Windsor Short term rentals

1929 available short term rental offers

7 nights
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Windsor short term rentals
Choose the perfect holiday accommodation
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Best Short term and Weekly rentals in Windsor

Best Windsor luxury short term rentals

Kasa Cadillac Square Detroit - Windsor
8.4 1414 reviews

Kasa Cadillac Square Detroit

aparthotel, Detroit
Sonder The Randolph is conveniently located in downtown Detroit, just 500 yards from the city centre, within easy walking distance of major attractions like the TCF Center and GM World. This 4-star aparthotel has excellent user ratings for its location, cleanliness, and overall experience.
Each self-contained apartment is equipped with a fully equipped kitchen, a private bathroom, and modern amenities like air conditioning and free Wi-Fi. Guests can enjoy the convenience of a garden, concierge service, and parking on-site, as well as the option of bringing their pets.

Best Windsor Short term rentals with a jacuzzi

Among the 1929 accommodations in Windsor, here are the 4 best rentals with a jacuzzi

The Ambassador Estate Inn - Windsor
9.8 130 reviews

The Ambassador Estate Inn

apartment, Windsor
This luxurious home is situated on Windsor's finest golf course, just minutes from the Ambassador Bridge connecting to Detroit, Michigan, offering scenic views and a peaceful atmosphere. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious six-bedroom property is beautifully furnished and designed, providing ample space for large groups or families. The home offers a private pool, hot tub, yoga room, outdoor kitchen and bar, and full access to the estate, creating a resort-like experience.
The Painted House By Eastern Market ~Boutique B&b~ - Windsor
9.8 225 reviews

The Painted House By Eastern Market ~Boutique B&b~

cabin, Detroit
This modern home is located within a 1.5 kilometre walk of Eastern Market, Downtown Detroit, and the Detroit River, offering easy access to the city's key attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The house features a unique open floor plan designed by Cranbrook Architecture students, accommodating up to 10 guests. Amenities include a fully equipped kitchen, a private hot tub, a garden with fresh produce, and a sustainable design that maximises natural ventilation and minimises environmental impact.
The Matchette Manor - Luxury - Hotub - Lasalle - Windsor
No reviews

The Matchette Manor - Luxury - Hotub - Lasalle

B&B, Windsor
The Matchette Manor, a guest house located in Lasalle, is situated approximately 12.9 kilometres from downtown Windsor's attractions, including the TCF Centre and Gem Theatre.
This non-smoking property offers 1760 square metres of space with three bedrooms and two bathrooms, accommodating up to eleven guests with amenities such as air conditioning, Wi-Fi, a garden, and a private jacuzzi, and is conveniently located 13 kilometres from Windsor International Airport.
Cozy 1-bedroom Apartment Heart Of Downtown Detroit - Windsor
No reviews

Cozy 1-bedroom Apartment Heart Of Downtown Detroit

apartment, Detroit
This one-bedroom flat is centrally located in Detroit city centre, providing easy access to the Fillmore Detroit and Fox Theatre, and is approximately 10 kilometres from Adventure Bay Family Water Park and the Detroit Zoo.
This pet-friendly apartment accommodates up to six guests and offers amenities including air conditioning, an indoor swimming pool, jacuzzi, gym, and a balcony, with concierge and parking services available.

Frequently asked questions about short term rentals in Windsor

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

    Windsor has a lively events scene! The Windsor International Film Festival is a big one, as is the Windsor Jazz Festival. There's also the International Poutine Festival which is a fun one, and the Windsor Pride Festival is a great celebration of diversity.
  • What notable natural landmarks are near Windsor, Ontàrio, Canadà?

    There are some beautiful natural spots near Windsor! The Point Pelee National Park is a great place to see migrating birds and enjoy some nature. The Detroit River is also a great spot to go for a walk or bike ride, and you can even catch a ferry across to the US.

Popular destinations

Best family friendly Windsor Short term rentals

Among the 1929 accommodations in Windsor, here are the 4 best family friendly rentals

Sukoon (Peace) - Windsor
9.0 2 reviews

Sukoon (Peace)

apartment, Windsor
This Sukoon apartment offers prime Windsor waterfront living directly on the Detroit River, with direct views of the Detroit skyline and convenient access to downtown Windsor, the casino, and restaurants within 1 kilometer.
This family-friendly three-bedroom flat accommodates up to seven guests and features air conditioning, a garden, free parking, and a fully equipped kitchen, with Windsor trails nearby for outdoor recreation.
Modern Walkerville Unit - Steps From Riverfront! - Windsor
10 14 reviews

Modern Walkerville Unit - Steps From Riverfront!

apartment, Windsor
This newly renovated two-bedroom apartment in Windsor's Walkerville neighbourhood is a short distance from Willistead Manor.
The self-contained flat offers a spacious open-plan living/dining area, a fully equipped kitchen, private laundry, and a shared patio and BBQ, sleeping up to three guests.
Spacious 3-bed Home In S Windsor - Windsor
10 26 reviews

Spacious 3-bed Home In S Windsor

apartment, Windsor
This three-bedroom Windsor apartment is situated in South Windsor, conveniently located near Highway 401 and EC Row, offering easy access to shops and restaurants.
The family-friendly property boasts two bathrooms, sleeps five guests, includes a full kitchen with dishwasher, Wi-Fi, and a private garden with garage and driveway parking.
Motorcity Haven In The Heart Of Downtown Detroit - Windsor
8.8 28 reviews

Motorcity Haven In The Heart Of Downtown Detroit

apartment, Detroit
This North Corktown flat is ideally situated in Downtown Detroit, within walking distance of Little Caesars Arena, Ford Field, Comerica Park, and the MotorCity Casino.
The 158-square-metre (1700 sq ft) three-bedroom, two-bathroom dwelling sleeps twelve guests and offers amenities including a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, smart home technology, and free Wi-Fi.

Best Windsor short term rentals with parking

Newly Renovated Cozy & Clean 2br Modern Oasis! - Windsor
10 4 reviews

Newly Renovated Cozy & Clean 2br Modern Oasis!

apartment, Windsor
This newly renovated flat is located in a residential district of Windsor, offering a peaceful retreat with convenient access to local attractions.
This main floor unit accommodates four guests and features a fully equipped, open-concept kitchen, air conditioning, and internet, with a separate entrance for privacy.
Waterfront Views! Steps To Caesars & Downtown - Windsor
No reviews

Waterfront Views! Steps To Caesars & Downtown

apartment, Windsor
This Windsor flat is situated directly opposite Riverside Park, offering waterfront trails and views of the Detroit skyline, and is a 10-minute walk to Caesars Windsor and downtown amenities.
This 3-bedroom, 2-bathroom flat sleeps six guests and features air conditioning, parking, a kitchen with a fridge, microwave, and dishwasher, and a dedicated office space, making it ideal for concert-goers or those exploring the city.
"The Modern Loft" In Walkerville / 2bed - 1 Bath - Windsor
9.9 171 reviews

"The Modern Loft" In Walkerville / 2bed - 1 Bath

apartment, Windsor
This modern two-bedroom apartment is situated in Old Walkerville, a historic district in Windsor, just a short walk from restaurants, pubs, and shops, and within 2 km of the Casino Windsor and the city centre.
The apartment features a spacious open-plan living area, a fully equipped kitchen with a fridge, freezer, and microwave, a bathroom with a rainfall shower head, and a private patio, perfect for enjoying a morning coffee or an evening drink.
Walkerville 1br Apartment| Walk To Caesars Casino - Windsor
10 13 reviews

Walkerville 1br Apartment| Walk To Caesars Casino

apartment, Windsor
This one-bedroom apartment in Walkerville, Windsor, is conveniently located within a 15-minute drive (approx. 10-15km) of the University of Windsor, Caesars Windsor, and the Windsor Airport.
The self-catering flat offers parking, Wi-Fi, air conditioning, and sleeps up to four guests, with easy access to major employers including NextStar Energy and the Ford Plant.
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