Family-Friendly Vacation Rentals in Winsor Gallery, BC: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Canada

  4.  British Columbia

  5.  Vancouver
  6.  Winsor Gallery

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719 Best Family Vacation Rentals in Winsor Gallery (Starting from $156)

Spacious & stylish 2 bedrooms condo
Spacious & stylish 2 bedrooms condo
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

Internet, Pet Friendly, Parking, Air Conditioner, Wheelchair Accessible, Child Friendly

1 Bedroom4 Guests
New to Booking
$156
Average price / night
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Mount Pleasant Work & Live Loft
Mount Pleasant Work & Live Loft
Apartment
Vancouver, V5T 4R8, Canada
0.3k from Winsor Gallery center

AC, Crib, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

7 reviews

$1608
Average price / night
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Modern 3BR Condo with Rooftop, Gym and Parking near Skytrain
Modern 3BR Condo with Rooftop, Gym and Parking near Skytrain
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

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

1 Bedroom7 Guests
10.0

Exceptional

1 reviews

$505
Average price / night
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Centrally located 3 bedroom penthouse with stunning views.
Centrally located 3 bedroom penthouse with stunning views.
Condo
Vancouver, V6A 4B6, Canada
0.6k from Winsor Gallery center

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

3 Bedrooms6 Guests
10.0

Exceptional

50 reviews

$752
Average price / night
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Peaceful City Stay, Calm Vibes in a Cozy
Peaceful City Stay, Calm Vibes in a Cozy
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms5 Guests
6.0

Review score

1 reviews

$491
Average price / night
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Amazing Ocean and Mountain views 3 bedroom.
Amazing Ocean and Mountain views 3 bedroom.
Condo
Vancouver, V6A 4B6, Canada
0.6k from Winsor Gallery center

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

3 Bedrooms6 Guests
10.0

Exceptional

33 reviews

$661
Average price / night
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Modern Suite by Olympic Village SkyTrain Sleeps 3
Modern Suite by Olympic Village SkyTrain Sleeps 3
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

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

1 Bedroom3 Guests
7.5

Good

2 reviews

$246
Average price / night
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Downtown Vancouver, 1 Bd room and den, pool, gym, free parking, skytrain, view
Downtown Vancouver, 1 Bd room and den, pool, gym, free parking, skytrain, view
Apartment
Vancouver, V6B 0J2, Canada
1.0k from Winsor Gallery center

Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom5 Guests
10.0

Exceptional

1 reviews

$942
Average price / night
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Stylish 2BR Retreat with Parking and Gym in Olympic Village
Stylish 2BR Retreat with Parking and Gym in Olympic Village
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

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

2 Bedrooms5 Guests
New to Booking
$350
Average price / night
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Gorgeous Water & Mountain Views and Super Central Location
Gorgeous Water & Mountain Views and Super Central Location
Condo
Vancouver, V6A 4B6, Canada
1.0k from Winsor Gallery center

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

3 Bedrooms6 Guests
9.8

Exceptional

200 reviews

$619
Average price / night
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Modern Condo with AC Gym and Parking near Olympic Village for 5
Modern Condo with AC Gym and Parking near Olympic Village for 5
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Condos

1 Bedroom5 Guests
New to Booking
$326
Average price / night
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1 BR in the Heart of Downtown: Parking, Pool & Gym . Property #22-157614
1 BR in the Heart of Downtown: Parking, Pool & Gym . Property #22-157614
Apartment
Vancouver, V6B 0B9, Canada
1.0k from Winsor Gallery center

AC, Balcony, Crib, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
8.8

Fabulous

14 reviews

$874
Average price / night
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Modern 4-Bed Condo with AC and Parking near SkyTrain for 6
Modern 4-Bed Condo with AC and Parking near SkyTrain for 6
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Condos

1 Bedroom6 Guests
New to Booking
$306
Average price / night
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Amazing & Modern! Beautiful & Quiet View! Best location Downtown w/ Free Parking
Amazing & Modern! Beautiful & Quiet View! Best location Downtown w/ Free Parking
Apartment
Vancouver, V6B 6B8, Canada
1.1k from Winsor Gallery center

AC, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.4

Superb

60 reviews

$2000
Average price / night
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Eco-Friendly Condo with AC Gym and Parking near SkyTrain for 5
Eco-Friendly Condo with AC Gym and Parking near SkyTrain for 5
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

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

1 Bedroom5 Guests
10.0

Exceptional

1 reviews

$326
Average price / night
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One-of-a-Kind Luxury 3 Bed Penthouse w/ huge Private Patio, Hot tub & Firetable!
One-of-a-Kind Luxury 3 Bed Penthouse w/ huge Private Patio, Hot tub & Firetable!
Condo
Vancouver, V6B 0J3, Canada
1.1k from Winsor Gallery center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
9.4

Superb

48 reviews

$3098
Average price / night
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Bright Condo with AC and Parking near Science World for 4 Guests
Bright Condo with AC and Parking near Science World for 4 Guests
Apartment
Vancouver, Canada
0.2k from Winsor Gallery center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Condos

1 Bedroom4 Guests
New to Booking
$334
Average price / night
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❤️ Heart of the City ❤️\nArena/Gastown/Chinatown\nPool, Gym, Sauna, Hot Tub
❤️ Heart of the City ❤️\nArena/Gastown/Chinatown\nPool, Gym, Sauna, Hot Tub
Condo
Vancouver, V6B 0B8, Canada
1.1k from Winsor Gallery center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Hot Tub, Internet

1 Bedroom2 Guests
9.0

Fabulous

42 reviews

$532
Average price / night
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Entire condo in Mount Pleasant + Parking
Entire condo in Mount Pleasant + Parking
Apartment
Vancouver, Canada
0.4k from Winsor Gallery center

Pet Friendly, Wheelchair Accessible, Air Conditioner, Internet, Parking, Child Friendly

1 Bedroom2 Guests
New to Booking
$160
Average price / night
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Luxury City Stay Pool, Gym, Ocean and Mountain Views, 3 min from FIFA
Luxury City Stay Pool, Gym, Ocean and Mountain Views, 3 min from FIFA
Apartment
Vancouver, V6B 0B8, Canada
1.1k from Winsor Gallery center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms7 Guests
9.0

Fabulous

14 reviews

$1878
Average price / night
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The Center of Vancouver, Spacious Elegant Interior, Spectacular Outdoor Living
The Center of Vancouver, Spacious Elegant Interior, Spectacular Outdoor Living
House
Vancouver, V5Y 1M2, Canada
1.1k from Winsor Gallery center

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

4 Bedrooms10 Guests
9.8

Exceptional

19 reviews

$782
Average price / night
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Sub-Penthouse Condo with Jacuzzi, Pool, Sauna & Gym
Sub-Penthouse Condo with Jacuzzi, Pool, Sauna & Gym
Apartment
Vancouver, V6B 0B9, Canada
1.3k from Winsor Gallery center

AC, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms9 Guests
8.4

Very Good

26 reviews

$441
Average price / night
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Downtown Vancouver with False Creek View, across from Rogers Arena & BC Place
Downtown Vancouver with False Creek View, across from Rogers Arena & BC Place
Condo
Vancouver, V6B 0B9, Canada
1.3k from Winsor Gallery center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

17 reviews

$603
Average price / night
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Spacious 6-Bedroom, 2.5-Bath Home Near Downtown w/ 4 Parking Spots and A/C
Spacious 6-Bedroom, 2.5-Bath Home Near Downtown w/ 4 Parking Spots and A/C
House
Vancouver, V5T 2J3, Canada
1.3k from Winsor Gallery center

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

8 Bedrooms16 Guests
9.6

Exceptional

9 reviews

$816
Average price / night
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5 min Walk to BC Place/FIFA 2026/ 270° Rare Found downtown Ocean/Mountain View
5 min Walk to BC Place/FIFA 2026/ 270° Rare Found downtown Ocean/Mountain View
Condo
Vancouver, V6B 0B9, Canada
1.3k from Winsor Gallery center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms7 Guests
9.8

Exceptional

40 reviews

$484
Average price / night
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3 Bed Room Sub Penthouse Ocean and MountainView
3 Bed Room Sub Penthouse Ocean and MountainView
Condo
Vancouver, V6B 0B9, Canada
1.3k from Winsor Gallery center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

11 reviews

$1013
Average price / night
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Vancouver - Beautiful and Bright 3bdrm Home
Vancouver - Beautiful and Bright 3bdrm Home
House
Vancouver, V5T 2E5, Canada
1.3k from Winsor Gallery center

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

3 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$681
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 Winsor Gallery.

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Frequently Asked Questions

You can explore 719 verified family-friendly vacation rentals in Winsor Gallery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Winsor Gallery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $156 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Winsor Gallery 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 Winsor Gallery 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 Winsor Gallery often include amenities such as Child Friendly, Internet, and Wellness Facilities. 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.