Vacation Rentals for the Best Prices in Windsor

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Windsor vacation rentals
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Cheapest vacation rentals in Windsor

Modern Family Retreat | Private Patio & Free Prkg - Windsor
10 1 review
Windsor
13/06 – 09/08
$155/nighttotal: $8835 (57 )

Modern Family Retreat | Private Patio & Free Prkg

1 3
apartment, Windsor
Centrally located in Windsor's Fontainebleau district, this apartment offers quick access to Devonshire Mall, the Grand Marais Trail, and major expressways within 5 kilometres.
This spacious apartment comfortably accommodates six guests and features a fully equipped modern kitchen, in-suite laundry, and a private patio, making it a budget-friendly option for your stay.
Executive 2br | Fast Wifi +Parking | Near Downtown - Windsor
9.9 33 reviews
Windsor
01/07 – 01/09
$124/nighttotal: $7688 (62 )

Executive 2br | Fast Wifi +Parking | Near Downtown

2 2
apartment, Windsor
Just 600 meters from the Windsor-Detroit Tunnel, this apartment offers a prime downtown Windsor location with easy access to Caesar's Windsor Casino and the Detroit River.
This affordable, family-friendly apartment boasts two bedrooms, a modern kitchen with a dishwasher, and air conditioning, making it an excellent base for exploring Little Italy on Erie Street.
Guestsuitegloriousglidden/2bd1bath Walkoutbasement - Windsor
8.7 3 reviews
Windsor
27/06 – 30/09
$92/nighttotal: $8740 (95 )

Guestsuitegloriousglidden/2bd1bath Walkoutbasement

1 2
house, Windsor
Located in a residential area of Windsor, this basement unit offers easy access to downtown attractions and amenities, making it an ideal base for exploring the city.
This affordable house provides a quiet and secure stay for up to 4 guests, featuring a fully equipped kitchen, stylish living area with smart TV and Wi-Fi, and two spacious bedrooms for a comfortable, budget-friendly experience.
Trendy Walkerville Distillery Home & Garden - Windsor
9.8 65 reviews
Windsor
10/09 – 30/10
$156/nighttotal: $7800 (50 )

Trendy Walkerville Distillery Home & Garden

1 2
apartment, Windsor
Located in the historic Walkerville Distillery District, this apartment is a short walk from Walkerville's shops, Windsor's train station, and top restaurants.
This fully renovated 1890s home offers a budget-friendly stay with a garden, BBQ, and a fully stocked kitchen with modern appliances, accommodating up to five guests.
The Serene Walkerville Stay - Windsor
10 10 reviews
Windsor
19/07 – 16/08
$118/nighttotal: $3304 (28 )

The Serene Walkerville Stay

1 1
apartment, Windsor
Perfectly situated in Walkerville, this apartment offers easy access to Windsor University and Caesars Windsor Casino, both just a 5-kilometre drive away, with major industrial employers like NextStar Energy and the Ford plant reachable within 15 kilometres.
This budget-friendly apartment boasts a fully equipped kitchen, in-suite laundry, and a comfortable living space with a 50-inch Smart TV, accommodating up to three guests with a queen bed and a sofa bed.
Oldewalkerville Loft Gem On The River - Windsor
9.9 111 reviews
Windsor
06/06 – 13/06
$130/nighttotal: $910 (7 )

Oldewalkerville Loft Gem On The River

1 2
apartment, Windsor
Located in the Olde Walkerville district, this apartment offers direct access to the Windsor Riverfront Trail, just 500 meters from the Detroit River.
This affordable 800 sqft Queen Anne loft provides a spacious open studio layout for two guests, boasting a private sunny deck, on-site parking, and high-speed internet, making it a truly budget-friendly find.
Stylish Apt Near Downtown- Ideal For Long Stays! - Windsor
9.5 52 reviews
Windsor
01/07 – 31/07
$78/nighttotal: $2340 (30 )

Stylish Apt Near Downtown- Ideal For Long Stays!

1 2
apartment, Windsor
Situated in the historic Olde Walkerville district, this apartment offers easy access to restaurants, pubs, boutiques, and the riverfront with walking and biking paths, just a 5-kilometre drive from Downtown Windsor and the US border.
This newly renovated, private upper-level suite boasts a luxury bathroom, a fully equipped kitchen, and a 55" Smart TV, providing a comfortable and affordable base for up to four guests with high-speed WiFi and a designated work area.
Cozy, Farmer's Market, Iptv, Outdoor Patio, Casino - Windsor
Windsor
06/06 – 13/06
$157/nighttotal: $1099 (7 )

Cozy, Farmer's Market, Iptv, Outdoor Patio, Casino

1 2
apartment, Windsor
Centrally located in Windsor's downtown core, this apartment offers prime access to the city's main attractions.
This stylish one-bedroom apartment provides a cozy and affordable stay for two guests, featuring air conditioning, a kitchen with a fridge, freezer, and microwave, and access to a garden and sauna.
Cozy & Modern 2-bedroom Home - Windsor
10 1 review
Windsor
01/07 – 31/07
$94/nighttotal: $2820 (30 )

Cozy & Modern 2-bedroom Home

1 2
apartment, Windsor
Located in a peaceful, secure neighbourhood in Windsor, this basement suite is conveniently positioned close to shops and dining establishments, offering a tranquil base for your visit.
This budget-friendly apartment boasts two bedrooms accommodating up to six guests, featuring air conditioning, a fully equipped kitchen with a fridge, freezer, and microwave, plus an in-unit washer and dryer for ultimate convenience.
Affordable 1bhk Close To Riverside, Casino, University & Usa Border. - Windsor
Windsor
13/06 – 09/08
$72/nighttotal: $4104 (57 )

Affordable 1bhk Close To Riverside, Casino, University & Usa Border.

1 3
apartment, Windsor
Located in Windsor's Bridgeview district, this apartment is just 1.3 kilometres from the Detroit-Windsor border and conveniently situated for the University of Windsor and the city centre.
This budget-friendly, one-bedroom apartment accommodates up to three guests and features a fully equipped kitchen, air conditioning, and free parking, making it an affordable choice for exploring local attractions.
Newly Renovated 3 Bedroom Unit - Windsor
10 1 review
Windsor
11/08 – 17/08
$113/nighttotal: $678 (6 )

Newly Renovated 3 Bedroom Unit

1 5
apartment, Windsor
Centrally located in Windsor's city core, this newly renovated apartment is mere blocks from the River Front, Caesar's Casino, Windsor's Riverfront Terrace, the Riverfront Trail, and Adventure Bay Family Water Park.
This budget-friendly apartment accommodates up to 5 guests and boasts air conditioning, a fully equipped kitchen with a fridge, freezer, and microwave, and is pet-friendly.
Charming 2-bdr Unit | Backyard • Deck • Parking - Windsor
10 3 reviews
Windsor
26/11 – 30/11
$151/nighttotal: $604 (4 )

Charming 2-bdr Unit | Backyard • Deck • Parking

1 2
apartment, Windsor
This apartment is located in a peaceful residential neighbourhood in Windsor, offering a quick drive to downtown Windsor, restaurants, shops, and the riverfront.
Enjoy a spacious backyard with a deck, a comfortable living room with a Smart TV, and a fully stocked kitchen, making this an excellent budget-friendly option for up to 4 guests.

Best family-friendly vacation rentals in Windsor

Among 1448 family-friendly vacation rentals in Windsor, here are the best budget condos and apartments

Modern 2br W/3 Gueen Beds Private|near Uow&bridge - Windsor
9.5 45 reviews
Windsor
11/08 – 17/08
$135/nighttotal: $810 (6 )

Modern 2br W/3 Gueen Beds Private|near Uow&bridge

1 5
apartment, Windsor
Conveniently located just 500 meters from the Ambassador Bridge for quick trips to the U.S., this apartment is also a short walk from the University of Windsor and Caesars Windsor Casino, offering a budget-friendly base for your stay.
This affordable 2-bedroom apartment comfortably sleeps six guests and features a fully equipped kitchen, air conditioning, private parking, and an in-unit washer and dryer for a hassle-free and cozy visit.
Southwest Suite
Tecumseh, Canada - Windsor
10 30 reviews
Windsor
11/07 – 12/07
$147/nightfor 1 night

Southwest Suite Tecumseh, Canada

1 2
apartment, Windsor
This affordable basement suite in a well-serviced district of Windsor offers convenient access to shopping, dining, parks, and is located near the NextStar Energy battery factory, ideal for business travellers.
Boasting a spacious layout, this family-friendly apartment with a separate entrance accommodates up to 4 guests, featuring a large kitchen, in-suite laundry, a private yard, and dedicated parking.
Rare Find By The Riverside - Windsor
8.0 1 review
Windsor
16/10 – 19/10
$147/nighttotal: $441 (3 )

Rare Find By The Riverside

1 2
apartment, Windsor
Prime riverside apartment in Windsor, offering scenic views and convenient access, situated approximately 5.6 to 8 kilometres from prominent Detroit landmarks such as the TCF Centre, Gm World, Music Hall Centre, and The Fillmore Detroit.
This budget-friendly, family-friendly apartment boasts a fully equipped kitchen, private balcony, complimentary parking, and free high-speed WiFi, comfortably accommodating up to five guests in its 1-bedroom layout with a floor area of approximately 93 square metres.
Ashanti -King Bed-central-a/c-comfortable-full 1br - Windsor
9.5 197 reviews
Windsor
16/10 – 19/10
$136/nighttotal: $408 (3 )

Ashanti -King Bed-central-a/c-comfortable-full 1br

1 2
apartment, Windsor
Centrally located in Windsor, this apartment is a mere 1 minute's walk from the Detroit tunnel and a 5-minute stroll to the downtown core, casino, and riverfront.
This affordable apartment offers air conditioning, free parking, and keyless entry, making it an excellent base for up to three guests seeking a budget-friendly stay.

Best vacation rentals in Windsor with parking

Windsor’s best budget-friendly vacation rentals with a car park

Cozy Comfort Lower Level Unit - Windsor
9.6 10 reviews
Windsor
16/10 – 19/10
$112/nighttotal: $336 (3 )

Cozy Comfort Lower Level Unit

2 2
apartment, Windsor
Located in Windsor's Roseland district, this apartment is conveniently situated near the Fox Theatre and The Colosseum, offering easy access to cultural sites and recreational activities like Ambassador Golf Club.
This budget-friendly two-bedroom apartment comfortably accommodates up to four guests, providing a private first-floor living space with air conditioning, a kitchen equipped with a fridge and microwave, and the added luxuries of a spa and parking.
Access To The Beach And Riverside Trail. - Windsor
9.6 21 reviews
Windsor
26/11 – 30/11
$151/nighttotal: $604 (4 )

Access To The Beach And Riverside Trail.

1 2
apartment, Windsor
Located in Windsor's Sandwich district, this apartment offers immediate access to the beach and riverside trail, with a balcony boasting beach views and proximity just 2 minutes from the University of Windsor and Ambassador Bridge, and 5 minutes from downtown Windsor.
This budget-friendly 102 square metre apartment comfortably accommodates two guests, featuring a fully equipped kitchen, ensuite laundry, and direct fishing opportunities nearby, making it an affordable and practical choice for exploring Windsor.
2-bedroom Apartment With Fast Wi-fi, Private Laundry & Entrance; Free Parking - Windsor
Windsor
22/06 – 06/07
$151/nighttotal: $2114 (14 )

2-bedroom Apartment With Fast Wi-fi, Private Laundry & Entrance; Free Parking

2 2
apartment, Windsor
Located in Windsor's historic Walkerville district, this apartment is just 700 meters from Willistead Manor and close to the Detroit Windsor Tunnel.
This budget-friendly apartment offers two bedrooms, a fully equipped kitchen, air conditioning, and shared garden access, comfortably accommodating up to four guests.
Cozy Waterfront Stay With Detroit Skyline Views - Windsor
9.7 18 reviews
Windsor
08/06 – 08/07
$158/nighttotal: $4740 (30 )

Cozy Waterfront Stay With Detroit Skyline Views

1 2
apartment, Windsor
Offering captivating Detroit River and city skyline views, this apartment is situated in Windsor, just metres from the waterfront trail and a short walk to The Keg and Cesar's Windsor.
This budget-friendly, 2-bedroom apartment provides excellent amenities including fast WiFi and a fully equipped kitchen, ideal for exploring Detroit via the Ambassador Bridge or Windsor-Detroit Tunnel, all within easy reach.

Destinations nearby

Budget vacation rentals in Windsor with a kitchen

Among 1448 vacation rentals with a kitchen in Windsor, the following are our favorite budget condos

Bornu-2nd Flr Spacious, Location, Clean, 1bdr, A/c - Windsor
9.4 216 reviews
Windsor
19/07 – 16/08
$73/nighttotal: $2044 (28 )

Bornu-2nd Flr Spacious, Location, Clean, 1bdr, A/c

1 1
apartment, Windsor
Centrally located in Windsor, this apartment is just 100 meters from the international tunnel and casino, and a 5-minute walk to the scenic riverfront and university.
This budget-friendly apartment offers air conditioning, a recently renovated bathroom, and keyless entry, with free parking and options for a third guest, making it an affordable choice for your stay.

Best vacation rentals with a garden in Windsor

Our favourite cheap vacation rentals with a garden in Windsor

Behind The Grind - Windsor
9.9 25 reviews
Windsor
06/06 – 13/06
$82/nighttotal: $574 (7 )

Behind The Grind

1 2
apartment, Windsor
Located in Olde Walkerville, this apartment offers historic charm within a restored 1902 Victorian Queen Anne home, just steps from the riverfront trail and popular local establishments.
This budget-friendly apartment accommodates two guests and features air conditioning, a garden, and a kitchen equipped with a fridge, freezer, and microwave, making it ideal for longer stays.
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