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Best Short term and Weekly rentals in Windsor, ON, Canada
9.9 51 reviews
Windsor, ON, Canada
06/26 – 06/27
$68/nightfor 1 night
Travelhome In The Basement 1
1 2
house , Windsor
This Windsor, England bed and breakfast offers a tranquil escape near Windsor Castle, though the precise distance isn't specified. The one-bedroom, one-bathroom guesthouse comfortably sleeps two guests and includes a kitchen, air conditioning, internet access, and parking.
9.4 118 reviews
Windsor, ON, Canada
06/27 – 07/04
$97/nighttotal: $679 (7 )
Little Beach House-river-trail Cottage In Windsor
1 2
apartment , Windsor
This charming cottage sits on the riverfront in Windsor, offering stunning views and easy access to local attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottage features one bedroom and one bathroom, comfortably accommodating up to three guests. Enjoy a fully equipped kitchen, private backyard, laundry facilities, and a cozy living room perfect for relaxing after a day of exploring Windsor.
9.3 948 reviews
Windsor, ON, Canada
07/17 – 07/19
$376/nighttotal: $752 (2 )
Ye Olde Walkerville Bed & Breakfast
3 5
B&B , Windsor
The Ye Olde Walkerville Bed & Breakfast is located in Windsor's Walkerville district, a short distance from Caesars Windsor Casino and close to both Windsor Raceway and Ojibway Nature Center. The B&B has received excellent ratings for location, cleanliness, and overall guest experience. This charming inn offers one bedroom and one bathroom, accommodating up to two guests. Enjoy amenities like a Jacuzzi, a garden, and a spa, as well as room service, free Wi-Fi, and a delicious breakfast with varied options.
9.9 160 reviews
Windsor, ON, Canada
07/20 – 07/22
$144/nighttotal: $288 (2 )
"The Modern Loft" In Walkerville / 2bed - 1 Bath
1 2
apartment , Windsor
This modern loft apartment in Windsor's Old Walkerville district is located within walking distance of restaurants, pubs, and shops, just two minutes from the Casino Windsor and Downtown Windsor. The apartment offers a spacious, open-concept layout, two bedrooms with queen beds, a custom rainfall shower head, a front patio, and a capacity of four guests.
10 6 reviews
Windsor, ON, Canada
07/01 – 07/31
$125/nighttotal: $3750 (30 )
Entire Home - Modern & Bright 3 Bedroom/3 Bath!
1 5
apartment , Windsor
This Windsor rental home, near Tecumseh Mall (3-minute drive) and Devonshire Mall (15-minute drive), offers easy access to restaurants, beaches, and the Detroit border (15-minute drive). The three-bedroom, three-bathroom raised ranch sleeps five, features a fully equipped kitchen, a large backyard, a fitness center, free parking for two cars, and brand-new appliances.
9.8 13 reviews
Windsor, ON, Canada
10/01 – 12/31
$71/nighttotal: $6461 (91 )
Entire Home 2br Perfect For Extended Stays
1 2
apartment , Windsor
This Windsor house rental near Tecumseh Road offers easy access to local shops and restaurants. The two-bedroom, one-bathroom home comfortably sleeps four guests and includes amenities such as Wi-Fi, Netflix, air conditioning, parking, and a freezer.
9.9 21 reviews
Windsor, ON, Canada
06/26 – 06/27
$49/nightfor 1 night
The Comfort Nest
1 2
apartment , Windsor
This private basement apartment is located in a residential district, offering easy driving access to downtown Windsor and its landmarks. This 1-bedroom, 1-bathroom unit accommodates 2 guests and features a kitchenette with a fridge and microwave, air conditioning, and free on-site parking, with a 10% discount for stays of 7 nights or more.
9.5 63 reviews
Windsor, ON, Canada
07/10 – 07/11
$42/nightfor 1 night
#2 Comfy Room In Downtown Near Uow/tunnel
1 2
apartment , Windsor
This Windsor guesthouse is conveniently located near the Ambassador Bridge, a 5-minute drive from the US border, and within a 12-minute walk of downtown Windsor, including the Greyhound bus station and Riverside Park. This one-bedroom, two-bathroom guest house sleeps two, offers a kitchen, parking, Wi-Fi, and is close to the University of Windsor, casinos, and numerous shops and restaurants.
9.3 173 reviews
Windsor, ON, Canada
06/27 – 06/28
$85/nightfor 1 night
Waterfront Home Windsor-kingview( Riverview)
1 2
gîte , Windsor
This Windsor rental is located directly on the waterfront, offering stunning views of the Detroit skyline and the river, and is just a short distance from the city's downtown area. The property consistently receives excellent ratings for its location, cleanliness, and overall experience. The one-bedroom vacation rental has a private bathroom and a queen-size bed. Guests can enjoy a private terrace with river views, a shared kitchen, a shared common area, and a self-serve breakfast with provided ingredients.
9.0 6 reviews
Windsor, ON, Canada
06/27 – 07/04
$95/nighttotal: $665 (7 )
Spacious 2br Getaway • Walk To Riverside
1 2
apartment , Windsor
This downtown Windsor apartment rental is steps from Wyandotte Street, three blocks from Reaume Park, and close to the Riverwalk, offering easy access to Windsor's major attractions. The two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, free on-site parking, coin laundry, a smart TV with streaming services, and secure building entry.
10 7 reviews
Windsor, ON, Canada
06/25 – 06/27
$136/nighttotal: $272 (2 )
House In Windsor -Ideal For Work & Family Stays
2 3
apartment , Windsor
This 2-bedroom, 1-bathroom guest suite is located in Windsor, a prime residential area offering convenient access to local amenities. This suite includes a dedicated workspace with a docking station, a shared kitchen, a living room with a fireplace, and air conditioning, accommodating up to 4 guests for short or extended stays.
Windsor, ON, Canada
07/01 – 07/31
$110/nighttotal: $3300 (30 )
Bright & Comfortable 2br Apartment In Windsor, On
2 5
apartment , Windsor
This 2-bedroom, 1-bathroom apartment in Windsor's historic Walkerville district is located within 1 mile of the Fox Theatre, downtown Windsor, and the riverfront, with easy access to Caesars Windsor Casino, the university, and the Detroit Windsor Tunnel. This pet-friendly rental accommodates up to 6 guests and offers a full kitchen with a fridge and microwave, air conditioning, Wi-Fi, a Smart TV, shared coin laundry, and free street parking, making it ideal for both short and long stays.
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.
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
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.
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.
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.
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?
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.
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.
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.
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.
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
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.
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.
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.
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.