st

Sep 4 – 11

€ 171 per night

Chalet in The Blue Mountains

4.9 out of 5 average rating, 162 reviews

Cosy Chalet - 4 Season Family Oasis

Welcome to Snowbridge chalet, our sunny, 4-season private retreat. Professionally designed and decorated, the chalet is the perfect getaway for families, only a 10 minute walk or 3 minute drive to all the ski & snowboarding activities and fun of Blue Mountain village. With room enough for 6 guests, our 2 bed, 2 bathroom ground level chalet backs onto Monterra golf course, providing lots of space for outdoor time and bbq's. Includes all the comforts of home for the perfect relaxing escape.

May 6 – 13

€ 139 per night

Condo in The Blue Mountains

4.92 out of 5 average rating, 246 reviews

Cozy Studio Mountainside stay in Blue Mountains

Summer and Spring are the perfect time to visit Blue. This cozy STUDIO ground floor condo is perfect for a couple or 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. Two shared hot tubs (open daily) and tennis courts. Easy access to for hiking trails. Pool opens in May. The Blue Village is only a 5 minute drive away with great restaurants and shops.

Jun 9 – 16

€ 127 per night

Farm stay in Essa

4.99 out of 5 average rating, 119 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Jul 28 – Aug 4

€ 168 per night

Condo in The Blue Mountains

4.88 out of 5 average rating, 199 reviews

1 Bed, 1 Bath Lovely Open Concept Resort Condo

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.

Jun 11 – 18

€ 134 per night

Tiny home in Meaford

4.85 out of 5 average rating, 256 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. 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 pool available for the summer months with possibilities of covid restrictions. INTERNET just upgraded!

Jun 20 – 27

€ 94 per night

Loft in The Blue Mountains

4.86 out of 5 average rating, 117 reviews

Rustic Loft at Blue

Every season is the best time to enjoy Blue Mountain! Relax with plenty of room for friends or family in our newly renovated lofted studio at beautiful Blue Mountain. Beautiful rustic design, promotes a relaxing stay after skiing the slopes, walking the village, golfing or wandering the trails- all of which are minutes away. Free shuttle service to village and full service restaurant on site. This condo comfortably sleeps 6 people, with 1 King bed, 1 Queen, and 1 sofa bed.

Jan 15 – 22

€ 160 per night

Condo in The Blue Mountains

4.87 out of 5 average rating, 298 reviews

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.

Jul 17 – 24

€ 169 per night

Condo in The Blue Mountains

4.89 out of 5 average rating, 350 reviews

Base of Blue Mountain, Modern Updated Studio

This gorgeous studio chalet is perfect for two, or a couple with small children! Newly renovated with a custom kitchen and fireplace. Located right at the base of the ski hill our cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Our chalet is ski in ski out and located right at the North Chair. Come and enjoy all that Blue Mountain has to offer!

Jun 16 – 23

€ 128 per night

Condo in The Blue Mountains

4.88 out of 5 average rating, 189 reviews

Hidden Haven - Shuttle to Blue / Outdoor Pool

Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is a 2 minute drive, 20 minute walk or a quick shuttle ride to the heart of Blue Mountain Village where you will find the ski hills, restaurants, shops and more. Snowbridge offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, and beautiful walking trails with views of Blue Mountain for guests to use during their stay.

Oct 13 – 20

€ 154 per night

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Collingwood rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in The Blue Mountains

4.95 out of 5 average rating, 148 reviews

Serene mountainside home View/Shuttle Bus/Pool

Nov 20 – 27

€ 392 per night

Home in The Blue Mountains

4.92 out of 5 average rating, 166 reviews

Views Mountains Sauna/Shuttle/Pool/Entertainment

Jul 15 – 22

€ 574 per night

Home in Meaford

4.96 out of 5 average rating, 146 reviews

Redhill Luxury Home...by the Blue Mountains

Oct 30 – Nov 6

€ 741 per night

Home in Kimberley

4.88 out of 5 average rating, 176 reviews

Heart of Kimberley - with views and a hot tub

May 13 – 20

€ 316 per night

Home in Collingwood

4.84 out of 5 average rating, 32 reviews

Batteaux Chalet - Pool + Blue Mountain Skiing

Sep 24 – Oct 1

€ 174 per night

Home in Collingwood

5.0 out of 5 average rating, 23 reviews

An oasis getaway near trails, lake, restaurants

May 27 – Jun 3

€ 262 per night

Home in Meaford

5.0 out of 5 average rating, 33 reviews

Plume- Guest house

Nov 18 – 25

€ 129 per night

Home in The Blue Mountains

5.0 out of 5 average rating, 12 reviews

Spacious Condo next to The Blue Mountains w/ Patio

Nov 4 – 11

€ 154 per night

Condo rentals with a pool

Condo in The Blue Mountains

4.92 out of 5 average rating, 519 reviews

Blue Mountain Luxury Studio

Sep 12 – 19

€ 153 per night

Condo in The Blue Mountains

4.92 out of 5 average rating, 404 reviews

★Blue Mountain Village★ Cozy, Stylish, 360 Views

Oct 27 – Nov 3

€ 191 per night

Condo in The Blue Mountains

4.94 out of 5 average rating, 175 reviews

The Blue Mountain's Dream Escape (Rivergrass)

Jun 1 – 8

€ 224 per night

Condo in The Blue Mountains

4.94 out of 5 average rating, 180 reviews

The Rustic Retreat - Walk to Blue / Outdoor Pool

Oct 19 – 26

€ 197 per night

Condo in The Blue Mountains

4.8 out of 5 average rating, 173 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

Sep 23 – 30

€ 146 per night

Condo in The Blue Mountains

4.97 out of 5 average rating, 299 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Aug 23 – 30

€ 283 per night

Condo in The Blue Mountains

4.88 out of 5 average rating, 133 reviews

Close to Village, 2 Bedrooms , Rivergrass

May 19 – 26

€ 181 per night

Condo in Blue Mountains

4.91 out of 5 average rating, 264 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Apr 22 – 29

€ 263 per night

Quick stats about vacation rentals with a pool in Collingwood

Total rentals
120 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
820 reviews
Nightly prices starting at
€ 19 before taxes and fees

Destinations to explore