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.

480# Cheapest Great Home, Walk To Casino Tunnel - Windsor
9.1 800 reviews

480# Cheapest Great Home, Walk To Casino Tunnel

apartment, Windsor
This charming flat is situated in Windsor's nightlife district, just a 5-minute walk from the casino and a 3-minute walk from Detroit Riverside Park. Guests have consistently rated the property excellent for location, cleanliness, and overall experience.
The two-bedroom flat comfortably accommodates up to 6 guests and features a well-equipped kitchen, air conditioning, a garden, and free parking. Guests can enjoy a large bed with a thick mattress, a new sofa bed, a desk, a large smart TV, and basic amenities such as shampoo, shower gel, hand sanitizer, towels, and bath towels.
2 Bed 2 Bath In Downtown Windsor W/ Free Parking - Windsor
9.5 213 reviews

2 Bed 2 Bath In Downtown Windsor W/ Free Parking

apartment, Windsor
This two-bedroom, two-bathroom duplex is situated in downtown Windsor, a short distance (approximately 1.8km) from Caesars Windsor and within walking distance (0.8km) of the Windsor Aquatic Centre.
The 70-inch TV, Netflix access, keyless entry, and fully equipped eat-in kitchen with granite countertops are among the amenities offered in this self-catering property; it sleeps five guests comfortably.
Luxury 2-bedroom Apartment In Downtown Windsor - Windsor
9.4 171 reviews

Luxury 2-bedroom Apartment In Downtown Windsor

apartment, Windsor
This brand-new, two-bedroom basement flat is situated in downtown Windsor, Canada, within walking distance of the Detroit Riverfront's Riverside area and Casino Windsor.
The self-catering property sleeps four guests and offers a full kitchen, in-house laundry, and private climate control, plus the unusual convenience of street parking in downtown 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.

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.

Industrial Loft Near Downtown Detroit - 420 Friendly - Windsor
8.6 31 reviews

Industrial Loft Near Downtown Detroit - 420 Friendly

apartment, Detroit
This stylish Detroit loft is situated near the city centre, within 3.2 kilometres of venues including the Music Hall Centre, Saint Andrew's Hall, and the TCF Centre.
The 600-square-metre apartment features one bedroom, one bathroom, sleeps seven guests, and includes free Wi-Fi, private parking, a fully equipped kitchen, and in-unit laundry facilities.
Historic Detroit Bungalow: Pet & Family Friendly - Windsor
8.0 5 reviews

Historic Detroit Bungalow: Pet & Family Friendly

apartment, Detroit
This detached house in Detroit's historic Jefferson Chalmers district is located 11 kilometres from Downtown Detroit and 2 kilometres from Grosse Pointe Park, offering easy access to attractions such as Ford Field, Comerica Park and Belle Isle Nature Centre, all within 11 kilometres.
This 99-square-metre bungalow accommodates up to five guests with three bedrooms and one bathroom, featuring a fenced garden with a patio and gas grill, a dedicated WFH space, a well-equipped kitchen with various coffee makers, and dog-friendly amenities.
East Detroit | 6br Sleeps 14 | Perfect For Reunions, Crews & Teams - Windsor
10 1 review

East Detroit | 6br Sleeps 14 | Perfect For Reunions, Crews & Teams

apartment, Detroit
This spacious six-bedroom flat is located on Detroit's historic east side, offering convenient access to Belle Isle Park (a 5-7 minute drive), the city centre (10-12 minutes), and Eastern Market (10 minutes), with easy freeway connections via Jefferson Avenue and I-94.
This pet-friendly residence boasts 232 square meters of floor area, accommodating up to 14 guests with ample facilities including a fully equipped kitchen, multiple bathrooms, and on-site parking, making it ideal for larger groups exploring Detroit.
Urban Loft Living In Downtown Detroit & Gym - Windsor
No reviews

Urban Loft Living In Downtown Detroit & Gym

apartment, Detroit
This downtown Detroit flat offers urban loft living moments from the Music Hall Centre, Gem Theatre, and The Fillmore Detroit, and is 21 kilometres from the TCF Centre.
This 88-square-metre residence accommodates up to nine guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, on-site gym, and in-unit laundry facilities, with free WiFi available in public areas.

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.

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.
3-bedroom Condo Quiet And Secure In An Upscale Neighborhood Downtown Detroit. - Windsor
9.6 4 reviews

3-bedroom Condo Quiet And Secure In An Upscale Neighborhood Downtown Detroit.

apartment, Detroit
This three-bedroom, four-bathroom Detroit apartment, situated in the Elmwood Park neighbourhood, is a 2.4km walk from the Detroit Riverwalk and a 6.4km drive from Ford Field.
Sleeping up to five guests, this self-catering flat boasts a fully equipped kitchen, in-unit laundry, a barbecue, fireplace, and parking; nearby attractions include the Fox Theatre, Henry Ford Museum, and Saint Andrews Hall.
Luxury New Build 4br Home | Modern Comfort & Style - Windsor
8.8 8 reviews

Luxury New Build 4br Home | Modern Comfort & Style

apartment, Windsor
This newly built four-bedroom house is located in Ford City, Windsor, a mere 2.5 kilometres from Downtown Windsor and the Ambassador Bridge, and within a short drive of the University of Windsor and St. Clair College.
This spacious property accommodates up to eight guests and features a fully equipped kitchen, air conditioning, a jacuzzi, and on-site parking, with high-speed WiFi available for convenience.
‍️ Steps To Caesars  Riverfront ️ Dining  Hot Tub Add-on ️ Sleeps 9 - Windsor
8.8 20 reviews

‍️ Steps To Caesars Riverfront ️ Dining Hot Tub Add-on ️ Sleeps 9

apartment, Windsor
This Walkerville holiday home, situated near Windsor's waterfront and a short walk from the Detroit-Windsor Tunnel and Caesars Windsor casino, offers easy access to the Riverfront and is within a few kilometres of attractions such as the Fox Theatre.
This spacious 149 square metre, three-bedroom apartment sleeps six, boasting two living rooms, a fully-equipped kitchen with a dishwasher, a jacuzzi, a garden, a spa, and parking, plus a finished basement with an additional living room and bathroom.

Best Windsor luxury short term rentals

Kasa Cadillac Square Detroit - Windsor
8.4 1418 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.

Walkerville 1br | Parking + Wifi + Workspace - Windsor
9.0 8 reviews

Walkerville 1br | Parking + Wifi + Workspace

apartment, Windsor
Niagara Manor -  Long Stays - Windsor
9.6 62 reviews

Niagara Manor - Long Stays

B&B, Windsor
Fun, Soulful, Detroit's 1st Airbnb, Onsite Parking - Windsor
9.6 515 reviews

Fun, Soulful, Detroit's 1st Airbnb, Onsite Parking

apartment, Detroit
Stylish 2br 1 Bath Haven With Wifi & Parking - Windsor
8.0 1 review

Stylish 2br 1 Bath Haven With Wifi & Parking

apartment, Windsor
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