Vacation Rentals in The Colosseum, ON: Compare 10+ Sites & Save

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193 Best Vacation Rentals in The Colosseum (Starting from $64)

Unique 2-BDR Historic Warehouse Loft with Terrace ! ! !
Unique 2-BDR Historic Warehouse Loft with Terrace ! ! !
Apartment
Windsor, Canada
0.4k from The Colosseum center

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

2 Bedrooms5 Guests
9.4

Superb

8 reviews

$194
Average price / night
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902 - Stylish Waterfront Executive Condo
902 - Stylish Waterfront Executive Condo
Apartment
Windsor, N9A 2S6, Canada
0.3k from The Colosseum center

AC, Fireplace, Free Parking, Heater, Internet, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$116
Average price / night
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Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!
House
Windsor, Canada
0.5k from The Colosseum center

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

3 Bedrooms6 Guests
3.0

Review score

1 reviews

$197
Average price / night
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loft Apt On Wyndotte | 2bed 1bath | Nr tunnel
loft Apt On Wyndotte | 2bed 1bath | Nr tunnel
Apartment
Windsor, N9A 3J6, Canada
0.4k from The Colosseum center

AC, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, TV, Washer

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$190
Average price / night
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Perfect Location! Quiet-Spacious-2 Bed-2 Bath
Perfect Location! Quiet-Spacious-2 Bed-2 Bath
Apartment
Windsor, Canada
0.5k from The Colosseum center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Self-catering

8 Bedrooms23 Guests
8.8

Fabulous

23 reviews

$139
Average price / night
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Cheerful & cozy downtown 2bdr with free parking
Cheerful & cozy downtown 2bdr with free parking
House
Windsor, N9A 1P9, Canada
0.4k from The Colosseum center

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

2 Bedrooms5 Guests
9.8

Exceptional

6 reviews

$144
Average price / night
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Great Location -Mural, Barn and Corridor -1 Bed 1Bath Apartments!
Great Location -Mural, Barn and Corridor -1 Bed 1Bath Apartments!
Apartment
Windsor, Canada
0.6k from The Colosseum center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

4 Bedrooms11 Guests
5.7

Review score

3 reviews

$91
Average price / night
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🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
House
Windsor, N9A 3B5, Canada
0.5k from The Colosseum center

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

3 Bedrooms9 Guests
9.0

Fabulous

17 reviews

$230
Average price / night
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Centrally located 3BDRM home in CityCore!
Centrally located 3BDRM home in CityCore!
Apartment
Windsor, Canada
0.9k from The Colosseum center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$78
Average price / night
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Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
House
Windsor, N9A 2Z6, Canada
0.5k from The Colosseum center

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

2 Bedrooms5 Guests
10.0

Exceptional

5 reviews

$333
Average price / night
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Newly renovated 3 bedroom unit
Newly renovated 3 bedroom unit
Apartment
Windsor, Canada
0.9k from The Colosseum center

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

1 Bedroom5 Guests
New to Booking
$74
Average price / night
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Bright & colorful downtown gem with free parking
Bright & colorful downtown gem with free parking
House
Windsor, N9A1P9, Canada
0.5k from The Colosseum center

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

3 Bedrooms5 Guests
10.0

Exceptional

5 reviews

$152
Average price / night
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New Build Cozy 2 Bedroom Unit
New Build Cozy 2 Bedroom Unit
Apartment
Windsor, Canada
0.9k from The Colosseum center

Pet Friendly, Security/Safety, Internet, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$74
Average price / night
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The Serene Walkerville Stay
The Serene Walkerville Stay
Apartment
Windsor, N9A 2B7, Canada
0.7k from The Colosseum center

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

1 Bedroom2 Guests
8.0

Good

2 reviews

$128
Average price / night
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New Build Bright 2 Bdrm Unit
New Build Bright 2 Bdrm Unit
Apartment
Windsor, Canada
0.9k from The Colosseum center

Pet Friendly, Security/Safety, Internet, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$74
Average price / night
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706# Two-bedroom apartment near the border tunnel
706# Two-bedroom apartment near the border tunnel
Apartment
Windsor, N8S 1X3, Canada
0.7k from The Colosseum center

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

2 Bedrooms5 Guests
New to Booking
$76
Average price / night
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New Build Open 2 Bedroom Unit
New Build Open 2 Bedroom Unit
Apartment
Windsor, Canada
0.9k from The Colosseum center

Pet Friendly, Security/Safety, Internet, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$74
Average price / night
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Relaxing spa retreat in downtown Windsor
Relaxing spa retreat in downtown Windsor
Apartment
Windsor, N9A 6Z9, Canada
0.7k from The Colosseum center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Spa

1 Bedroom3 Guests
New to Booking
$172
Average price / night
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Brand new 1-bedroom house by the Riverfront
Brand new 1-bedroom house by the Riverfront
Apartment
Windsor, Canada
0.9k from The Colosseum center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$71
Average price / night
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The Victorian on Victoria
The Victorian on Victoria
House
Windsor, N9A 4N3, Canada
0.8k from The Colosseum center

AC, Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

3 Bedrooms7 Guests
9.2

Superb

19 reviews

$376
Average price / night
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Luxury Downtown Windsor Apartment near casino and riverfront
Luxury Downtown Windsor Apartment near casino and riverfront
Apartment
Windsor, N9A 4L2, Canada
0.8k from The Colosseum center

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

1 Bedroom2 Guests
New to Booking
$164
Average price / night
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Elegant 2-Bedroom Stay with Massage Chair & Chic Interiors
Elegant 2-Bedroom Stay with Massage Chair & Chic Interiors
Apartment
Windsor, N9A 4L2, Canada
0.8k from The Colosseum center

AC, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Microwave

2 Bedrooms4 Guests
New to Booking
$178
Average price / night
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480# Two-bedroom apartment near the border tunnel
480# Two-bedroom apartment near the border tunnel
Apartment
Windsor, N9A 3E8, Canada
0.9k from The Colosseum center

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

2 Bedrooms6 Guests
8.0

Good

17 reviews

$64
Average price / night
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Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
Apartment
Windsor, N9A 4W2, Canada
0.9k from The Colosseum center

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

1 Bedroom3 Guests
10.0

Exceptional

11 reviews

$167
Average price / night
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245 Elliott · Centrally located 3BDRM home in CityCore!
245 Elliott · Centrally located 3BDRM home in CityCore!
Apartment
Windsor, N9A 3R7, Canada
0.9k from The Colosseum center

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

3 Bedrooms7 Guests
New to Booking
$98
Average price / night
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1032 Assumption · Trendy 3 BedRoom Perfect for Long Stays
1032 Assumption · Trendy 3 BedRoom Perfect for Long Stays
Apartment
Windsor, N9A 3C4, Canada
0.9k from The Colosseum center

AC, Dryer, Free Parking, Heater, Internet, No Smoking, Outdoor Space, TV, Washer

3 Bedrooms6 Guests
New to Booking
$99
Average price / night
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1036 Assumption · Bright 3 BDRM Unit Perfect for Longer Stays
1036 Assumption · Bright 3 BDRM Unit Perfect for Longer Stays
Apartment
Windsor, N9A 3C4, Canada
0.9k from The Colosseum center

AC, Dryer, Free Parking, Heater, Internet, No Smoking, Outdoor Space, TV, Washer

3 Bedrooms5 Guests
New to Booking
$90
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 The Colosseum.

Where to stay in The Colosseum? Best neighborhoods & areas

The Colosseum Vacation Rentals on the Map

Frequently Asked Questions

You can explore 193 verified vacation rentals in The Colosseum. 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 The Colosseum vary depending on the season, property size, and location. Rates typically start from around $64 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 The Colosseum 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 The Colosseum welcome pets. Currently, 29 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 The Colosseum often include amenities such as Fireplace/Heating, Internet, and Child Friendly. 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.