Vacation Rentals with Pool in Collingwood Harbour, ON: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Canada

  4.  Ontario

  5.  Barrie - Orillia

  6.  Collingwood Harbour

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240 Best Vacation Rentals with Pool in Collingwood Harbour (Starting from $61)

Living Water Resort & Spa
Living Water Resort & Spa
Resort
Collingwood, Canada
0.2k from Collingwood Harbour center

Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, 4-star, Lodgings

97 Bedrooms38 Guests
8.2

Very Good

1634 reviews

$160
Average price / night
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Living Water Resort and Spa
Living Water Resort and Spa
Resort
9 Harbour Street East, Collingwood, L9Y 5C5, Canada
0.2k from Collingwood Harbour center

AC, Bar, Barbecue, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Heater, Hot Tub

8.4

Very Good

1526 reviews

$150
Average price / night
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Living Stone Golf Resort
Living Stone Golf Resort
Resort
Collingwood, Canada
0.7k from Collingwood Harbour center

Accommodations, Pools, Resorts, Parking, Golf, Romantic, Pet-friendly, 3-star, Lodgings

85 Bedrooms16 Guests
7.5

Good

653 reviews

$181
Average price / night
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Fabulous View of the Bay
Fabulous View of the Bay
House
Collingwood, L9Y 5C4, Canada
0.3k from Collingwood Harbour center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.2

Superb

19 reviews

$195
Average price / night
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Mountain View Villas One Bed Loft Suite
Mountain View Villas One Bed Loft Suite
House
Collingwood, Canada
0.8k from Collingwood Harbour center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

20 Bedrooms4 Guests
8.5

Very Good

51 reviews

$158
Average price / night
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Specious 2 Bedroom Condo in Collingwood
Specious 2 Bedroom Condo in Collingwood
Apartment
Collingwood, Canada
2.5k from Collingwood Harbour center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Beach, Places to stay, Family

2 Bedrooms6 Guests
New to Booking
$117
Average price / night
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Escarpment Escape
Escarpment Escape
House
Collingwood, L9Y 5B4, Canada
0.8k from Collingwood Harbour center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
New to Booking
$129
Average price / night
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Four Season Family Retreat with Pool Access
Four Season Family Retreat with Pool Access
House
Canada
2.5k from Collingwood Harbour center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms5 Guests
8.5

Very Good

15 reviews

$204
Average price / night
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Collingwood Seasonal Rental - Beside Georgian Bay
Collingwood Seasonal Rental - Beside Georgian Bay
House
Collingwood, L9Y 5C6, Canada
1.4k from Collingwood Harbour center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms6 Guests
New to Booking
$86
Average price / night
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Live Well Collingwood: Beautiful Retreat with Pool
Live Well Collingwood: Beautiful Retreat with Pool
House
Collingwood Harbour, Collingwood, Ontario, Canada
2.9k from Collingwood Harbour center

Balcony/Terrace, Kitchen, Pool, Air Conditioner, Parking, Child Friendly

2 Bedrooms6 Guests
New to Booking
$90
Average price / night
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Lighthouse Point Collingwood Fully Furnished 2 Bed, 2 Bath with Water Views!
Lighthouse Point Collingwood Fully Furnished 2 Bed, 2 Bath with Water Views!
Condo
Collingwood, L9Y 5C7, Canada
1.5k from Collingwood Harbour center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms4 Guests
New to Booking
$61
Average price / night
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Mountain View Townhouse Fresh and Bright at Blue
Mountain View Townhouse Fresh and Bright at Blue
House
Collingwood, Canada
5.3k from Collingwood Harbour center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.3

Superb

3 reviews

$271
Average price / night
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Bright, renovated! LIGHTHOUSE POINT.  Attached garage, nature, garden walk out.
Bright, renovated! LIGHTHOUSE POINT. Attached garage, nature, garden walk out.
Condo
Collingwood, L9Y 5C7, Canada
1.5k from Collingwood Harbour center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$98
Average price / night
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Blue Mountain Village Townhome 4 Bedroom with Shuttle & Pool
Blue Mountain Village Townhome 4 Bedroom with Shuttle & Pool
House
Blue Mountains, Canada
5.3k from Collingwood Harbour center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

4 Bedrooms12 Guests
New to Booking
$221
Average price / night
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Lighthouse Point Condo - next to Georgian Bay, 5 min from the slopes!
Lighthouse Point Condo - next to Georgian Bay, 5 min from the slopes!
Condo
Collingwood, L9Y 5C7, Canada
1.7k from Collingwood Harbour center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$103
Average price / night
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Beautiful & Bright 3 Bed Townhome Near Village
Beautiful & Bright 3 Bed Townhome Near Village
House
Blue Mountains, Canada
5.3k from Collingwood Harbour center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
9.1

Superb

64 reviews

$339
Average price / night
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BLUE MOUNTAINS TOWNHOUSE WITH POOL
BLUE MOUNTAINS TOWNHOUSE WITH POOL
House
Collingwood, L9Y 5H9, Canada
1.8k from Collingwood Harbour center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$256
Average price / night
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New Blue Mountain Village Snowbridge Executive Townhome Sleeps 10 with Outdoor Pool and Shuttle
New Blue Mountain Village Snowbridge Executive Townhome Sleeps 10 with Outdoor Pool and Shuttle
House
Nottawa, Canada
5.3k from Collingwood Harbour center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms12 Guests
9.4

Superb

22 reviews

$506
Average price / night
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Cozy waterfront ski/summer retreat with spectacular amenities on property!
Cozy waterfront ski/summer retreat with spectacular amenities on property!
Condo
Collingwood, L9Y 5C7, Canada
1.9k from Collingwood Harbour center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$105
Average price / night
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Executive Town Home-Mountain View-Historic Snowbridge Village, Walking Distance to the Resort
Executive Town Home-Mountain View-Historic Snowbridge Village, Walking Distance to the Resort
House
Collingwood, Canada
5.3k from Collingwood Harbour center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.2

Superb

41 reviews

$300
Average price / night
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2 bedroom Condo located at Collingwood's prestigious Lighthouse Point
2 bedroom Condo located at Collingwood's prestigious Lighthouse Point
Condo
Collingwood, L9Y 5C7, Canada
2.1k from Collingwood Harbour center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$63
Average price / night
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Spectacular Lighthouse Point Waterfront Condo
Spectacular Lighthouse Point Waterfront Condo
Condo
Collingwood, L9Y 5C7, Canada
2.2k from Collingwood Harbour center

AC, Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$138
Average price / night
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3bed/2bathGround Floor 1700sqft Unit with water view.  30 DAY MIN (govt rule)
3bed/2bathGround Floor 1700sqft Unit with water view. 30 DAY MIN (govt rule)
Condo
Collingwood, L9Y 5C7, Canada
2.2k from Collingwood Harbour center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
New to Booking
$127
Average price / night
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Pony Trail Haven Near Blue Mountain & Scenic Trails
Pony Trail Haven Near Blue Mountain & Scenic Trails
Villa
Collingwood, L9Y 5G4, Canada
2.3k from Collingwood Harbour center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

2 Bedrooms6 Guests
New to Booking
$408
Average price / night
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Tranquil centrally located townhome sleeps 6
Tranquil centrally located townhome sleeps 6
House
Collingwood, L9Y 5G4, Canada
2.3k from Collingwood Harbour center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$337
Average price / night
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Happy Valley Spacious Family Townhome.Dog Friendly.Minutes to Blue Mountain
Happy Valley Spacious Family Townhome.Dog Friendly.Minutes to Blue Mountain
House
Collingwood, L9Y 5G4, Canada
2.3k from Collingwood Harbour center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

2 Bedrooms6 Guests
9.2

Superb

5 reviews

$373
Average price / night
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2 bedroom townhome  Collingwood
2 bedroom townhome Collingwood
House
Collingwood, L9Y 5G4, Canada
2.4k from Collingwood Harbour center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$316
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Collingwood Harbour.

Where to stay in Collingwood Harbour? Best neighborhoods & areas

Collingwood Harbour Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 240 verified vacation rentals with a pool in Collingwood Harbour. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Collingwood Harbour vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $61 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Collingwood Harbour offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Collingwood Harbour welcome pets. Currently, 44 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Collingwood Harbour often include additional outdoor features such as Pool, Fireplace/Heating, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Collingwood Harbour offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.