This newly renovated three-bedroom townhome in Windsor's Sandwich Town offers convenient access to both the Ambassador Bridge and the Gordie Howe International Bridge, placing you within easy reach of border crossings. Sleeping up to six guests, the property boasts two bathrooms, a fully equipped kitchen including a dishwasher, and a peaceful patio; stairs are present.
10 1 review
Windsor
28/06 – 31/07
65 €/nighttotal: 2145 € (33 )
Walkerville 1br Apartment | Wifi + Workspace
1 2
apartment , Windsor
This one-bedroom flat is located in Walkerville, Windsor, offering easy access to the University of Windsor (less than 1 kilometre away), Caesars Windsor Casino, and various shops and eateries. This pet-friendly apartment features a well-equipped kitchen, air conditioning, and a dedicated workspace, with street parking and self-check-in available for up to two guests.
9.7 12 reviews
Windsor
22/06 – 23/06
193 €/nightfor 1 night
Entire Home In Quiet Area: 3 Bed 2 Bath
1 2
apartment , Windsor
This detached house, offering exclusive use of an entire 3-bedroom, 2-bathroom home, is located in a tranquil residential district of Windsor, a mere 10-minute drive from the Windsor waterfront, Walkerville, and Windsor International Airport, with a bus stop conveniently situated 300 metres away. Guests benefit from private driveway parking and a fully equipped kitchen featuring a fridge, freezer, microwave, and dishwasher, alongside air conditioning and Wi-Fi, accommodating up to six people.
10 30 reviews
Windsor
17/07 – 19/07
82 €/nighttotal: 164 € (2 )
Southwest Suite
Tecumseh, Canada
1 2
apartment , Windsor
This one-bedroom flat in Windsor is conveniently located in a well-serviced district, offering easy access to shopping centres, restaurants, parks, and sports facilities, with the NextStar Energy battery factory approximately 6 kilometres away, making it suitable for business travellers. This independent accommodation for up to four guests features a spacious kitchen, in-suite laundry, a private yard, and comfortable sleeping arrangements including a king-size bed and a pull-out sofa, ideal for families or extended stays.
10 13 reviews
Windsor
29/06 – 13/07
69 €/nighttotal: 966 € (14 )
Modern Walkerville Unit - Steps From Riverfront!
2 1
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.
9.4 22 reviews
Windsor
02/08 – 05/08
313 €/nighttotal: 939 € (3 )
5 Bedrooms Modern Oasis – Sleeps 10, Near Downtown
1 6
apartment , Windsor
This spacious Windsor house, located in the town centre, offers easy access to Windsor Castle and its attractions. Sleeping up to ten guests in five bedrooms and three-and-a-half bathrooms, this property boasts a fully equipped kitchen, garden, parking, and air conditioning.
9.9 66 reviews
Windsor
02/08 – 05/08
285 €/nighttotal: 855 € (3 )
Jp's Dream House
1 6
apartment , Windsor
JP's Dreamhouse, a four-bedroom Windsor property, is centrally located in Windsor, Ontario, offering easy access to various restaurants and shops. This 10-12 guest dwelling boasts uniquely themed bedrooms, two bathrooms, a garden, parking, and all modern conveniences including air conditioning and internet access, perfect for large groups celebrating special occasions.
9.3 43 reviews
Windsor
03/07 – 05/07
100 €/nighttotal: 200 € (2 )
2br Near Walkerville | Steps To Dining & Transit
1 2
apartment , Windsor
This Walkerville flat is conveniently located less than a kilometre from Windsor's Via Rail station and Riverside Drive, offering easy access to shops, restaurants, and public transport (Transit Windsor Crosstown 2 bus stop). The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen, air conditioning, parking, and excellent guest reviews; nearby recreational opportunities along Riverside Drive enhance the stay.
9.6 14 reviews
Windsor
22/06 – 23/06
125 €/nightfor 1 night
Executive Home In Windsor Close To The Airport
2 2
house , Windsor
This executive house in Windsor is situated 1.9km from Windsor International Airport and within a 11-12km radius of major Detroit attractions including the TCF Centre and the Detroit Symphony Orchestra. The 300 square metre property boasts one bedroom, two bathrooms, and sleeps seven guests, offering free Wi-Fi, private parking, a fully equipped kitchen with dishwasher, and a washing machine.
10 2 reviews
Windsor
24/07 – 25/07
1088 €/nightfor 1 night
7br House 19 Ppl Dt Windsor Wd Free Parking
7 15
house , Windsor
This seven-bedroom house is located in the heart of Windsor, just 3.5 kilometres from the TCF Center, 3 kilometres from GM World, and 3.2 kilometres from Saint Andrews Hall. It has received excellent ratings for its location, cleanliness, and user experience. The property has a floor area of 30 square metres and can comfortably accommodate up to 16 guests. Amenities include free parking, a non-smoking environment, and convenient access to Windsor International Airport, just 9 kilometres away.
9.7 50 reviews
Windsor
01/07 – 31/08
91 €/nighttotal: 5551 € (61 )
Full House, 3 Bdr, 2wr, Free Parking , Extra Beds
1 2
apartment , Windsor
This three-bedroom Windsor apartment, near EC Row, offers convenient access to the Ambassador Bridge (approx. 16km) and the US border (approx. 24km), plus easy reach of the University of Windsor (approx. 13km), shopping malls, and Costco. The self-contained property features a fully equipped kitchen, private garden, parking, and sleeps four guests comfortably in queen-sized beds; a dedicated workspace and smart lock add convenience.
10 2 reviews
Windsor
12/07 – 22/07
106 €/nighttotal: 1060 € (10 )
Executive 2br Lower Suite · Private & Spacious/near Us Border
2 2
apartment , Windsor
This two-bedroom flat in Windsor's South Cameron district is conveniently situated a 4-minute drive from Devonshire Mall, a 5-minute drive from St. Clair College, a 9-minute drive from the Windsor Riverfront, and a 13-minute drive from Hart Plaza. This apartment accommodates up to six guests and offers on-site laundry facilities, with proximity to the Detroit-Windsor Tunnel, the Fox Theatre, and the Henry Ford Museum.
Best family friendly Windsor holiday rentals
Among the 1448 accommodations in Windsor, here are the 4 best family friendly rentals
Windsor
07/08 – 09/08
244 €/nighttotal: 488 € (2 )
Detroit Riverview Loft
1 2
apartment , Detroit
This Detroit Riverview Loft apartment is situated near the Detroit River, approximately 3.2 kilometres from Saint Andrew's Hall and 4 kilometres from the TCF Center. This 98-square-metre flat offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, garden access, on-site parking (at an extra cost), and amenities such as a fireplace, washing machine, and access to billiards and darts.
9.2 30 reviews
Windsor
26/09 – 28/09
101 €/nighttotal: 202 € (2 )
Paradise Home - Your Home Away From Home
3 2
apartment , Windsor
This waterfront property is situated in Windsor, within walking distance of the historic Olde Walkerville neighbourhood and Willistead Manor, making it ideal for exploring the city's rich history and charm. The house has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature. The house offers a spacious layout, accommodating up to six guests, perfect for families or groups of friends. Guests can enjoy a range of amenities, including a private garden, a jacuzzi, and a fully equipped kitchen, as well as free Wi-Fi and parking.
9.7 159 reviews
Windsor
25/07 – 26/07
250 €/nightfor 1 night
Hot Tub, Tv & Sound Bar With Fire Pit To Enjoy.
2 4
apartment , Windsor
This Windsor apartment is perfectly situated just minutes from Caesars Windsor and the bustling restaurant scene on Ottawa, Erie, Tecumseh, and Howard Streets. It has consistently received excellent ratings for its location, cleanliness and overall experience. The apartment is a spacious two-bedroom property with a modern layout, comfortably accommodating up to four guests. It offers a range of amenities for a comfortable stay, including a private courtyard, a hot tub, outdoor TV, fire pit, and a selection of board games, making it ideal for families and groups.
10 1 review
Windsor
25/07 – 26/07
153 €/nightfor 1 night
Bright 2br Home Near Airport & Shops
2 4
apartment , Windsor
This one-bedroom flat in Windsor is located 4 kilometres from Windsor International Airport and offers convenient access to downtown attractions including the TCF Centre, 11.6 kilometres away, and GM World, 10.8 kilometres away. This family-friendly accommodation, spanning 70 square metres, features a fully equipped kitchen with a dishwasher, air conditioning, a private patio with outdoor seating, and complimentary private parking and WiFi, with a maximum occupancy of 7 guests.
Best Windsor holiday rentals with parking
9.2 20 reviews
Windsor
01/07 – 03/07
272 €/nighttotal: 544 € (2 )
️ Steps To Caesars Riverfront ️ Dining Hot Tub Add-on ️ Sleeps 9
3 5
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.
8.8 38 reviews
Windsor
10/07 – 11/07
233 €/nightfor 1 night
Open Loft W/water Bridge View 2mins To Dwntn
1 2
apartment , Detroit
This Detroit apartment offers a convenient city-centre location, less than 1.6km from the Detroit Riverwalk and within 3.2km of major attractions such as Huntington Place, the MGM Grand Detroit Casino, and Little Caesars Arena. The one-bedroom flat sleeps two guests and includes a fully equipped kitchen with oven, hob, microwave, and fridge, in-unit laundry, free Wi-Fi, and a Smart TV; nearby attractions include the Joe Louis Arena and Fort Cass train stations.
8.8 10 reviews
Windsor
26/09 – 28/09
146 €/nighttotal: 292 € (2 )
Cozy Home, 4 Mins Drive To Windsor Airport & 10 Mins Drive To Detroit Border
2 2
apartment , Windsor
This Devonshire, Windsor flat is ideally situated 5km from Windsor Airport, 5km from Devonshire Mall, and within a 24km radius of the Windsor-Detroit border crossing, offering easy access to major attractions. The two-bedroom, two-bathroom apartment sleeps five guests and boasts a gourmet kitchen with high-end appliances, a spacious living area with a smart TV, in-unit laundry facilities, and fast Wi-Fi; nearby amenities include Ojibway Prairie Provincial Park and the Detroit Riverwalk.
10 1 review
Windsor
01/07 – 31/08
83 €/nighttotal: 5063 € (61 )
Elegant Detroit Home, 1br/1ba Near Downtown, Parks, Dining And Culture Vibes
1 2
apartment , Detroit
This one-bedroom flat is situated in Detroit's historic Woodbridge district, providing easy access to cultural sites such as the Fox Theatre and Greenfield Village, and entertainment hubs including Little Caesars Arena and Comerica Park. This 139 square metre residence accommodates up to four guests and includes a kitchen with a fridge, microwave, and dishwasher, alongside air conditioning and a garden, with parking available.
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 spot for families, with plenty of space for kids to run around and lots of interesting sculptures to explore. The Ojibway Nature Centre is another popular choice, with nature trails, a butterfly garden, and a chance to see local wildlife.
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, from April to May or September to October. You'll avoid the crowds and enjoy milder weather, plus prices are usually lower.
What events or festivals should visitors check out in and around Windsor, Ontàrio, Canadà?
The Windsor International Film Festival is a big event in the city, showcasing films from around the world. The Windsor-Essex County Wine Festival is another popular event, offering the chance to sample wines from local vineyards.
What are the best holiday rentals with a pool in Windsor?
What are the best budget-friendly activities in Windsor, Ontàrio, Canadà?
A walk along the Detroit Riverfront is free and offers stunning views. The Windsor Public Library has free events and programs throughout the year, and the University of Windsor campus is a great place for a picnic and a stroll.
What are the best rentals for families and kids in Windsor?
What are the best restaurants with local dishes in Windsor, Ontàrio, Canadà?
The Twisted Apron is a great spot for local cuisine, serving up fresh, seasonal dishes with a focus on regional ingredients. You can't go wrong with a classic Windsor burger from the legendary The Old Mill.
What are the best rentals or Airbnbs with a jacuzzi in Windsor?
What are the best walking or cycling routes in Windsor, Ontàrio, Canadà?
The Riverfront Trail is a popular choice for walkers and cyclists, offering scenic views of the Detroit River. For a more challenging ride, try the Ojibway Park trails, which wind through forests and wetlands.
Are there pet-friendly attractions in Windsor, Ontàrio, Canadà?
Yes, there are a number of pet-friendly attractions in Windsor. The Windsor Sculpture Park welcomes dogs on leashes, and many of the restaurants in the Olde Walkerville neighbourhood have outdoor patios that are dog-friendly.
What are the benefits of choosing a vacation rental in Windsor, Ontàrio, Canadà?
Vacation rentals offer more space and privacy than a hotel room, and they often come with amenities like a kitchen and laundry facilities. They can also be a more budget-friendly option, especially for families or groups.
What are the top sports attractions and facilities in Windsor, Ontàrio, Canadà?
The WFCU Centre is a multi-purpose arena that hosts a variety of sporting events, including hockey, basketball, and concerts. The University of Windsor also has a number of athletic facilities, including a swimming pool, a fitness centre, and a track and field.
Destinations nearby
Best Windsor holiday rentals with a balcony
10 4 reviews
Windsor
07/07 – 10/07
380 €/nighttotal: 1140 € (3 )
Modern & Stylish 4br Home - Near Detroit Downtown - Sleeps 10 - Pet-friendly
4 4
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.
Windsor
25/11 – 30/11
147 €/nighttotal: 735 € (5 )
Hidden Gem Steps From River, Restos, Cafés, Parks
1 2
house , Windsor
This Windsor apartment is located a short distance from the river, offering convenient access to local eateries, coffee shops, and green spaces, with the TCF Centre 5.5 kilometres away and GM World 4.8 kilometres away. This pet-friendly property accommodates up to nine guests and features a private balcony with garden views, complimentary private parking, free WiFi, and air conditioning, alongside a fully equipped kitchen for self-catering.
9.6 30 reviews
Windsor
04/07 – 05/07
475 €/nightfor 1 night
Downtown Detroit Big Cheese Executive Retreat Walk To Stadiums, Concerts & Fox
3 2
apartment , Detroit
This three-bedroom flat in Detroit's Brush Park district offers convenient access, being a 10-minute walk from Little Caesars Arena, Ford Field, Comerica Park, and the Fox Theatre, with free private garage parking included. This family-friendly apartment comfortably accommodates up to five guests with a fully equipped kitchen, air conditioning, and a balcony, making it an ideal base for exploring Detroit's dining and entertainment options.
10 39 reviews
Windsor
20/07 – 22/07
279 €/nighttotal: 558 € (2 )
Private 1br Apt, Two Blocks From All Arenas. Event Parking Included
1 2
apartment , Detroit
This downtown Detroit flat, situated in the historic Bernard Ginsburg Mansion, is within easy walking distance of Midtown, Eastern Market, and major sports venues such as Little Caesars Arena and Ford Field. The 79 square metre, one-bedroom apartment, sleeping up to four guests, offers a fully equipped kitchen, in-floor radiant heating, air conditioning, private parking, and shared access to a fitness centre and laundry facilities; pets are welcome.
Best Windsor holiday rentals with air conditioning
Windsor
28/06 – 31/07
90 €/nighttotal: 2970 € (33 )
Studio Apartment | Close To Windsor-detroit Tunnel
1 2
studio , Windsor
This Walkerville studio apartment in Windsor enjoys a central location near the Detroit-Windsor Tunnel and Ambassador Bridge, providing easy access to Detroit's Comerica Park and Ford Field. The self-contained unit offers a one-bedroom, one-bathroom layout sleeping up to two guests, and includes a fridge, microwave, dishwasher, air conditioning, parking, and internet access.
9.4 76 reviews
Windsor
25/11 – 30/11
108 €/nighttotal: 540 € (5 )
Modern & Private 1-bedroom Apartment
1 2
apartment , Windsor
This modern flat is situated in Windsor, just 3km from the TCF Center and 2.5km from GM World, offering easy access to the city's attractions. The property has received excellent ratings for cleanliness and user experience, and a very good rating for location. The flat can accommodate up to 4 guests and features a private entrance, balcony, and a fully equipped kitchen. Guests can enjoy amenities such as free private parking, air conditioning, and access to a garden, making it a comfortable and convenient base for exploring Windsor.
9.8 83 reviews
Windsor
04/07 – 05/07
893 €/nightfor 1 night
Spacious & Historic Residence In Downtown, A 15-min Walk To Most Venues & Events
4 8
apartment , Detroit
This apartment is located in Downtown Detroit, just a short walk from the Fox Theatre and Comerica Park, offering easy access to the city's attractions and vibrant waterfront. It has received excellent user ratings, making it a popular choice for travellers. This spacious four-bedroom property, spanning 279 square metres, comfortably accommodates up to 10 guests. The apartment features a fully equipped kitchen, a garden, a smart TV, a cosy reading nook, and a rooftop deck, perfect for enjoying Detroit's diverse cultural scene and the city's rich history.
10 7 reviews
Windsor
29/06 – 13/07
96 €/nighttotal: 1344 € (14 )
The Boho Oasis: Spacious Deluxe Apartment, Close To All Amenities, Safe & Quiet
1 1
apartment , Windsor
This East Windsor flat is ideally situated 2.6km from the Olde Walkerville neighbourhood and 5km from the Detroit-Windsor Tunnel, offering easy access to historical landmarks such as Coventry Gardens and Willistead Manor. The 46-square-metre self-catering apartment features one bedroom, one bathroom, sleeps two guests, and includes a private patio, swimming pool, and on-site water park.
