This historic 18th-century flat offers direct access to the Windsor riverside, placing it just 2 minutes from the University of Windsor, 0.2 kilometers from the US border crossing, and within walking distance of downtown Windsor and Caesars Windsor casino, with numerous restaurants nearby. This one-bedroom, one-bathroom apartment accommodates up to three guests and features air conditioning, a kitchen with a fridge and microwave, parking, and a garden, allowing pets and providing internet access.
9.9 312 reviews
Windsor
03/10 – 07/10
86 €/nighttotal: 344 € (4 )
Olde Walkerville Windsor Ontario
1 2
apartment , Windsor
This one-bedroom flat is situated in Olde Walkerville, a charming district in Windsor, within walking distance of restaurants, pubs, and the riverfront. It boasts excellent ratings for location, cleanliness, and overall experience. The flat comfortably sleeps four guests and features a fully equipped kitchen, a private entrance, and a shared backyard with a seating area and a grill. Guests can enjoy access to a washer and dryer, parking, and a tranquil setting above the owner's family home.
9.6 221 reviews
Windsor
03/07 – 05/07
288 €/nighttotal: 576 € (2 )
Riverside Home Minutes To Downtown, Casino, Bridge
4 6
apartment , Windsor
This apartment is situated on Riverside Drive West, just a short walk from the University of Windsor, the city centre and Caesars Windsor, making it a convenient base for exploring the area. The property has received excellent ratings for location, cleanliness and overall user experience. The apartment has four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. Amenities include a fully equipped kitchen, a sunroom with streaming services, a BBQ area, a pool table, a washer and dryer, and a secure entrance with a Ring doorbell.
10 2 reviews
Windsor
27/06 – 04/07
78 €/nighttotal: 546 € (7 )
The Stylish Walkerville Stay
1 2
apartment , Windsor
This one-bedroom flat is situated in Windsor's Walkerville district, offering proximity to local eateries, just 800 meters from Caesars Windsor Casino, 10 kilometers from the University of Windsor, and 15 kilometers from NextStar Energy, Flex-Ion, and the Ford plant. This pet-friendly apartment accommodates two guests with a fully equipped kitchen including a washer-dryer combo, a comfortable living area with a 50-inch Smart TV and high-speed internet, and a dedicated workspace, plus an included parking spot.
9.8 180 reviews
Windsor
15/12 – 28/12
162 €/nighttotal: 2106 € (13 )
Full House - 5 Bed, 2 Bath
1 4
apartment , Windsor
This five-bedroom house is located in Windsor, just a short distance from Windsor Castle and the River Thames. The property boasts two bathrooms, a fully equipped kitchen and a private garden, perfect for families or groups of up to ten people.
9.6 175 reviews
Windsor
17/07 – 20/07
148 €/nighttotal: 444 € (3 )
3 Bed | Prime Walkerville | Close To City Center
3 1
apartment , Windsor
This apartment is located in Walkerville, a popular area in Windsor, just 1.5 km from the city centre and close to excellent restaurants. It has received excellent ratings for location, cleanliness and overall experience. The apartment has three bedrooms and can accommodate up to six guests. It features a fully equipped kitchen, a modern bathroom with heated floors, laundry facilities, a private backyard and parking.
9.7 50 reviews
Windsor
02/08 – 05/08
87 €/nighttotal: 261 € (3 )
Private Clean Suite Getaway |Work & Relax In Style
1 2
apartment , Windsor
This private, self-contained flat, situated near Seminole Street in Windsor, offers excellent access to local amenities and is a short walk from Ford Test Park. This modern one-bedroom flat for two guests boasts a dedicated workspace, a fully equipped kitchen with a dishwasher and washer/dryer, and entertainment options including a PS5 and premium streaming services, all complemented by high-speed internet and air conditioning.
9.8 46 reviews
Windsor
01/09 – 18/12
54 €/nighttotal: 5832 € (108 )
Vera's Suite - Charming Renovated One Bedroom.
1 1
apartment , Windsor
This one-bedroom flat is situated just 1.5 kilometres from Windsor Regional Hospital and a 2 kilometre walk from the town centre, offering easy access to both medical facilities and Windsor's attractions. It has received excellent ratings for cleanliness, location and overall user experience. The flat comfortably accommodates up to four guests in a double bed and a pull-out sofa bed. It also offers complimentary tea, coffee and water, as well as a fully equipped kitchen, a garden and parking.
10 26 reviews
Windsor
03/10 – 07/10
127 €/nighttotal: 508 € (4 )
Spacious 3-bed Home In S Windsor
1 2
apartment , Windsor
This three-bedroom Windsor apartment is situated in South Windsor, conveniently located near Highway 401 and EC Row, offering easy access to shops and restaurants. The family-friendly property boasts two bathrooms, sleeps five guests, includes a full kitchen with dishwasher, Wi-Fi, and a private garden with garage and driveway parking.
9.4 190 reviews
Windsor
10/07 – 11/07
83 €/nightfor 1 night
Affordable Urban Bachelor
1 2
apartment , Windsor
This Windsor apartment, ideal for up to four guests, offers a convenient base for exploring Windsor Castle and its surrounding attractions; its precise location within Windsor requires further clarification to specify distances to landmarks. The self-catering flat features a kitchen, bathroom, air conditioning, parking, and internet access; further details on the apartment's size, layout, and specific amenities are needed to provide a complete description.
9.7 12 reviews
Windsor
01/10 – 31/12
97 €/nighttotal: 8827 € (91 )
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.
9.8 49 reviews
Windsor
04/07 – 05/07
158 €/nightfor 1 night
Alodia- Spacious 2bed+2bath Apt @Perfect Location
1 2
apartment , Windsor
This Windsor apartment, a two-bedroom flat, is situated a 0.3km walk from the Casino Windsor and the Detroit-Windsor Tunnel, offering easy access to shops, bars, and restaurants. The fully renovated property sleeps four guests, features two bathrooms (each bedroom with its own shower), a kitchen with fridge, freezer, and microwave, air conditioning, and internet access; ideal for visitors exploring Windsor and Detroit.
Best family friendly Windsor holiday rentals
Among the 1448 accommodations in Windsor, here are the 4 best family friendly rentals
9.2 30 reviews
Windsor
03/10 – 07/10
103 €/nighttotal: 412 € (4 )
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.
9.8 25 reviews
Windsor
25/06 – 27/06
157 €/nighttotal: 314 € (2 )
3 Bd-room 5 Beds 1.5 Bath 3 Min University Windsor
1 3
apartment , Windsor
This fully renovated four-bedroom house in a prime Windsor residential district offers quick access to the Ambassador Bridge, University of Windsor, and downtown Windsor, with restaurants, cafés, and an Asian grocery store located just 50 meters across the street. This family-friendly accommodation for up to six guests includes a king bed, queen bed, bunk bed, and sofa bed, a modern kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, free on-site parking, and a dedicated game and lounge area.
9.8 35 reviews
Windsor
17/07 – 19/07
309 €/nighttotal: 618 € (2 )
Close To Downtown Ford Field/little Caesars
1 8
apartment , Detroit
This Detroit flat is situated in a lively neighbourhood just 5 kilometres from the city centre, offering easy access to a range of restaurants and bars. It has excellent user, location, and cleanliness ratings. The three-bedroom property can accommodate up to eight guests and features a fully equipped kitchen, a private outdoor space, and modern amenities including high-speed internet and a smart TV. Guests can also enjoy the convenience of free parking and a nearby bike share station.
Windsor
17/07 – 19/07
177 €/nighttotal: 354 € (2 )
Keifer Suite
1 2
apartment , Detroit
The Keifer Suite, a one-bedroom flat in Detroit, is conveniently located 2.3 kilometres from the TCF Centre and 1.4 kilometres from The Fillmore Detroit, offering easy access to cultural landmarks including the Gem Theatre and Music Hall Centre. This 56 square metre apartment accommodates up to three guests, featuring complimentary WiFi, air conditioning, a fully equipped kitchenette, and concierge services, with parking also available.
Best Windsor holiday rentals with parking
10 6 reviews
Windsor
03/07 – 05/07
490 €/nighttotal: 980 € (2 )
Home Detroit Beautiful Historic
5 6
apartment , Detroit
This apartment is situated in the historic Woodbridge neighbourhood, just a few kilometres from both Midtown and Downtown Detroit, offering easy access to the city's main attractions. It has received excellent user ratings, making it a popular choice for travellers. The property offers 232 square metres of space, with five bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment comes fully equipped with everything you need for a comfortable stay, including a kitchen with a fridge, microwave, dishwasher, and access to a washing machine and dryer.
Windsor
03/10 – 07/10
73 €/nighttotal: 292 € (4 )
Private 2br Main Floor Suite Near Border Casino Uwin Hospital
1 2
apartment , Windsor
This two-bedroom main floor suite in Windsor offers convenient access to Detroit's GM World (5.1 km), The Fillmore Detroit (6.8 km), and TCF Center (5.8 km), situated close to the border for easy travel between cities. This air-conditioned flat provides 60 square meters of living space with a kitchen equipped with a fridge and microwave, accommodating up to seven guests with complimentary WiFi and on-site parking.
Windsor
29/06 – 13/07
78 €/nighttotal: 1092 € (14 )
1036 Assumption · Bright 3 Bdrm Unit Perfect For Longer Stays
3 1
apartment , Windsor
This Walkerville flat offers a prime downtown location, just a short walk to the Riverfront, Casino, and a city park, with restaurants and cafés also within easy reach. This 93 square metre, three-bedroom flat accommodates up to five guests, featuring en suite laundry, private garden access, air conditioning, and complimentary parking, with the Casino, shops and the Riverfront all within 1 kilometre.
Windsor
30/06 – 02/07
225 €/nighttotal: 450 € (2 )
The Sheridan Family Compound
1 6
apartment , Detroit
This Detroit flat is located a few kilometres from downtown landmarks such as Saint Andrews Hall (5.9 km) and TCF Center (6.6 km), offering convenient access to the city's entertainment venues. This spacious 158 square metre residence accommodates up to 15 guests, featuring three bathrooms, complimentary Wi-Fi, air conditioning, a fully equipped kitchen, and private parking, with flat-screen TV for entertainment.
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
9.7 34 reviews
Windsor
02/08 – 05/08
182 €/nighttotal: 546 € (3 )
Unique 2-bdr Historic Warehouse Loft With Terrace ! ! !
2 2
apartment , Windsor
The Warehouse apartment in Windsor offers a spacious two-bedroom flat, conveniently located approximately 2.7km from Saint Andrew's Hall and within a 3.2km radius of other attractions including the Music Hall Centre and the TCF Centre. This 102 square metre Windsor property sleeps up to nine guests and boasts a terrace with river views, a garden, tennis court, parking, and a well-equipped kitchen; on-site amenities include a children's playground and a casino.
9.6 26 reviews
Windsor
17/07 – 20/07
172 €/nighttotal: 516 € (3 )
Chacha's Place Retreat
3 1
apartment , Detroit
This Detroit detached house is centrally situated for easy access to major motorways, placing downtown Detroit less than 10 kilometres away and other city attractions within a 15-kilometre commute, with landmarks like the Fox Theatre and Greenfield Village nearby. This spacious 121 square metre property sleeps seven guests across three bedrooms and features a remodelled kitchen and bathroom, air conditioning, a balcony, garden, parking, and a relaxing outdoor sitting porch.
9.7 709 reviews
Windsor
30/06 – 02/07
596 €/nighttotal: 1192 € (2 )
One Of A Kind Huge Loft Minutes From Downtown
4 6
apartment , Detroit
This apartment is located in Detroit's West Village district, just a short distance from the Detroit Riverwalk, Ford Field, and the Hollywood Casino at Greektown. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The apartment is well-equipped with modern amenities, including a fully fitted kitchen, laundry facilities, and parking, making it ideal for a comfortable and convenient stay. Guests can enjoy the nearby attractions, explore the city's vibrant cultural scene, and relax in the apartment's garden.
10 3 reviews
Windsor
15/12 – 28/12
514 €/nighttotal: 6682 € (13 )
Windsor Luxury Oasis
4 4
house , Windsor
This South Windsor property offers a tranquil retreat, situated conveniently 12.56 kilometres from the TCF Centre, 11.91 kilometres from GM World, and a mere 4 kilometres from Windsor International Airport. This spacious 279 square metre holiday home accommodates up to 14 guests across its 3 bathrooms and 1 bedroom, featuring a saltwater swimming pool, a garden, air conditioning, and a fully equipped kitchen with a dishwasher and oven, all complemented by complimentary WiFi.
Best Windsor holiday rentals with air conditioning
10 11 reviews
Windsor
26/06 – 27/06
227 €/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.
9.2 560 reviews
Windsor
25/06 – 27/06
80 €/nighttotal: 160 € (2 )
706# Two-bedroom Apartment Near The Border Tunnel
1 3
apartment , Windsor
This apartment is located in Windsor's nightlife district, just a 3-minute walk from Detroit Riverside Park and 5 minutes from the casino. With an excellent user rating, a very good location rating, and an excellent cleanliness rating, you can be sure of a pleasant stay. The apartment has two bedrooms, a bathroom, and can accommodate up to five guests. You'll have access to a fully equipped kitchen with a fridge and microwave, central air conditioning, a garden, and free on-street parking.
9.9 82 reviews
Windsor
01/07 – 31/08
54 €/nighttotal: 3294 € (61 )
Cheerful & Cozy Downtown 2-bedroom Home
1 2
apartment , Windsor
This two-bedroom flat is located in downtown Windsor, within a 1.6 km walk of Wyandotte Street, a lively street with restaurants, shops and entertainment options. The apartment has excellent user, location and cleanliness ratings. The flat has a well-equipped kitchen, a comfortable living area and a shared backyard. Guests can enjoy a queen bed, a double bed and a sofa bed, comfortably accommodating up to five people. The apartment also offers modern amenities such as in-suite laundry, high-speed Wi-Fi, a 43-inch smart TV with Netflix, and free parking for one car.
Windsor
27/06 – 04/07
56 €/nighttotal: 392 € (7 )
Affordable 1bhk Close To Riverside, Casino, University & Usa Border.
1 2
apartment , Windsor
This Bridgeview district flat offers easy access to the Detroit-Windsor border, being just 0.5 kilometres from the Detroit Windsor Tunnel and within 1.2 kilometres of Ambassador Bridge. This upper-level unit in a quiet duplex accommodates up to three guests, featuring a fully equipped kitchen, air conditioning, and free parking, with the University of Windsor and downtown Windsor restaurants a short drive away.
