Windsor Short term rentals

1929 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

Search Short-Term Rentals near the Heart of the City in Windsor

Position yourself footsteps from popular independent restaurants and transport links at central short-term rentals in Windsor.

702# Cheapest Great Home, Walk To Casino Tunnel - Windsor
9.0 729 reviews

702# Cheapest Great Home, Walk To Casino Tunnel

apartment, Windsor
This one-bedroom flat is located in Windsor's nightlife district, just a short walk from the casino and Detroit Riverside Park, and a five-minute drive from the city centre. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The flat offers comfortable accommodation for up to three guests, with a large bed and a sofa bed in the living room. It comes equipped with a kitchen, central air conditioning, free Wi-Fi, and a shared garden, making it a great choice for those looking for a budget-friendly and convenient place to stay in Windsor.
New Construction Bright, Modern 2 Bedroom Unit. - Windsor
9.3 14 reviews

New Construction Bright, Modern 2 Bedroom Unit.

apartment, Windsor
This two-bedroom Windsor apartment is situated a short distance (less than 0.8 km) from the Detroit River and the Windsor Aquatic Centre, and approximately 3.2 km from the University of Windsor, offering easy access to the city centre.
The self-catering flat sleeps five guests and features a fridge, freezer, microwave, air conditioning, parking, and is excellently rated for cleanliness and location.
New Construction Clean, Bright 2 Bedroom Unit - Windsor
9.5 17 reviews

New Construction Clean, Bright 2 Bedroom Unit

apartment, Windsor
This Windsor apartment enjoys an exceptional central location, just 0.16km from the Windsor Riverfront, 0.32km from the Windsor Aquatic Centre and downtown, and a five-minute drive (approx. 2.4km) from the University of Windsor.
The two-bedroom, one-bathroom flat sleeps five guests, offering amenities including air conditioning, parking, internet access, and a kitchen with a fridge-freezer; its proximity to the Riverfront provides scenic walks and Detroit skyline views.
Aksum- Location! Lovely Studio, Ensuite Shower, Ac - Windsor
9.4 252 reviews

Aksum- Location! Lovely Studio, Ensuite Shower, Ac

apartment, Windsor
This Windsor city centre studio apartment is situated a 1.6km walk from Windsor Town Hall and a 3.2km walk from the casino and the riverfront.
The self-contained apartment, sleeping two guests, features a queen-size bed, a newly renovated ensuite shower room, free on-site parking, and air conditioning, all within a modern minimalist design.

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.

Alexandria's Motor City Condo Apartment - Windsor
9.8 18 reviews

Alexandria's Motor City Condo Apartment

apartment, Detroit
This refurbished 100-year-old upper unit condo in Detroit offers convenient access to major freeways and the airport, placing it within easy reach of landmarks such as the Detroit Windsor Tunnel, Greenfield Village, Fox Theatre, Comerica Park, and Little Caesars Arena.
Spanning 121 square meters, this family-friendly flat accommodates up to 4 guests with 3 bedrooms, a fully equipped kitchen featuring a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, garden, parking, and a dedicated office space, all complemented by retained historical charm including a clawfoot tub.
Windsor Casino And International Swim Meet Airbnb - Windsor
10 31 reviews

Windsor Casino And International Swim Meet Airbnb

apartment, Windsor
This newly renovated Windsor residence offers a 700 sqft second-floor suite, situated in the Ouellette entertainment district, a mere 100 metres from the Casino and 400 metres from Ouellette Avenue's bars and restaurants.
This pet-friendly, family-approved flat accommodates up to eight guests with three bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, and a private, fenced garden, alongside free on-site parking.
Vernor Vibes Entire Home - Windsor
8.0 5 reviews

Vernor Vibes Entire Home

apartment, Detroit
This four-bedroom flat is situated in Southwest Detroit, approximately 4.8 kilometres from the city centre and within easy walking distance of local parks, bakeries, and the El Club music venue.
This accommodation offers a fridge, freezer, microwave, and dishwasher, with a garden and capacity for sixteen guests, providing a comfortable and well-equipped base for exploring Detroit.
The White Lotus - Premium King Bed | 400mbs Wifi | 7-mindt | Work Station - Windsor
8.0 1 review

The White Lotus - Premium King Bed | 400mbs Wifi | 7-mindt | Work Station

apartment, Detroit
This Detroit apartment is conveniently located near the Motown Museum (a 0.8km walk) and the Detroit Institute of Arts (a 6.4km drive), offering easy access to major attractions.
The two-bedroom, one-bathroom dwelling sleeps four guests and features a fully equipped kitchen with appliances including a dishwasher, in-unit laundry, free Wi-Fi, and on-site parking; nearby entertainment includes the Fillmore Detroit and Saint Andrew's Hall.

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.

Popular destinations

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.

Walk To Caesars Casino Sleeps 8 Hot Tub 2 Parking - Windsor
9.6 28 reviews

Walk To Caesars Casino Sleeps 8 Hot Tub 2 Parking

apartment, Windsor
This stylish downtown Windsor flat offers excellent access to Caesars Casino, the riverfront, and a range of dining and entertainment options, all within a short walk.
This property sleeps up to eight guests and features two bedrooms, one bathroom, air conditioning, a fully equipped kitchen, on-site parking for two vehicles, and an optional private hot tub spa for an additional fee.
Ye Olde Walkerville Bed & Breakfast - Windsor
9.3 954 reviews

Ye Olde Walkerville Bed & Breakfast

B&B, Windsor
The Ye Olde Walkerville Bed & Breakfast is situated in the Walkerville district of Windsor, Ontario, a short distance from Caesars Windsor Casino and Windsor Raceway. This guest house has received excellent ratings for cleanliness, location and overall experience.
The accommodation has one bedroom and one bathroom, suitable for up to two guests. Amenities include air conditioning, a jacuzzi, a garden, a spa, room service, parking, free Wi-Fi and cable TV, as well as a variety of breakfast options.
Lux. Modern Blue Heron Home Fireplace, Garage, Pet-friendly, Easily Accessible! - Windsor
9.4 3 reviews

Lux. Modern Blue Heron Home Fireplace, Garage, Pet-friendly, Easily Accessible!

apartment, Windsor
This two-bedroom flat in East Riverside, Windsor, is located near the Tecumseh border, offering proximity to Blue Heron Pond, Ganatchio Trail, and the beach, with convenient access to the Detroit Windsor Tunnel and Willistead Manor.
This property accommodates up to four guests and features air conditioning, a Jacuzzi, a fully equipped kitchen with a fridge, microwave, and dishwasher, and allows pets, with parking available and excellent user ratings.
Modern Spacious 1 Bedroom And A Den Home (Lower Unit) - Windsor
8.0 9 reviews

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

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.

Best Windsor luxury short term rentals

Kasa Cadillac Square Detroit - Windsor
8.4 1419 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 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.

Cozy 2-bedroom Basement Suite In East Windsor - Windsor
No reviews

Cozy 2-bedroom Basement Suite In East Windsor

apartment, Windsor
Executive 2br Lower Suite Private & Spacious Close To Usa Border - Windsor
9.5 16 reviews

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

apartment, Windsor
Hometown Folks Desirable Riverside/east Windsor - Windsor
9.1 64 reviews

Hometown Folks Desirable Riverside/east Windsor

apartment, Windsor
Perfect Hideaway With A Hot Tub And A Fireplace - Windsor
10 179 reviews

Perfect Hideaway With A Hot Tub And A Fireplace

apartment, Windsor
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