Holiday Rentals in Windsor

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Windsor holiday rentals
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Windsor holiday rentals: compare the best deals

Best family friendly Windsor holiday rentals

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

Motorcity Haven In The Heart Of Downtown Detroit - Windsor
9.0 23 reviews
Windsor
06/30 – 07/02
HK$3180/nighttotal: HK$6360 (2 )

Motorcity Haven In The Heart Of Downtown Detroit

3 6
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.
Modern Walkerville Unit - Steps From Riverfront! - Windsor
10 13 reviews
Windsor
07/01 – 07/31
HK$608/nighttotal: HK$18240 (30 )

Modern Walkerville Unit - Steps From Riverfront!

1 2
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.
Executive 2br Lower Suite Private & Spacious Close To Usa Border - Windsor
9.9 10 reviews
Windsor
07/07 – 07/10
HK$999/nighttotal: HK$2997 (3 )

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

2 4
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.
Modern 2br W/3 Gueen Beds Private|near Uow&bridge - Windsor
9.5 45 reviews
Windsor
10/01 – 12/31
HK$571/nighttotal: HK$51961 (91 )

Modern 2br W/3 Gueen Beds Private|near Uow&bridge

1 2
apartment , Windsor
This lower-ground floor apartment is located in a central Windsor district, just a short walk from the Ambassador Bridge, University of Windsor, Caesars Windsor, and downtown Windsor. It has received excellent ratings for cleanliness, location, and user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a fully equipped kitchen with a fridge, freezer, and microwave, as well as air conditioning and internet access.

Best Windsor holiday rentals with parking

Comfy Downtown Detroit Loft With Free Parking. - Windsor
9.6 287 reviews
Windsor
07/10 – 07/11
HK$1628/nightfor 1 night

Comfy Downtown Detroit Loft With Free Parking.

2 2
apartment , Detroit
This one-bedroom flat is situated in Corktown, a lively Detroit neighbourhood, just 1.6 kilometres from the Detroit Riverwalk, MGM Grand Detroit Casino, and Huntington Place. The property has received excellent user and cleanliness ratings, with a very good location rating.
The 84 square metre flat has a fully equipped kitchen with a fridge, freezer, and microwave. Guests can enjoy a range of amenities, including a washing machine, a sofa bed, free Wi-Fi, a Smart TV, games, books, and designated smoking areas. Parking is also available.
Executive Balcony Suite Downtown Detroit - Windsor
Windsor
06/26 – 07/18
HK$1255/nighttotal: HK$27610 (22 )

Executive Balcony Suite Downtown Detroit

2 4
apartment , Detroit
This Detroit flat offers convenient access, being a 4-minute drive from the Detroit Riverfront and a 7-minute drive from Belle Isle Aquarium, with on-site parking provided.
This two-bedroom, two-bathroom property accommodates up to five guests and features a fully equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and access to a swimming pool, fitness centre, and barbecue area.
Modern Cozy Home On The Riverfront Close To Casino,downtown, Uof W And Detroit - Windsor
Windsor
07/10 – 07/11
HK$1090/nightfor 1 night

Modern Cozy Home On The Riverfront Close To Casino,downtown, Uof W And Detroit

1 2
apartment , Windsor
This one-bedroom flat is situated in the Bridgeview district of Windsor, offering direct access to the Detroit River and placing you 2 minutes from the University of Windsor and within walking distance of downtown Windsor and the bridge to the USA.
This historic 18th-century property accommodates up to three guests, features a microwave oven and air conditioning, and provides parking, with the Detroit River providing scenic views and numerous restaurants and cultural attractions in Detroit accessible nearby.
Bright & Colorful Downtown Gem With Free Parking - Windsor
9.7 101 reviews
Windsor
07/01 – 07/31
HK$562/nighttotal: HK$16860 (30 )

Bright & Colorful Downtown Gem With Free Parking

1 2
apartment , Windsor
This three-bedroom Windsor house is centrally located in downtown Windsor, a short 1.6km drive from the Windsor-Detroit Tunnel and Riverfront Trail, and 3.2km from the University of Windsor.
The property offers comfortable sleeping for five guests in a compact home featuring a fully equipped kitchen with fridge, freezer, and microwave, in-suite laundry, free parking for two cars, a 43” smart TV with Netflix, and air conditioning.

Frequently asked questions about holiday rentals in Windsor

  • What should a first-time visitor not miss in Windsor, Ontàrio, Canadà?

    For a first-time visit, you'd want to check out the iconic Windsor Sculpture Park, with its impressive collection of modern art. Don't miss the chance to explore the historic Fort Malden National Historic Site, offering a glimpse into the region's rich past.
  • What are the best Airbnb and vacation rentals in Windsor?

  • Which neighborhood in Windsor, Ontàrio, Canadà should you consider for a vacation rental?

    The Olde Walkerville neighbourhood is a popular choice for vacation rentals. It's known for its charming Victorian architecture, lively restaurants, and proximity to the Detroit River.
  • What are the most popular Airbnbs in Windsor?

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

    Booking your vacation rental in advance is always recommended, especially during peak seasons like summer and the autumn months. You'll have a wider selection and potentially better prices.
  • What are the best vacation rentals with a pool in Windsor?

  • What events or festivals should visitors check out in and around Windsor, Ontàrio, Canadà?

    The annual Windsor International Film Festival in November is a highlight, showcasing independent films. In June, the Windsor International Blues Festival brings live music and a vibrant atmosphere to the city.
  • What are the best rentals for families and kids in Windsor?

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

    A stroll along the scenic Detroit River Walk is a great free activity, offering beautiful views and fresh air. The Windsor Public Library is another budget-friendly option, hosting free events and providing access to books and resources.
  • What are the best rentals or Airbnbs with a jacuzzi in Windsor?

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

    For a taste of local cuisine, try The Twisted Apron, known for its innovative dishes featuring fresh, seasonal ingredients. The Old Stone Tavern offers a traditional pub atmosphere and classic comfort food.
  • What are the best walking or cycling routes in Windsor, Ontàrio, Canadà?

    The Riverfront Trail is a popular choice for both walking and cycling, offering stunning views of the Detroit River. The University of Windsor campus also has a network of well-maintained walking and cycling paths.
  • Are there pet-friendly attractions in Windsor, Ontàrio, Canadà?

    The Windsor Sculpture Park welcomes well-behaved dogs on leash. The Detroit River Walk is also a great option for a stroll with your furry friend.
  • What are the benefits of choosing a vacation rental in Windsor, Ontàrio, Canadà?

    Vacation rentals offer more space and privacy compared to hotels. They often come with amenities like kitchens and laundry facilities, making them a convenient option for families or longer stays.
  • 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. For outdoor activities, Dieppe Park offers a range of sports facilities, including tennis courts and a baseball diamond.

Destinations nearby

Best Windsor holiday rentals with a balcony

2br House - Quiet Getaway - Windsor
Windsor
07/11 – 07/28
HK$972/nighttotal: HK$16524 (17 )

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.
Penthouse Suite In Heart Of Little Italy - Windsor
8.8 15 reviews
Windsor
06/22 – 06/23
HK$2467/nightfor 1 night

Penthouse Suite In Heart Of Little Italy

3 2
apartment , Windsor
This luxurious three-bedroom Windsor apartment, located in Walkerville, offers convenient proximity to downtown Windsor, the 401 Highway, and the Detroit border, placing guests within easy reach of restaurants and attractions such as the Fox Theatre.
The 8-person dwelling boasts a gourmet kitchen, a spacious balcony, a 65-inch TV with Amazon Prime, and upscale interior design, complemented by panoramic views and amenities including air conditioning, internet access, and pet-friendliness.
7br House 19 Ppl Dt Windsor Wd Free Parking - Windsor
Windsor
08/10 – 08/16
HK$5945/nighttotal: HK$35670 (6 )

7br House 19 Ppl Dt Windsor Wd Free Parking

1 2
house , Windsor
Vacation rental listing. You will be in Windsor.
Services and facilities: a fridge, a washing machine and a kitchen.
Executive One-bedroom Upper Unit - Windsor
9.0 2 reviews
Windsor
07/10 – 07/11
HK$1329/nightfor 1 night

Executive One-bedroom Upper Unit

2 2
apartment , Windsor
This holiday flat in Tecumseh provides convenient access to local attractions, situated a 4-minute drive from Lake St. Clair and a 5-minute drive from the Windsor Family Credit Union Centre.
This property offers accommodation for up to four guests with two bedrooms and one bathroom, featuring a fully equipped kitchen, air conditioning, complimentary Wi-Fi, a balcony with outdoor furniture, and an in-unit washer and dryer.

Best Windsor holiday rentals with air conditioning

Charming Renovated One Bedroom Apartment. - Windsor
9.8 6 reviews
Windsor
07/11 – 07/28
HK$716/nighttotal: HK$12172 (17 )

Charming Renovated One Bedroom Apartment.

1 2
apartment , Windsor
This one-bedroom Windsor apartment, situated in South Central Windsor, is conveniently located 1.6km from Jackson Park and 2.1km from the Detroit-Windsor Tunnel, offering easy access to local attractions.
The self-contained flat sleeps three, features a fully equipped kitchen with appliances including a washing machine, free Wi-Fi, a private patio, and is within 2km of Adventure Bay Family Water Park and the Art Gallery of Windsor, making it ideal for exploring the city.
Perfect For Groups Big Granite Island 5-star Stay - Windsor
10 18 reviews
Windsor
07/01 – 07/03
HK$1721/nighttotal: HK$3442 (2 )

Perfect For Groups Big Granite Island 5-star Stay

1 5
apartment , Windsor
This Windsor apartment boasts a prime location near the Aquatic Centre, a six-minute walk (approximately 0.4km) from the Capitol Theatre, and close proximity to the Detroit-Windsor Tunnel and Caesars Windsor.
The three-bedroom flat, sleeping up to six guests, offers a fully equipped kitchen, in-unit laundry, a patio with seating, and stunning Detroit skyline views; nearby attractions include the Windsor International Film Festival (at the Capitol Theatre).
4br • 2ba • Full House & Yard - Windermere - Windsor
9.5 38 reviews
Windsor
08/02 – 08/05
HK$1990/nighttotal: HK$5970 (3 )

4br • 2ba • Full House & Yard - Windermere

1 6
apartment , Windsor
This Windsor apartment, situated in a quiet neighbourhood a short distance from Windsor town centre and its attractions, offers easy access to local restaurants and the historic Windsor Castle.
The spacious four-bedroom, two-bathroom property sleeps twelve guests comfortably, boasting a full kitchen, private fenced backyard, free parking, and fast Wi-Fi.
Cozy 2br W/ Parking, Mins From Highway & Chrysler - Windsor
9.8 51 reviews
Windsor
06/29 – 07/03
HK$823/nighttotal: HK$3292 (4 )

Cozy 2br W/ Parking, Mins From Highway & Chrysler

1 2
apartment , Windsor
This newly renovated basement flat in Windsor's Walkerville neighbourhood is situated a short drive (approximately 2.4km) from the Chrysler Plant, Windsor Regional Hospital, and Windsor city centre.
The self-contained apartment sleeps four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with dishwasher, plus a 55" Smart TV, private parking, and secure smart lock access.
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