Vacation Rentals in Windsor

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Windsor holiday rentals
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1448 Holiday rentals and Airbnb in Windsor

Best family friendly Windsor holiday rentals

Among the 1448 accommodations in Windsor, here are the 4 best family friendly rentals

Corktown Oasis - Luxe Getaway Close To Downtown - Windsor
9.8 50 reviews
Windsor
02/08 – 05/08
A$585/nighttotal: A$1755 (3 )

Corktown Oasis - Luxe Getaway Close To Downtown

1 6
apartment , Detroit
This four-bedroom Corktown townhouse, a short distance from downtown Detroit, is ideally located within 1.6km of Ford Field and Little Caesars Arena, offering easy access to major attractions.
The 186-square-metre property boasts a spacious layout, sleeping up to eight guests, and includes a fully equipped kitchen with a Breville Barista Touch Espresso Machine, a private backyard, and a dedicated third-floor workstation.
Charming West Village Townhouse, Steps From Shops And Entertainment. - Windsor
9.0 23 reviews
Windsor
07/08 – 09/08
A$465/nighttotal: A$930 (2 )

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.
Clean And Spacious 3br Dt Windsor Laundry And Parking - Windsor
Windsor
01/10 – 31/12
A$198/nighttotal: A$18018 (91 )

Clean And Spacious 3br Dt Windsor Laundry And Parking

3 2
apartment , Windsor
This Windsor city centre apartment, a 15-minute walk from the Windsor Community Museum, Detroit-Windsor Tunnel, and Caesars Windsor, offers easy access to major attractions.
The 150 square metre self-catering flat sleeps seven, boasting four bedrooms, one bathroom, a fully equipped kitchen, a balcony, and access to a garden and parking.
Papa's Place Urban Cottage Retreat - Windsor
9.6 28 reviews
Windsor
13/07 – 17/08
A$224/nighttotal: A$7840 (35 )

Papa's Place Urban Cottage Retreat

2 2
apartment , Detroit
Papa's Place is a centrally located flat in Detroit, just a 10-minute drive from the city centre and within walking distance of the Motown Museum, Dbads outdoor museum, and the New Centre Area. The property has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom apartment comfortably sleeps four guests and is equipped with a modern kitchen, air conditioning, and a terrace or balcony. Enjoy the garden, parking, and internet access, along with the unique blend of historic charm and modern comfort this renovated 1913 home offers.

Best Windsor holiday rentals with parking

The Boho Oasis - Windsor
9.9 57 reviews
Windsor
01/07 – 31/07
A$170/nighttotal: A$5100 (30 )

The Boho Oasis

1 2
apartment , Windsor
This recently renovated one-bedroom apartment in Windsor is conveniently located 7km from Windsor International Airport, 7km from the GM Technical Centre, and 8km from the Exhibition Centre.
The self-catering flat offers free private parking, Wi-Fi, air conditioning, a fully equipped kitchen with fridge and microwave, and a private garden; nearby attractions include the airport and various business locations.
Near Midtown & Medical District! Updated Unit - Windsor
Windsor
08/07 – 23/07
A$369/nighttotal: A$5535 (15 )

Near Midtown & Medical District! Updated Unit

1 2
cottage , Detroit
This Detroit dwelling is located 1.1 kilometres from the Motown Museum and within 5 kilometres of Comerica Park and MGM Grand Detroit Casino, with Wayne State University and Henry Ford Hospital less than 2 kilometres away.
This cottage offers complimentary non-valet parking, free Wi-Fi in common areas, a kitchen equipped with a microwave oven and dishwasher, air conditioning, a fireplace, private balconies, and a terrace, with check-out at 10:00.
New 10-18ft Ceilings Townhome-3 Bed With 3 Ensuite Baths - Windsor
Windsor
27/06 – 30/09
A$207/nighttotal: A$19665 (95 )

New 10-18ft Ceilings Townhome-3 Bed With 3 Ensuite Baths

3 2
apartment , Windsor
This house is located in the University district of Windsor, just 4 kilometres from the Detroit Windsor Tunnel and 3 kilometres from the Ambassador Bridge, making it easy to explore both Windsor and Detroit. The neighbourhood is a lively and vibrant area, with a mix of residential and commercial properties.
This house offers 3 bedrooms and 3 bathrooms, comfortably accommodating up to 6 guests. The house is fully equipped with modern amenities, including air conditioning, a smart TV, Wi-Fi, a fully equipped kitchen, a washing machine and dryer, and a comfortable living area.
7br House, 19 Ppl |Dt Windsor| W/d + Free Parking - Windsor
9.6 24 reviews
Windsor
02/08 – 05/08
A$600/nighttotal: A$1800 (3 )

7br House, 19 Ppl |Dt Windsor| W/d + Free Parking

1 6
house , Windsor
This seven-bedroom Windsor house, situated near the Windsor Riverfront (1.8km) and University of Windsor (2.4km), offers easy access to restaurants, shops, and the city centre.
Sleeping up to 19 guests, this spacious property boasts three bathrooms, a fully equipped kitchen, multiple Smart TVs, high-speed Wi-Fi, keyless entry, and free street parking.

Frequently asked questions about holiday rentals in Windsor

  • What are the top family-friendly attractions in Windsor, Ontàrio, Canadà?

    The Windsor Sculpture Park is a great place for a family stroll, with its collection of outdoor sculptures. For a fun day out, visit the Hands-On Museum, with interactive exhibits for kids of all ages. Also, the Ojibway Nature Centre is a popular spot for families to enjoy nature trails and wildlife viewing.
  • What are the best Airbnb and holiday rentals in Windsor?

  • When is the best time to book a vacation rental in Windsor, Ontàrio, Canadà?

    The best time to book a vacation rental in Windsor is during the shoulder seasons, spring and autumn, when the weather is mild and there are fewer crowds. For a more affordable option, consider booking during the winter months, but be prepared for colder temperatures.
  • What are the most popular Airbnbs in Windsor?

  • What are the best budget-friendly activities in Windsor, Ontàrio, Canadà?

    Take a walk or bike ride along the scenic Windsor Riverfront Trail, which stretches for 14 kilometres along the Detroit River. You can also visit the free exhibits at the Windsor Public Library or the Mackenzie Hall, a historic landmark.
  • What are the best holiday rentals with a pool in Windsor?

  • What are the best restaurants with local dishes in Windsor, Ontàrio, Canadà?

    For a taste of Windsor's culinary scene, try The Twisted Apron, known for its fresh, locally sourced ingredients. Another popular spot is The Colosseum, serving up classic Italian dishes. And for a casual dining experience, The Old Stone Mill Pub offers traditional pub fare.
  • What are the best rentals for families and kids in Windsor?

  • What are the best walking or cycling routes in Windsor, Ontàrio, Canadà?

    The Windsor Riverfront Trail is a great option for a leisurely walk or bike ride, offering stunning views of the Detroit River. For a more challenging ride, try the Ojibway Park trails, which wind through the park's natural woodlands and wetlands.
  • What are the best rentals or Airbnbs with a jacuzzi in Windsor?

  • Are there pet-friendly attractions in Windsor, Ontàrio, Canadà?

    Yes, many parks and green spaces in Windsor are pet-friendly, including the beautiful Ojibway Park, where you can enjoy a walk with your furry friend. The Windsor Riverfront Trail is also a great option for a stroll with your dog.
  • What are the benefits of choosing a vacation rental in Windsor, Ontàrio, Canadà?

    Vacation rentals offer more space and privacy compared to hotels, and often come with amenities such as a kitchen, making it easier to prepare meals. They can also be a more affordable option, especially for families or groups travelling together.
  • What are the top sports attractions and facilities in Windsor, Ontàrio, Canadà?

    The WFCU Centre is home to the Windsor Spitfires, a junior ice hockey team, and hosts various sporting events throughout the year. The University of Windsor is also home to a variety of sports facilities, including a swimming pool, a gym, and a track and field stadium.

Destinations nearby

Best Windsor holiday rentals with a balcony

Lumber Barons Brush Park Penthouse - 3br - 2 Kings/queen/2.5bath - 1-car Garage - Windsor
9.8 40 reviews
Windsor
20/07 – 22/07
A$921/nighttotal: A$1842 (2 )

Lumber Barons Brush Park Penthouse - 3br - 2 Kings/queen/2.5bath - 1-car Garage

3 2
apartment , Detroit
This apartment is situated on the top floor of a restored historic mansion in the Brush Park neighbourhood of Detroit, just a short walk from the Detroit Institute of Arts, Comerica Park, Little Caesars Arena, and the Fox Theatre. It has received excellent reviews from previous guests.
The apartment has three bedrooms and three bathrooms, comfortably accommodating up to six guests. It features a fully equipped kitchen, a terrace, and parking, as well as free internet access and multiple TVs with streaming services.
Detroit Mansion | Fireplace Suites | Sleeps 14 - Windsor
Windsor
22/06 – 23/06
A$876/nightfor 1 night

Detroit Mansion | Fireplace Suites | Sleeps 14

7 2
apartment , Detroit
This six-bedroom Detroit residence is situated on the East Side, offering a 15-minute drive to Downtown Detroit and a 10-minute drive to Belle Isle Park, with the riverfront accessible within a 700-metre walk or a 4-minute drive.
This spacious flat accommodates up to 14 guests with a fully equipped kitchen, a private garden featuring a barbecue, and a dedicated workspace, making it ideal for families or groups seeking a comfortable stay with convenient access to local attractions.
Modern & Stylish 4br Home - Near Detroit Downtown - Sleeps 10 - Pet-friendly - Windsor
10 4 reviews
Windsor
02/08 – 05/08
A$614/nighttotal: A$1842 (3 )

Modern & Stylish 4br Home - Near Detroit Downtown - Sleeps 10 - Pet-friendly

4 6
apartment , Detroit
This four-bedroom, three-and-a-half-bathroom house is located in Detroit's Islandview neighbourhood, a short 4km drive from Belle Isle Park and approximately 7km from Comerica Park and Ford Field.
The spacious three-storey property sleeps ten guests and boasts a chef's kitchen, multiple living areas, a third-floor loft with vaulted ceilings, a private balcony from the master suite, a designated pet area, and driveway parking, alongside family-friendly amenities including a high chair and crib.
Near Midtown And Medical District! Updated Unit - Windsor
10 3 reviews
Windsor
07/07 – 10/07
A$434/nighttotal: A$1302 (3 )

Near Midtown And Medical District! Updated Unit

3 4
house , Detroit
This detached house is located near Midtown and the Medical District, offering convenient access to the TCF Centre (5.95 kilometres) and the Motown Historical Museum (a 12-minute walk).
The property spans 139 square meters and features three bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher and oven, on-site parking, and complimentary WiFi, accommodating up to eleven guests.

Best Windsor holiday rentals with air conditioning

Cozy River Side Retreat U Of W & Ambassador Bridge - Windsor
10 2 reviews
Windsor
01/07 – 31/07
A$178/nighttotal: A$5340 (30 )

Cozy River Side Retreat U Of W & Ambassador Bridge

3 5
apartment , Windsor
This 3-bedroom flat in Windsor is ideally located just 500 metres from the University of Windsor and within easy reach of the Ambassador Bridge for cross-border travel, with Riverside Drive offering scenic waterfront access.
This modernised apartment accommodates up to six guests and features a newly renovated kitchen and bathroom, complimentary on-site parking, private entry, and laundry facilities, with restaurants, cafés, and grocery stores all within walking distance.
The Spacious Nest, Exec. Xl Studio Apt. W/parking - Windsor
9.5 4 reviews
Windsor
01/07 – 31/07
A$122/nighttotal: A$3660 (30 )

The Spacious Nest, Exec. Xl Studio Apt. W/parking

1 2
apartment , Windsor
This XL Studio flat is located in a convenient area of Windsor, offering straightforward access to local amenities.
This pet-friendly studio apartment accommodates two guests and features a fully equipped kitchen with stainless steel appliances, air conditioning, and an in-suite washer/dryer.
Luxury Group Stay • Sleeps 16 + Tesla Charging - Windsor
9.7 76 reviews
Windsor
08/08 – 10/08
A$889/nighttotal: A$1778 (2 )

Luxury Group Stay • Sleeps 16 + Tesla Charging

1 15
apartment , Detroit
This stylish farmhouse is situated in the Boston Edison District of Detroit, two blocks from the historic mansions of figures like Henry Ford and Barry Gordy, seven minutes from the city centre and one minute from the freeway. This spacious property features four levels, offering ample space for large groups, and boasts a smart refrigerator with TV, dishwasher, stove with built-in air fryer, TVs in every room, a fireplace, central air, and more.
Bright And Cozy Nest In The City 1br Near River, Swim Park, Casino & Tunnel - Windsor
10 11 reviews
Windsor
27/06 – 28/06
A$381/nightfor 1 night

Bright And Cozy Nest In The City 1br Near River, Swim Park, Casino & Tunnel

1 2
apartment , Windsor
This Windsor City Centre flat is conveniently located less than 1.3km from Windsor Riverfront, Caesars Windsor, and Caesars Casino, and under 1.6km from the Detroit-Windsor Tunnel.
The 42-square-metre self-catering apartment sleeps three guests and boasts a fully equipped kitchen, private terrace, in-unit laundry, and access to a swimming pool and on-site water park.
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