Vacation Rentals in Chesswood Arena, ON: Compare 10+ Sites & Save

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545 Best Vacation Rentals in Chesswood Arena (Starting from $59)

Vita House near Rogers Stadium and Yorkdale Shopping Center
Vita House near Rogers Stadium and Yorkdale Shopping Center
House
Toronto, Canada
1.0k from Chesswood Arena center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay

3 Bedrooms7 Guests
8.7

Fabulous

76 reviews

$186
Average price / night
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Toronto Stay: Free Parking, Games, Ping Pong, WiFi
Toronto Stay: Free Parking, Games, Ping Pong, WiFi
House
Toronto, M3H 4K1, Canada
1.2k from Chesswood Arena center

Heater, Laundry, No Smoking, Washer

4 Bedrooms10 Guests
New to Booking
$605
Average price / night
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Modern Lux Family Rooms - KingBed - Near Sheppard W Station Toronto
Modern Lux Family Rooms - KingBed - Near Sheppard W Station Toronto
House
Chesswood Arena, Toronto, Ontario, Canada
1.1k from Chesswood Arena center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay

3 Bedrooms8 Guests
8.9

Fabulous

63 reviews

$131
Average price / night
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Bright Suites Finch West
Bright Suites Finch West
Apartment
1275 Finch Ave. West, Toronto, M3J 0L5, Canada
1.2k from Chesswood Arena center

AC, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Parking Available, Pets

1 Bedroom2 Guests
8.6

Fabulous

47 reviews

$226
Average price / night
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Cozy Double Private Room, Comfy Bed, Free Parking
Cozy Double Private Room, Comfy Bed, Free Parking
House
Toronto, Canada
1.6k from Chesswood Arena center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.2

Superb

16 reviews

$92
Average price / night
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Spacious Open Concept Home
Spacious Open Concept Home
House
North York, M3H 4W2, Canada
1.4k from Chesswood Arena center

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

5 Bedrooms8 Guests
New to Booking
$256
Average price / night
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Quiet & Comfortable Double Private Room, Free Parking
Quiet & Comfortable Double Private Room, Free Parking
House
Toronto, Canada
1.6k from Chesswood Arena center

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

1 Bedroom2 Guests
9.6

Exceptional

11 reviews

$79
Average price / night
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Taro's Lodge
Taro's Lodge
Apartment
Toronto, M3J 1M5, Canada
1.5k from Chesswood Arena center

AC, Heater, Internet, Laundry, No Smoking

1 Bedroom2 Guests
8.6

Fabulous

4 reviews

$254
Average price / night
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Private room with garden, 25 min to Downtown
Private room with garden, 25 min to Downtown
Apartment
Toronto, Canada
1.8k from Chesswood Arena center

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

1 Bedroom2 Guests
9.2

Superb

18 reviews

$91
Average price / night
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Short Term Rental near York University ( Keel & Finch ave)
Short Term Rental near York University ( Keel & Finch ave)
House
Toronto, M3J 1R3, Canada
1.6k from Chesswood Arena center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$71
Average price / night
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Upgraded Rooms with Bath 7-min to Subway Near Downsview Rogers Stadium
Upgraded Rooms with Bath 7-min to Subway Near Downsview Rogers Stadium
House
Toronto, Canada
1.8k from Chesswood Arena center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay

3 Bedrooms6 Guests
8.1

Very Good

100 reviews

$122
Average price / night
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Cozy & quiet legal basement apartment including a bedroom, a bathroom, a kitchen
Cozy & quiet legal basement apartment including a bedroom, a bathroom, a kitchen
Apartment
Toronto, M3H 4M3, Canada
1.6k from Chesswood Arena center

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

1 Bedroom2 Guests
New to Booking
$61
Average price / night
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Village at York U
Village at York U
House
Chesswood Arena, Toronto, Ontario, Canada
2.1k from Chesswood Arena center

Cheap, Accommodations, Parking, Homestays, Lodgings, Vacation rentals, Places to stay, Family

3 Bedrooms6 Guests
8.7

Fabulous

91 reviews

$155
Average price / night
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Fully Furnished Bright and Luxurious Bedroom in North York-7
Fully Furnished Bright and Luxurious Bedroom in North York-7
House
Toronto, M3J 3P4, Canada
1.7k from Chesswood Arena center

Internet, Kitchen, No Smoking, TV

1 Bedroom1 Guest
New to Booking
$59
Average price / night
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Guest Suite in Toronto by Ravine
Guest Suite in Toronto by Ravine
Apartment
Toronto, Canada
2.2k from Chesswood Arena center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$99
Average price / night
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A Memorable Staycation
A Memorable Staycation
House
Toronto, M3H 0E9, Canada
1.8k from Chesswood Arena center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms6 Guests
New to Booking
$200
Average price / night
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Toronto Spacious Room, Parking, Smart Monitor
Toronto Spacious Room, Parking, Smart Monitor
House
Toronto, Canada
2.2k from Chesswood Arena center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay

1 Bedroom2 Guests
8.4

Very Good

5 reviews

$72
Average price / night
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Fully Furnished Bright and Luxurious Bedroom in North York-1
Fully Furnished Bright and Luxurious Bedroom in North York-1
House
Toronto, M3J 3P4, Canada
1.8k from Chesswood Arena center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom30 Guests
New to Booking
$65
Average price / night
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King Bed TV Private Ensuite Retreat Bathroom or Economical Double Bed Room
King Bed TV Private Ensuite Retreat Bathroom or Economical Double Bed Room
House
Toronto, Canada
2.4k from Chesswood Arena center

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

2 Bedrooms5 Guests
8.2

Very Good

19 reviews

$166
Average price / night
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Large 3bdrm house
Large 3bdrm house
House
Toronto, M3J 1A8, Canada
1.9k from Chesswood Arena center

AC, Dryer, Free Parking, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms3 Guests
New to Booking
$143
Average price / night
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Private Rooms, Free Parking, Full Kitchen, Best Prices in Town- York University Heights
Private Rooms, Free Parking, Full Kitchen, Best Prices in Town- York University Heights
House
Toronto, Canada
2.4k from Chesswood Arena center

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

3 Bedrooms10 Guests
4.7

Review score

14 reviews

$118
Average price / night
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Suite Blossoms on transit
Suite Blossoms on transit
Apartment
Toronto, M3H 2P1, Canada
1.9k from Chesswood Arena center

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

1 Bedroom4 Guests
New to Booking
$72
Average price / night
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Fully Furnished Bright and Luxurious Bedroom in North York-4
Fully Furnished Bright and Luxurious Bedroom in North York-4
House
Toronto, M3J 3P4, Canada
1.9k from Chesswood Arena center

Internet, No Smoking

1 Bedroom1 Guest
New to Booking
$59
Average price / night
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BOHO THEME HOME [3 Bedrooms/2 Baths]
BOHO THEME HOME [3 Bedrooms/2 Baths]
House
Toronto, M3H 2V4, Canada
1.9k from Chesswood Arena center

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

3 Bedrooms6 Guests
New to Booking
$246
Average price / night
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Minutes to Subway Station! Entire Floor w/Private Living room & Ensuite bathroom
Minutes to Subway Station! Entire Floor w/Private Living room & Ensuite bathroom
House
Toronto, M3H 2T4, Canada
2.0k from Chesswood Arena center

AC, Heater, Internet, No Smoking

1 Bedroom2 Guests
New to Booking
$64
Average price / night
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Luxury 3 BDRM Home In Toronto Ontario
Luxury 3 BDRM Home In Toronto Ontario
House
Toronto, M3J 3E4, Canada
2.0k from Chesswood Arena center

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

3 Bedrooms6 Guests
New to Booking
$261
Average price / night
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Fully Furnished Bright and Luxurious Bedroom in North York-3
Fully Furnished Bright and Luxurious Bedroom in North York-3
House
Toronto, M3J 3P4, Canada
2.0k from Chesswood Arena center

Internet, No Smoking, TV

1 Bedroom1 Guest
New to Booking
$59
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 Vacation Rentals in Chesswood Arena.

Where to stay in Chesswood Arena? Best neighborhoods & areas

Chesswood Arena Vacation Rentals on the Map

Frequently Asked Questions

You can explore 545 verified vacation rentals in Chesswood Arena. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Chesswood Arena vary depending on the season, property size, and location. Rates typically start from around $59 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Chesswood Arena include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Chesswood Arena welcome pets. Currently, 14 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Chesswood Arena often include amenities such as Fireplace/Heating, Laundry, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.