Windsor Short term rentals

1372 available short term rental offers

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Windsor short term rentals
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Best Short term and Weekly rentals in Windsor

Best Windsor luxury short term rentals

Kasa Cadillac Square Detroit - Windsor
8.3 1159 reviews
Windsor
08/08 – 10/08
£1348/nighttotal: £2696 (2 )

Kasa Cadillac Square Detroit

3 15
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.

Browse Holiday Lets with a Jacuzzi in Windsor

Private hot tub access after a day in the city is one of those details that makes a stay in Windsor truly memorable.

Modern Spacious 1 Bedroom And A Den Home (Lower Unit) - Windsor
8.4 6 reviews
Windsor
27/06 – 30/09
£151/nighttotal: £14345 (95 )

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

2 2
apartment , Windsor
This stylish apartment is situated in South Windsor, just a short drive from LaSalle, Windsor Crossing Mall, and Highway 401, making it an ideal base for exploring the wider region. It has received excellent user ratings, testament to its comfort and convenience.
The spacious two-bedroom property, spanning 139 square metres, comfortably accommodates up to six guests. A range of amenities, including a shared pool, a fully equipped kitchen, and a private terrace, ensure a relaxing and enjoyable stay.
6 Bedroom/4.5 Bath/across From Motown Museum - Windsor
9.7 254 reviews
Windsor
10/08 – 16/08
£557/nighttotal: £3342 (6 )

6 Bedroom/4.5 Bath/across From Motown Museum

6 2
apartment , Detroit
This Detroit property is located close to the Motown Museum and within a 5km radius of Little Caesars Arena and MGM Grand Detroit Casino, offering easy access to entertainment and nightlife. It has excellent user, location and cleanliness ratings.
This six-bedroom home is ideal for large families or groups of friends. It comes with a range of amenities, including a private pool, a fully equipped kitchen, a fitness centre and a garden, perfect for relaxing and enjoying the outdoors.
Renovated Church With Two Bedroom Apartment And Entertainment Space. - Windsor
Windsor
29/06 – 18/07
£330/nighttotal: £6270 (19 )

Renovated Church With Two Bedroom Apartment And Entertainment Space.

2 2
apartment , Detroit
This Detroit property, near the University of Detroit Mercy, is conveniently located approximately 4.8 kilometres from Little Caesars Arena, MGM Grand Detroit Casino, and Comerica Park.
The two-bedroom, two-bathroom house sleeps four guests and boasts a fully equipped kitchen, including a microwave oven, a washing machine, a jacuzzi, and smart TV; parking is also available.
Couple's Romantic Retreat With Hot Tub, Fire Pit. - Windsor
9.7 131 reviews
Windsor
20/06 – 27/06
£179/nighttotal: £1253 (7 )

Couple's Romantic Retreat With Hot Tub, Fire Pit.

1 2
apartment , Windsor
This apartment is located in a quiet residential area of Windsor, just a short walk from parks and trails and within easy reach of the town's attractions. It has received excellent ratings for its cleanliness, location, and overall experience.
The self-catering apartment can accommodate two guests and features a well-equipped kitchen, a private backyard with a hot tub, and a luxurious spa shower. Guests can also enjoy a massage table, a private garage, and proximity to local amenities.

Frequently asked questions about short term rentals in Windsor

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

    Windsor has a humid continental climate, so you can expect hot, humid summers and cold, snowy winters. Spring and autumn are generally mild and pleasant. Be sure to pack for all types of weather, especially if you're visiting during the shoulder seasons.
  • What are the best short term rentals in Windsor?

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

    Windsor has a vibrant events scene! The Windsor International Film Festival is a big one, attracting filmmakers and film lovers from all over. The Windsor Jazz Festival is another popular event, with live music performances throughout the city. And don't forget the Windsor International Wine Festival, which is a great opportunity to sample wines from around the world.
  • What are the best short term rentals with a pool in Windsor?

  • 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 also home to the Windsor Spitfires, the city's Ontario Hockey League team.
  • What are the best short term rentals with a jacuzzi in Windsor?

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

    Just a short drive from Windsor, you'll find Point Pelee National Park, which is known for its diverse birdlife and stunning sunsets. It's also the southernmost point of mainland Canada. If you're looking for a scenic drive, the Detroit River offers beautiful views of the city skyline.
  • What are the best short term rentals for families and kids in Windsor?

  • What part of Windsor, Ontàrio, Canadà is ideal for finding lodging?

    The downtown core is a great option for lodging, as it's close to all the action, including restaurants, shops, and attractions. The Riverside area is also popular, offering a more relaxed vibe with charming boutiques and cafes.

Destinations nearby

Check Out Family-Friendly Holiday Lets in Windsor

Kid-friendly short-term lets in Windsor with city attractions within easy reach. Holidays are better when everyone is comfortable.

Executive 2br Lower Suite Private & Spacious Close To Usa Border - Windsor
9.9 10 reviews
Windsor
20/06 – 27/06
£71/nighttotal: £497 (7 )

Executive 2br Lower Suite Private & Spacious Close To Usa Border

2 2
apartment , Windsor
This two-bedroom flat in Windsor is situated 9.4 kilometres from the TCF Centre and 8.8 kilometres from GM World, offering convenient access to Detroit landmarks.
This family-friendly apartment, covering 45 square metres, features two bedrooms, one bathroom with a bidet, air conditioning, free Wi-Fi, a kitchen with a fridge and microwave, and parking, accommodating up to 11 guests.
Spacious Detroit Retreat • Sleeps 16 • Parking - Windsor
9.7 107 reviews
Windsor
02/08 – 05/08
£383/nighttotal: £1149 (3 )

Spacious Detroit Retreat • Sleeps 16 • Parking

1 6
apartment , Detroit
This Detroit house, situated in a historic neighbourhood offering easy access to various city landmarks, provides a central location for exploring the Motor City.
Sleeping up to 16 guests in six bedrooms and three bathrooms, this fully renovated property boasts a fully equipped kitchen, PS5, Ms. Pacman arcade game, Tempur-Pedic mattresses, and business-grade Wi-Fi, ideal for large families or groups.
Windsor Luxury Stay Oasis - Windsor
10 2 reviews
Windsor
07/10 – 09/10
£305/nighttotal: £610 (2 )

Windsor Luxury Stay Oasis

4 2
apartment , Windsor
This six-bedroom Windsor apartment, located in the Roseland district, is a six-minute (3.7km) drive from St. Clair College and Devonshire Mall.
Sleeping eight guests, this spacious property boasts a fully equipped kitchen with dishwasher and microwave, a swimming pool, on-site parking, and air conditioning, offering convenient access to the Detroit-Windsor Tunnel, Ambassador Bridge, and Fox Theatre.
Charming West Village Townhouse, Steps From Shops And Entertainment. - Windsor
9.0 23 reviews
Windsor
12/07 – 22/07
£213/nighttotal: £2130 (10 )

Charming West Village Townhouse, Steps From Shops And Entertainment.

4 2
apartment , Detroit
This charming house is conveniently located in Detroit's downtown area, just a short drive from the Detroit Riverwalk and Belle Isle Aquarium, putting you close to the city's vibrant attractions.
The property has four bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy modern amenities like Wi-Fi, a smart TV, and a fully equipped kitchen, plus a garden, spa, and air conditioning for a relaxing stay.

Best Short-Term Rentals with Parking in Windsor

Free on-site parking comes with these short-term lets in Windsor, letting you focus on the city centre from day one.

2br House - Quiet Getaway - Windsor
Windsor
20/06 – 27/06
£95/nighttotal: £665 (7 )

2br House - Quiet Getaway

1 2
apartment , Windsor
This Windsor flat is conveniently located approximately 3.2km from the GM Renaissance Center and 3.9km from the TCF Centre, offering easy access to major attractions.
The 200 square metre self-catering property boasts one bedroom, one bathroom, and sleeps seven guests, featuring a fully equipped kitchen, private terrace, free parking, and Wi-Fi.
Stylish Loft City & River Views! - Windsor
Windsor
01/09 – 31/12
£69/nighttotal: £8349 (121 )

Stylish Loft City & River Views!

1 2
apartment , Detroit
This Rivertown Detroit studio flat offers stunning views of the MacArthur Bridge, Belle Isle, the Detroit River, and Windsor, Canada, and is within walking distance of the GM Renaissance Center and Hart Plaza.
The 1-bedroom apartment sleeps 2 guests, features exposed brick and 12-foot ceilings, includes amenities such as air conditioning, parking, and Wi-Fi, and is ideally located for exploring Detroit's sporting venues, including Comerica Park and Ford Field.
804 · New Build Bright 2 Bdrm Unit - Windsor
Windsor
20/06 – 27/06
£67/nighttotal: £469 (7 )

804 · New Build Bright 2 Bdrm Unit

2 2
apartment , Windsor
This two-bedroom flat is located in Downtown Windsor, a short 500-metre walk from the Detroit Windsor Tunnel and within reach of cultural venues such as the Fox Theatre.
This first-floor apartment accommodates up to four guests and features a master bedroom with a 40-inch television and a queen-size bed, alongside a second bedroom with twin bunk beds, a fully equipped kitchen, and dining area suitable for longer stays.
A Hidden Gem Bed And Breakfast - Windsor
9.8 57 reviews
Windsor
20/07 – 22/07
£103/nighttotal: £206 (2 )

A Hidden Gem Bed And Breakfast

1 2
B&B , Windsor
A Hidden Gem Bed and Breakfast is located in Windsor, just 4.5 kilometres from the TCF Center and 3.7 kilometres from GM World, offering a peaceful retreat close to the city's attractions. This charming guest house consistently receives excellent ratings for its cleanliness, location, and overall experience.
The accommodation provides a comfortable and private space with a garden view. Guests can enjoy a range of amenities, including a sun terrace, free Wi-Fi, parking, and a spa, as well as a bar and room service.
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