Search weekly rentals in Windsor, ON, Canada from 100+ sites!

1372 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Windsor, ON, Canada short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Windsor, ON, Canada

Traveler-Approved 5-Star Lodgings in Windsor, ON, Canada

A luxury short-term stay in Windsor, ON, Canada provides a sophisticated home away from home for the discerning traveler.

Kasa Cadillac Square Detroit - Windsor, ON, Canada
8.3 1159 reviews
Windsor, ON, Canada
06/27 – 07/04
$195/nighttotal: $1365 (7 )

Kasa Cadillac Square Detroit

1 2
aparthotel , Detroit
Sonder The Randolph is located in downtown Detroit, just a short walk from the TCF Center, GM World, and Saint Andrews Hall. This 4-star aparthotel consistently receives excellent user ratings for its location, cleanliness, and overall experience.
Each apartment features a modern layout with a fully equipped kitchen, including a fridge, freezer, microwave, and dishwasher. Enjoy amenities like air conditioning, free Wi-Fi, and a private bathroom with complimentary toiletries.

Best Windsor, ON, Canada Short term rentals with a jacuzzi

Among the 1372 accommodations in Windsor, ON, Canada, here are the 4 best rentals with a jacuzzi

Modern Spacious 1 Bedroom And A Den Home (Lower Unit) - Windsor, ON, Canada
8.4 6 reviews
Windsor, ON, Canada
11/25 – 11/30
$264/nighttotal: $1320 (5 )

Modern Spacious 1 Bedroom And A Den Home (Lower Unit)

2 2
apartment , Windsor
This South Windsor apartment is conveniently located near Lasalle, Windsor Crossing Mall, and Highway 401, providing easy access to shopping, dining, and exploring the surrounding area. It boasts excellent user ratings, making it a popular choice for travelers. This 1,500 square foot apartment comfortably sleeps up to 6 guests and features a modern design with a den for extra space. Enjoy amenities like a shared pool, patio, a fully equipped kitchen, and smart home features for a relaxing and convenient stay.
6 Bedroom/4.5 Bath/across From Motown Museum - Windsor, ON, Canada
9.7 254 reviews
Windsor, ON, Canada
09/26 – 09/28
$806/nighttotal: $1612 (2 )

6 Bedroom/4.5 Bath/across From Motown Museum

6 2
apartment , Detroit
This Detroit vacation home is conveniently located near the Motown Museum and within walking distance of Little Caesars Arena and MGM Grand Detroit Casino. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 6-bedroom house is ideal for large families or groups of friends. The home offers a private pool, a fenced yard, a fully equipped kitchen, free Wi-Fi, a fireplace, a fitness center, a garden, a spa, and parking.
Hot Tub, Tv & Sound Bar With Fire Pit To Enjoy. - Windsor, ON, Canada
9.7 159 reviews
Windsor, ON, Canada
07/25 – 07/26
$289/nightfor 1 night

Hot Tub, Tv & Sound Bar With Fire Pit To Enjoy.

2 4
apartment , Windsor
This Windsor apartment is conveniently located within walking distance of Caesars Windsor and several popular dining districts, making it easy to explore the city's attractions and nightlife. With excellent user, location, and cleanliness ratings, this apartment offers a comfortable and enjoyable stay.
The two-bedroom unit comfortably accommodates up to four guests and features a fully equipped kitchen, a separate living room, and a private outdoor area with a hot tub, TV, and fire pit. Enjoy modern conveniences like air conditioning, a Jacuzzi, and a washer and dryer, along with family-friendly amenities like a popcorn maker, board games, and a Pac-Man arcade machine.
Luxury New Build 4br Home | Modern Comfort & Style - Windsor, ON, Canada
10 1 review
Windsor, ON, Canada
08/02 – 08/05
$240/nighttotal: $720 (3 )

Luxury New Build 4br Home | Modern Comfort & Style

4 6
apartment , Windsor
This modern Windsor rental is located in the Ford City neighborhood, a short drive from Downtown Windsor and conveniently close to the Ambassador Bridge and Detroit border.
This newly built 4-bedroom, 4-bathroom condo accommodates up to 8 guests and features a fully equipped kitchen with a microwave and dishwasher, air conditioning, a jacuzzi, and on-site parking.

Frequently Asked Questions about short term rentals in Windsor, ON, Canada

  • Which top landmarks you shouldn't miss in Windsor, Ontàrio, Canadà?

    Windsor is known for its rich history and stunning architecture. You'll want to visit the historic Fort Malden National Historic Site for a glimpse into the past, and the Windsor Sculpture Park for some beautiful outdoor art. The Art Gallery of Windsor is also a must-see, showcasing a diverse collection of Canadian and international art.
  • What are the best short term rentals in Windsor, ON, Canada?

  • What kind of weather can travelers expect in Windsor, Ontàrio, Canadà?

    Windsor has a humid continental climate with four distinct seasons. Summers are hot and humid, with temperatures averaging around 80 degrees Fahrenheit. Winters are cold and snowy, with average temperatures around 30 degrees Fahrenheit. Spring and fall are mild and pleasant, making them ideal times to visit.
  • What are the best short term rentals with a pool in Windsor, ON, Canada?

  • What are the most popular festivals and events in Windsor, Ontàrio, Canadà?

    Windsor has a vibrant festival scene throughout the year. The Windsor International Film Festival is a must-see for movie buffs. The Windsor Jazz Festival is a fantastic event for music lovers, and the Windsor Pride Festival is a celebration of diversity and inclusion. The Ribfest is also a popular event, featuring delicious ribs and live entertainment.
  • What are the best short term rentals with a jacuzzi in Windsor, ON, Canada?

  • Are there any famous stadiums or sports arenas in Windsor, Ontàrio, Canadà?

    Windsor is home to the WFCU Centre, a multi-purpose arena that hosts a variety of events, including concerts, sporting events, and family shows. It's the home of the Windsor Spitfires, a major junior ice hockey team in the Ontario Hockey League.
  • What are the best short term rentals for families and kids in Windsor, ON, Canada?

    The best short term rentals for families and kids in Windsor, ON, Canada are Industrial Vibe Loft-king Bed Suite W Private Door, Revitalized Industrial Loft~ Private Door - Parking and Sonder Gabriel Richard.

  • What notable natural landmarks are near Windsor, Ontàrio, Canadà?

    Just across the Detroit River from Windsor is the Detroit River International Wildlife Refuge, a 1,100-acre refuge home to a variety of birds, mammals, and fish. You can also explore the Point Pelee National Park, the southernmost point of mainland Canada, known for its unique ecosystem and diverse birdlife.
  • What part of Windsor, Ontàrio, Canadà is ideal for finding lodging?

    The downtown core is a great place to stay, with a variety of hotels, restaurants, and shops within walking distance. You'll also find plenty of accommodation options in the Riverside neighborhood, known for its historic charm and proximity to the Detroit River.

Destinations nearby

Compare Family-Friendly Lodgings in Windsor, ON, Canada

Choosing a family-friendly rental in Windsor, ON, Canada ensures the city’s top attractions are within easy reach.

Walk To Caesars Windsor Sleeps 8 Hot Tub 2 Parking - Windsor, ON, Canada
10 9 reviews
Windsor, ON, Canada
06/25 – 06/27
$135/nighttotal: $270 (2 )

Walk To Caesars Windsor Sleeps 8 Hot Tub 2 Parking

1 3
apartment , Windsor
This downtown Windsor condo is located a short walk from Caesars Casino and the riverfront, with a grocery store directly behind the property.
This family-friendly rental accommodates up to 8 guests with 2 Queen beds, a Queen sofa bed, and 2 single couches, offering fast WiFi in every room and an optional private hot tub spa for an additional fee.
Chic Vinewood Home King Plus 2 Queens - Windsor, ON, Canada
8.8 4 reviews
Windsor, ON, Canada
07/26 – 08/31
$319/nighttotal: $11484 (36 )

Chic Vinewood Home King Plus 2 Queens

3 3
apartment , Detroit
This Vinewood Detroit apartment offers a convenient base for exploring the city, though specific distances to landmarks require further investigation.
The 1100-square-foot rental boasts a king and two queen beds sleeping up to 11 guests, a full kitchen, free Wi-Fi, private parking, and a private garden—a rare find in Detroit.
Three Bedroom Three Bath Penthouse With Sauna & Exercise/office Space - Windsor, ON, Canada
9.0 23 reviews
Windsor, ON, Canada
10/01 – 12/31
$153/nighttotal: $13923 (91 )

Three Bedroom Three Bath Penthouse With Sauna & Exercise/office Space

3 2
apartment , Windsor
This apartment is located in Windsor's University district, just minutes from the Detroit Windsor Tunnel and Ambassador Bridge, making it convenient for travelers arriving from the US. The surrounding area is lively and offers easy access to local restaurants and shops.
This rental has three bedrooms and three bathrooms, accommodating up to twelve guests. The apartment offers a range of amenities, including a private pool, hot tub, sauna, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Detroit Riverwalk Loft - Windsor, ON, Canada
9.5 4 reviews
Windsor, ON, Canada
11/25 – 11/30
$144/nighttotal: $720 (5 )

Detroit Riverwalk Loft

1 2
apartment , Detroit
This Detroit apartment is located just a short distance from the city's most popular attractions, including the GM World, Music Hall Center, and The Fillmore Detroit. You'll be in the heart of the action, with easy access to entertainment, dining, and shopping.
The apartment has one bedroom and one bathroom, with a total floor area of 1000 square feet, comfortably accommodating up to two guests. It includes modern amenities like free Wi-Fi, a flat-screen TV, and a fully equipped kitchen, along with free parking.

Best Windsor, ON, Canada lodging with parking

Windsor Luxury Stay Oasis - Windsor, ON, Canada
10 43 reviews
Windsor, ON, Canada
08/02 – 08/05
$502/nighttotal: $1506 (3 )

Windsor Luxury Stay Oasis

1 6
apartment , Windsor
This Southwood Lakes home offers a four-bedroom, 2.5-bathroom house conveniently located near Windsor Airport and approximately 12 minutes from the Ambassador Bridge, providing easy access to Costco, Starbucks, Devonshire Mall, and Caesars Windsor.
The fully renovated property boasts a heated saltwater pool, landscaped backyard, and sleeps six guests comfortably in its spacious layout featuring a king-size bed in the primary suite and a stunning foyer with vaulted ceilings; nearby activities include shopping at Devonshire Mall and gambling at Caesars Windsor.
Stylish 2br 1 Bath Haven With Wifi & Parking - Windsor, ON, Canada
Windsor, ON, Canada
06/26 – 07/18
$68/nighttotal: $1496 (22 )

Stylish 2br 1 Bath Haven With Wifi & Parking

2 4
apartment , Windsor
This 2-bedroom condo in Windsor's historic Sandwich neighborhood is conveniently located near local dining and essentials, with the Fox Theatre and Greenfield Village approximately 2 miles away.
This 590 sq ft unit accommodates up to 4 guests and includes a fully equipped kitchen, high-speed Wi-Fi, air conditioning, and private parking.
New 10-18ft Ceilings Townhome-3 Bed With 3 Ensuite Baths - Windsor, ON, Canada
Windsor, ON, Canada
07/25 – 10/31
$145/nighttotal: $14210 (98 )

New 10-18ft Ceilings Townhome-3 Bed With 3 Ensuite Baths

3 1
apartment , Windsor
This Windsor vacation rental, located in Bridgeview, offers easy access to the Fox Theatre and Henry Ford Museum, and is a short drive from Greenfield Village, Ford Field, and Comerica Park.
The three-bedroom, three-bathroom home features a full kitchen, laundry facilities, private balcony, and accommodates up to six guests, perfect for families or groups visiting Windsor.
Downtown: Rivers Edge Industrial Loft - Windsor, ON, Canada
Windsor, ON, Canada
07/04 – 07/05
$256/nightfor 1 night

Downtown: Rivers Edge Industrial Loft

1 2
apartment , Detroit
This Detroit Rivertown apartment offers convenient access to the Detroit Riverwalk (a 5-minute walk) and Comerica Park (a 6-minute drive), placing you near major attractions and the Detroit-Windsor Tunnel.
The unit includes a fully equipped kitchen with microwave, air conditioning, on-site parking, and Wi-Fi, ensuring a comfortable stay for your Detroit visit.
©2026 cozycozy.com