Vacation rentals with a pool in Collingwood

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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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Guest favourite

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

Jun. 5 – 12

$232 CAD per night

Guest favourite

Condo in The Blue Mountains

4.92 out of 5 average rating, 404 reviews

★Blue Mountain Village★ Cozy, Stylish, 360 Views

SHUTTLE, HOT TUB & SEASONAL POOL 360 degree view! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax by the fire after a busy day of soaking up all Blue has to offer! ★Self-Check In, Enhanced Cleaning ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay Pool currently closed. Pool opening Saturday May 18. Hot Tub open all year round. Short Term Accommodation License #LCSTR20220000173

Oct. 27 – Nov. 3

$279 CAD per night

Guest favourite

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. 11 – 18

$180 CAD per night

Guest favourite

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!

Mar. 20 – 27

$244 CAD per night

Guest favourite

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.

May 6 – 13

$123 CAD per night

Superhost

Tiny homes in Meaford

4.85 out of 5 average rating, 257 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!

Sep. 24 – Oct. 1

$142 CAD per night

Superhost

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.

Nov. 4 – 11

$216 CAD per night

Guest favourite

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 absolutely 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!

Jul. 7 – 14

$215 CAD per night

Superhost

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.

Jun. 22 – 29

$219 CAD per night

Guest favourite

Condo in The Blue Mountains

4.93 out of 5 average rating, 153 reviews

Le Petite Chalet - Shuttle to Blue / Outdoor Pool

Le Petite Chalet 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. 9 – 16

$227 CAD per night

Guest favourite

Chalet in The Blue Mountains

4.94 out of 5 average rating, 293 reviews

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

Jun. 28 – Jul. 5

$292 CAD per night

Guest favourite

Condo in The Blue Mountains

4.97 out of 5 average rating, 116 reviews

Rustic Chic Renovated 2Bd Condo by Village

Welcome to the perfect property for all seasons! 2 bedroom ground level unit recently renovated and upgraded with all the amenities you need while being away from home, including safety protocols due to Covid 19 to keep you safe during your stay. This beautiful chalet has the perfect amount of space for 6 guests and is conveniently located only a 3 min drive or 8 min walk to the Blue Mountain. STA License # LCSTR20230000022

Oct. 29 – Nov. 5

$334 CAD per night