Family-Friendly Vacation Rentals in Transcona, MB: Compare 10+ Sites & Save

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65 Best Family Vacation Rentals in Transcona (Starting from $35)

Entire Cozy Basement Studio in Winnipeg South Transcona
Entire Cozy Basement Studio in Winnipeg South Transcona
House
Winnipeg, Canada
2.0k from Transcona center

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

1 Bedroom4 Guests
9.1

Superb

11 reviews

$81
Average price / night
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Entire Guest Suite/Separate Entrance/Free Parking in Winnipeg
Entire Guest Suite/Separate Entrance/Free Parking in Winnipeg
House
Winnipeg, R2C 2Z2, Canada
2.2k from Transcona center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

8 reviews

$93
Average price / night
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New Stylish 2-Bedroom Basement Suite
New Stylish 2-Bedroom Basement Suite
House
Winnipeg, Canada
2.1k from Transcona center

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

2 Bedrooms5 Guests
9.0

Fabulous

3 reviews

$72
Average price / night
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Waterfront views and tranquil neighborhood
Waterfront views and tranquil neighborhood
House
Winnipeg, R2C 3C2, Canada
2.9k from Transcona center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$299
Average price / night
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Luxury-Home Away from Home with Private Entrance
Luxury-Home Away from Home with Private Entrance
Apartment
Winnipeg, Canada
2.2k from Transcona center

Apartments, Luxury, Cheap, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
8.3

Very Good

3 reviews

$70
Average price / night
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Charming 2-bedroom apartment in wonderful Devonshire area of Winnipeg with WiFi
Charming 2-bedroom apartment in wonderful Devonshire area of Winnipeg with WiFi
Apartment
Winnipeg, R3W 0L1, Canada
2.9k from Transcona center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$85
Average price / night
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Private luxury Guest Suite in Winnipeg, Separate Entrance and Free Parking
Private luxury Guest Suite in Winnipeg, Separate Entrance and Free Parking
Apartment
Winnipeg, Canada
2.2k from Transcona center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.8

Exceptional

5 reviews

$79
Average price / night
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Flamingo Home! A family-friendly home with 4 bedrooms and 3 bathrooms.
Flamingo Home! A family-friendly home with 4 bedrooms and 3 bathrooms.
House
Winnipeg, R2C 4M4, Canada
3.1k from Transcona center

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

4 Bedrooms10 Guests
9.0

Fabulous

16 reviews

$161
Average price / night
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Luxury 1 Bedroom Basement Suite
Luxury 1 Bedroom Basement Suite
Apartment
Winnipeg, Canada
2.7k from Transcona center

Apartments, Luxury, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.5

Superb

4 reviews

$83
Average price / night
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Best place to stay and enjoy your money
Best place to stay and enjoy your money
House
Winnipeg, R3W 1P6, Canada
3.8k from Transcona center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
8.4

Very Good

5 reviews

$67
Average price / night
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Two Bedroom Basement Suite With Private Entrance & Free Parking
Two Bedroom Basement Suite With Private Entrance & Free Parking
House
Winnipeg, Canada
2.8k from Transcona center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay, Family, Self-catering

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$62
Average price / night
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Embassy Suites.
Embassy Suites.
House
Winnipeg, R3W 1P6, Canada
3.9k from Transcona center

Free Parking, Heater, Hot Tub, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
6.8

Good

6 reviews

$106
Average price / night
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Jimmy
Jimmy
House
Winnipeg, Canada
2.8k from Transcona center

Cheap, Accommodations, Parking, Homestays, Lodgings, Hot tubs, Places to stay, Self-catering

2 Bedrooms2 Guests
8.3

Very Good

3 reviews

$49
Average price / night
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EXCLUSIVE 2-BED PRIVATE COZY BASEMENT
EXCLUSIVE 2-BED PRIVATE COZY BASEMENT
House
Winnipeg, R3W 0M4, Canada
4.0k from Transcona center

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

2 Bedrooms3 Guests
New to Booking
$4245
Average price / night
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Devonshire Cozy Haven
Devonshire Cozy Haven
Apartment
East Kildonan, Canada
3.5k from Transcona center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$68
Average price / night
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Golden Eagle, Basement Suite
Golden Eagle, Basement Suite
Apartment
Winnipeg, R2K 4M4, Canada
4.2k from Transcona center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space, Patio, TV

2 Bedrooms5 Guests
9.8

Exceptional

6 reviews

$104
Average price / night
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The Home Sweet Home
The Home Sweet Home
House
Winnipeg, Canada
3.9k from Transcona center

Accommodations, Parking, Homestays, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms6 Guests
7.7

Good

29 reviews

$57
Average price / night
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Home on large park like lot. Close to beaches, Prov parks & festival grounds.
Home on large park like lot. Close to beaches, Prov parks & festival grounds.
House
Winnipeg, R2G 1C3, Canada
7.0k from Transcona center

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

3 Bedrooms9 Guests
10.0

Exceptional

21 reviews

$225
Average price / night
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Bethel Joyful Home
Bethel Joyful Home
House
Winnipeg, Canada
4.3k from Transcona center

Air Conditioner, Security/Safety, Parking, Internet, Fireplace/Heating, Child Friendly

1 Bedroom3 Guests
8.7

Fabulous

9 reviews

$78
Average price / night
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Winnipeg Spotless cozy 4-bedroom home
Winnipeg Spotless cozy 4-bedroom home
House
Winnipeg, R2K 1C9, Canada
7.4k from Transcona center

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

4 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$216
Average price / night
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Bliss Haven
Bliss Haven
House
Winnipeg, Canada
4.5k from Transcona center

Security/Safety, Internet, Fireplace/Heating, Parking, Guest Services, Air Conditioner, Child Friendly

2 Bedrooms4 Guests
New to Booking
$35
Average price / night
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2 Private Bedrooms in Winnipeg1
2 Private Bedrooms in Winnipeg1
House
Winnipeg, R2K 1E8, Canada
7.8k from Transcona center

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

2 Bedrooms4 Guests
9.0

Fabulous

12 reviews

$96
Average price / night
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Gorgeous and Unique 5 Bed & 2.5 Bath Townhouse
Gorgeous and Unique 5 Bed & 2.5 Bath Townhouse
Condo
Winnipeg, R2H 2P6, Canada
8.1k from Transcona center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms10 Guests
9.8

Exceptional

16 reviews

$268
Average price / night
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Spotless 4 Bedroom House in Winnipeg Sleep 8.
Spotless 4 Bedroom House in Winnipeg Sleep 8.
House
Winnipeg, R2K 1E8, Canada
8.2k from Transcona center

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

4 Bedrooms8 Guests
8.8

Fabulous

5 reviews

$220
Average price / night
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Recently renovated home just a 7 minute walk from the St Boniface Hospital.
Recently renovated home just a 7 minute walk from the St Boniface Hospital.
House
Winnipeg, R2H 2X1, Canada
8.3k from Transcona center

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

3 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$152
Average price / night
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Full house Close to Down town and St Boniface
Full house Close to Down town and St Boniface
House
Winnipeg, R2M 0C4, Canada
8.5k from Transcona center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
8.0

Good

8 reviews

$127
Average price / night
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3 floors character house
3 floors character house
House
Winnipeg, R2W 0T2, Canada
8.9k from Transcona center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms10 Guests
9.6

Exceptional

75 reviews

$109
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 Family Vacation Rentals in Transcona.

Transcona Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 65 verified family-friendly vacation rentals in Transcona. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Transcona vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $35 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Transcona 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 Transcona 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 Transcona often include amenities such as Child Friendly, Fireplace/Heating, and Laundry. 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.