Holiday rentals near Chesswood Arena
We found 3,531 holiday rentals — enter your dates for availability
Find the perfect holiday rental within easy reach of Chesswood Arena. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Chesswood Arena
Showing deals for:8 Aug - 15 Aug
Image gallery for Beautiful Luxurious Modern With Breathtaking Views
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Beautiful Luxurious Modern With Breathtaking Views
Toronto, ON
12% off
Price is NZ$9,069
NZ$9,069
NZ$1,296 per night
includes taxes & fees
Image gallery for Maple Leaf Square Executive Suite
9.29.2 out of 10 rating
Wonderful
(23 reviews)
Maple Leaf Square Executive Suite
Toronto, ON
12% off
Price is NZ$10,272
NZ$10,272
NZ$1,467 per night
includes taxes & fees
Image gallery for Luxury 4-Bedroom Garden Villa w/Private Hot Tub & Seprate loft unit Lounge & EV
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Luxury 4-Bedroom Garden Villa w/Private Hot Tub & Seprate loft unit Lounge & EV
Richmond Hill, ON
8% off
Price is NZ$7,719
NZ$7,719
NZ$1,103 per night
includes taxes & fees
Image gallery for Proviate Entrance, Comfy Basement Apartment, Free car parking, Easy to Airport
1010 out of 10 rating
Exceptional
(7 reviews)
Proviate Entrance, Comfy Basement Apartment, Free car parking, Easy to Airport
Mississauga, ON
7% off
Price is NZ$1,401
NZ$1,401
NZ$200 per night
includes taxes & fees
Image gallery for Luxury Waterfront Suite
8.68.6 out of 10 rating
Excellent
(24 reviews)
Luxury Waterfront Suite
Toronto, ON
9% off
Price is NZ$5,909
NZ$5,909
NZ$844 per night
includes taxes & fees
Image gallery for Large Open Basement Room with bathroom and Vegetarian kitchen
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Large Open Basement Room with bathroom and Vegetarian kitchen
Mississauga, ON
7% off
Price is NZ$1,072
NZ$1,072
NZ$153 per night
includes taxes & fees
Image gallery for Beautiful and spacious two bed room Basement Apartment
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Beautiful and spacious two bed room Basement Apartment
Caledon, ON
8% off
Price is NZ$1,516
NZ$1,516
NZ$217 per night
includes taxes & fees
Image gallery for Cozy comfort unit in Richmond Hill. Your home away from home!
1010 out of 10 rating
Exceptional
(10 reviews)
Cozy comfort unit in Richmond Hill. Your home away from home!
Richmond Hill, ON
11% off
Price is NZ$1,909
NZ$1,909
NZ$273 per night
includes taxes & fees
Image gallery for Luxury 2 Beds with Lakeview near CN Tower, Scotia Arena & FREE PRIVATE PARKING
8.28.2 out of 10 rating
Very good
(45 reviews)
Luxury 2 Beds with Lakeview near CN Tower, Scotia Arena & FREE PRIVATE PARKING
Toronto, ON
8% off
Price is NZ$5,962
NZ$5,962
NZ$852 per night
includes taxes & fees
Image gallery for Executive 2 Beds by Rogers Centre, Ripley’s Aquarium & Free Parking
8.08.0 out of 10 rating
Very good
(35 reviews)
Executive 2 Beds by Rogers Centre, Ripley’s Aquarium & Free Parking
Toronto, ON
8% off
Price is NZ$5,510
NZ$5,510
NZ$787 per night
includes taxes & fees
Image gallery for Spotless & Spacious 2BR/2BA Comfortably Sleeps 6
1010 out of 10 rating
Exceptional
(16 reviews)
Spotless & Spacious 2BR/2BA Comfortably Sleeps 6
Mississauga, ON
8% off
Price is NZ$2,494
NZ$2,494
NZ$356 per night
includes taxes & fees
Image gallery for #1 Best Deal in Brampton
9.69.6 out of 10 rating
Exceptional
(5 reviews)
#1 Best Deal in Brampton
Caledon, ON
7% off
Price is NZ$3,298
NZ$3,298
NZ$471 per night
includes taxes & fees
Image gallery for LakeView 2BR: Easy Access & Modern Comfort
9.89.8 out of 10 rating
Exceptional
(8 reviews)
LakeView 2BR: Easy Access & Modern Comfort
Mississauga, ON
8% off
Price is NZ$1,782
NZ$1,782
NZ$255 per night
includes taxes & fees
Image gallery for 1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite
8.28.2 out of 10 rating
Very good
(34 reviews)
1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite
Toronto, ON
8% off
Price is NZ$4,347
NZ$4,347
NZ$621 per night
includes taxes & fees
Image gallery for LAKESHORE Port Credit Is One Of The Few Truly Walk Able area In Mississauga.
9.09.0 out of 10 rating
Wonderful
(20 reviews)
LAKESHORE Port Credit Is One Of The Few Truly Walk Able area In Mississauga.
Mississauga, ON
8% off
Price is NZ$3,063
NZ$3,063
NZ$438 per night
includes taxes & fees
Image gallery for Port Credit - Mineola Cottage
1010 out of 10 rating
Exceptional
(15 reviews)
Port Credit - Mineola Cottage
Mississauga, ON
8% off
Price is NZ$2,999
NZ$2,999
NZ$428 per night
includes taxes & fees
Image gallery for Comfy private and quiet retreat in the center of town.
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Comfy private and quiet retreat in the center of town.
Aurora, ON
8% off
Price is NZ$1,107
NZ$1,107
NZ$158 per night
includes taxes & fees
Image gallery for Newly Renovated LakeView Retreat
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Newly Renovated LakeView Retreat
Mississauga, ON
8% off
Price is NZ$1,261
NZ$1,261
NZ$180 per night
includes taxes & fees
Image gallery for Modern Luxury House W/ HOT TUB
8.48.4 out of 10 rating
Very good
(19 reviews)
Modern Luxury House W/ HOT TUB
Richmond Hill, ON
6% off
Price is NZ$4,574
NZ$4,574
NZ$653 per night
includes taxes & fees
Image gallery for Zen Nest - Cozy, conveniently located, and just minutes to the airport!
8.88.8 out of 10 rating
Excellent
(8 reviews)
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
Brampton, ON
8% off
Price is NZ$1,529
NZ$1,529
NZ$218 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chesswood Arena
Life Suites Loft - CN Tower
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very goodvery good
2,161 reviews(2,161 reviews)
One King West Hotel & Residence
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
10,060 reviews(10,060 reviews)
Panorama Suites Downtown Toronto
Sleeps 6 · 2 bedrooms
9.49.4 out of 10
Exceptionalexceptional
280 reviews(280 reviews)
Waterfront Majesty Enclaves
Sleeps 10 · 3 bedrooms
7.07.0 out of 10
Goodgood
95 reviews(95 reviews)
Cozy 2BR - Cabbagetown - 5 min to City Center
Sleeps 4 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
12 reviews(12 reviews)
Fort York Suites
Sleeps 2 · 1 bedroom
7.07.0 out of 10
Goodgood
17 reviews(17 reviews)
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