Family-Friendly Vacation Rentals in Castle Glen Estates, ON: Compare 10+ Sites & Save

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341 Best Family Vacation Rentals in Castle Glen Estates (Starting from $94)

Sweet Woods Hill
Sweet Woods Hill
House
Blue Mountains, Canada
3.4k from Castle Glen Estates center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay

2 Bedrooms2 Guests
9.7

Exceptional

3 reviews

$129
Average price / night
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Stunning Buckingham Chalet - Minutes to Blue Mountain with Pool
Stunning Buckingham Chalet - Minutes to Blue Mountain with Pool
House
Collingwood, L9Y 3Y9, Canada
4.3k from Castle Glen Estates center

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

4 Bedrooms10 Guests
New to Booking
$435
Average price / night
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Orchard Run Chalet
Orchard Run Chalet
Ski Chalet
Blue Mountains, Canada
4.6k from Castle Glen Estates center

Accommodations, Pools, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

8 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$1921
Average price / night
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Charming Blue Mountain cottage, 5-Minutes walk to the slopes and the Village
Charming Blue Mountain cottage, 5-Minutes walk to the slopes and the Village
Cottage
Blue Mountains, L9Y 0P1, Canada
4.4k from Castle Glen Estates center

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

4 Bedrooms12 Guests
9.8

Exceptional

121 reviews

$784
Average price / night
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Relax at The Mountaintop Chalet
Relax at The Mountaintop Chalet
Ski Chalet
Blue Mountains, Canada
5.1k from Castle Glen Estates center

Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom11 Guests
New to Booking
$588
Average price / night
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Detached Spa Chalet – 1-Month+ Stay w/ Sauna, Hot Tub & Concierge!
Detached Spa Chalet – 1-Month+ Stay w/ Sauna, Hot Tub & Concierge!
House
Blue Mountains, L9Y 0N5, Canada
4.6k from Castle Glen Estates center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$94
Average price / night
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Scandia Retreat with Hot Tub, Sauna and Fire Pit
Scandia Retreat with Hot Tub, Sauna and Fire Pit
House
Blue Mountains, Canada
5.1k from Castle Glen Estates center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

5 Bedrooms12 Guests
9.2

Superb

6 reviews

$460
Average price / night
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Walk to the Lift, Relax in Comfort – 6 bedroom Blue Mountain Chalet with Hot Tub
Walk to the Lift, Relax in Comfort – 6 bedroom Blue Mountain Chalet with Hot Tub
Ski Chalet
The Blue Mountains, L9Y 0P1, Canada
4.9k from Castle Glen Estates center

AC, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave, Outdoor Space

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$597
Average price / night
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Paradise Manor w Hot tub Sauna & Putting Green
Paradise Manor w Hot tub Sauna & Putting Green
House
Blue Mountains, Canada
5.2k from Castle Glen Estates center

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

6 Bedrooms14 Guests
8.3

Very Good

3 reviews

$1498
Average price / night
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Entire semi-detached house in The Blue Mountains
Entire semi-detached house in The Blue Mountains
House
The Blue Mountains, L9Y 0R4, Canada
4.9k from Castle Glen Estates center

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

4 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$288
Average price / night
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Panoramic-Blue Mountain-Balcony-Sauna-Backyard-King
Panoramic-Blue Mountain-Balcony-Sauna-Backyard-King
Ski Chalet
Castle Glen Estates, The Blue Mountains, Ontario, Canada
5.2k from Castle Glen Estates center

Cheap, Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

6 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$468
Average price / night
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Luxury home in child friendly quiet Windfall area in Blue Mountains
Luxury home in child friendly quiet Windfall area in Blue Mountains
House
The Blue Mountains, L9Y 0R4, Canada
4.9k from Castle Glen Estates center

Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$3231
Average price / night
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Executive-BBQ-Full-Kitchen-Washer-Dryer-Sauna-Backyard-Parking-Air-Conditioning
Executive-BBQ-Full-Kitchen-Washer-Dryer-Sauna-Backyard-Parking-Air-Conditioning
Ski Chalet
Castle Glen Estates, The Blue Mountains, Ontario, Canada
5.2k from Castle Glen Estates center

Cheap, Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

6 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$520
Average price / night
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Cozy Home Close to Osler Bluff Ski Club
Cozy Home Close to Osler Bluff Ski Club
House
Collingwood, L9Y 3Y9, Canada
5.2k from Castle Glen Estates center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
New to Booking
$549
Average price / night
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The Beehive w Hot Tub Sauna & Fireplace
The Beehive w Hot Tub Sauna & Fireplace
House
Blue Mountains, Canada
5.3k from Castle Glen Estates center

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

6 Bedrooms14 Guests
8.4

Very Good

9 reviews

$405
Average price / night
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Luxury B & B 2 bdrm Chalet unit w/ private yard, hottub, walk to ski and village
Luxury B & B 2 bdrm Chalet unit w/ private yard, hottub, walk to ski and village
Ski Chalet
Blue Mountain, L9Y 0R3, Canada
5.2k from Castle Glen Estates center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

7 reviews

$237
Average price / night
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Alpine 6BR Chalet w Hot Tub for 14
Alpine 6BR Chalet w Hot Tub for 14
Ski Chalet
Blue Mountains, Canada
5.4k from Castle Glen Estates center

Accommodations, Spa, Cabins, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay, Ski resorts

6 Bedrooms14 Guests
New to Booking
$1317
Average price / night
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Cozy family home across the Blue Mountain South Lift, 1km to the Village.
Cozy family home across the Blue Mountain South Lift, 1km to the Village.
Cottage
The Blue Mountains, L9Y 0R4, Canada
5.3k from Castle Glen Estates center

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

3 Bedrooms9 Guests
New to Booking
$135
Average price / night
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Cachet Crossing 214
Cachet Crossing 214
Apartment
Blue Mountains, Canada
5.4k from Castle Glen Estates center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
8.5

Very Good

2 reviews

$482
Average price / night
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Crosswinds Cove: 3BDR Townhome Backing onto Blue
Crosswinds Cove: 3BDR Townhome Backing onto Blue
Villa
The Blue Mountains, L9Y 5S8, Canada
5.3k from Castle Glen Estates center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
New to Booking
$226
Average price / night
Check Availability
Cachet Crossing 109
Cachet Crossing 109
Apartment
Blue Mountains, Canada
5.4k from Castle Glen Estates center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms7 Guests
New to Booking
$370
Average price / night
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Crosswinds Escape: Townhome Backing on Blue Mtn
Crosswinds Escape: Townhome Backing on Blue Mtn
Villa
The Blue Mountains, L9Y 5S8, Canada
5.3k from Castle Glen Estates center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$226
Average price / night
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Crosswinds Breeze: 3BDR Townhome Steps to Blue
Crosswinds Breeze: 3BDR Townhome Steps to Blue
Villa
The Blue Mountains, L9Y 5S8, Canada
5.3k from Castle Glen Estates center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$233
Average price / night
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Crosswinds Retreat: Steps to Blue Mtn for 8 Guests
Crosswinds Retreat: Steps to Blue Mtn for 8 Guests
Villa
The Blue Mountains, L9Y 5S8, Canada
5.3k from Castle Glen Estates center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Heater, Internet, Kitchen

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$289
Average price / night
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Jewel of Blue Mountain
Jewel of Blue Mountain
House
The Blue Mountains, L9Y 5S8, Canada
5.3k from Castle Glen Estates center

AC, Arcade, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.4

Superb

10 reviews

$259
Average price / night
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Blue Mountains Relaxing Spa Getaway, Sauna, Hot Tub & Heated Pool
Blue Mountains Relaxing Spa Getaway, Sauna, Hot Tub & Heated Pool
House
The Blue Mountains, L9Y5L8, Canada
5.4k from Castle Glen Estates center

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

3 Bedrooms6 Guests
New to Booking
$159
Average price / night
Check Availability
Ski in / Ski Out Condo at Blue Mountain Close to Village
Ski in / Ski Out Condo at Blue Mountain Close to Village
Apartment
The Blue Mountains, L9Y 0P7, Canada
5.4k from Castle Glen Estates center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
7.0

Good

7 reviews

$280
Average price / night
Check Availability

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 Family Vacation Rentals in Castle Glen Estates.

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Castle Glen Estates Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 341 verified family-friendly vacation rentals in Castle Glen Estates. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Castle Glen Estates vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $94 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Castle Glen Estates offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Castle Glen Estates are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Castle Glen Estates often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.