This modern one-bedroom basement flat is located in Windsor's Walkerville neighbourhood, offering easy access to local cafes, shops, and historic architecture, with Windsor's main attractions a short drive away. The self-contained apartment sleeps two guests and features a fully equipped kitchen (fridge, freezer, microwave, dishwasher), Wi-Fi, air conditioning, parking, and a full-size bed plus a sofa bed; additional linen and towels are available at an extra cost.
9.9 76 reviews
Windsor
30/06 – 02/07
SG$231/nighttotal: SG$462 (2 )
Downtown Newly House
1 6
apartment , Windsor
This five-bedroom, three-bathroom house is located in downtown Windsor, offering convenient proximity to the immigration office and easy access to various attractions. Sleeping up to ten guests, the property features two kitchens (one currently unusable), driveway parking for three cars, and modern interiors; steep basement stairs should be noted.
9.8 174 reviews
Windsor
22/06 – 23/06
SG$216/nightfor 1 night
Beautiful 3bedroom 2bath Home Free Parking&laundry
1 2
apartment , Windsor
This spacious Midtown Windsor house, near EC Row, the Highway 401, and the Detroit-Windsor Tunnel, offers easy access to Detroit attractions. The three-bedroom, two-bathroom property sleeps up to ten guests, boasting two living rooms with large smart TVs, a fully equipped kitchen with stainless steel appliances, a private driveway, and a fenced garden.
9.4 22 reviews
Windsor
02/08 – 05/08
SG$466/nighttotal: SG$1398 (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.
9.4 3 reviews
Windsor
24/07 – 25/07
SG$157/nightfor 1 night
6 Minutes To The Casino! Private Clean Suite Getaway | Work & Relax In Style
1 2
apartment , Windsor
This flat is situated in the East Windsor district, 5 kilometres from Willistead Manor and Windsor Riverfront. This one-bedroom flat accommodates two guests and features a kitchen with a fridge, microwave oven and dishwasher, air conditioning, garden, on-site parking, free Wi-Fi, and in-unit laundry facilities.
Happy Home is a family-friendly two-bedroom, two-bathroom house located in a quiet Windsor neighbourhood, offering convenient access to amenities and just a 15-kilometre drive to the US border. This property accommodates up to four guests with a kitchen, air conditioning, and internet, and is situated within 5 kilometres of popular establishments such as McDonald's, Walmart, and Costco.
10 10 reviews
Windsor
25/07 – 31/10
SG$125/nighttotal: SG$12250 (98 )
The Serene Walkerville Stay
1 1
apartment , Windsor
This one-bedroom apartment in Walkerville, Windsor, is conveniently located within a 15-minute drive (approx. 10-15km) of the University of Windsor, Caesars Windsor, and the Windsor Airport. The self-catering flat offers parking, Wi-Fi, air conditioning, and sleeps up to four guests, with easy access to major employers including NextStar Energy and the Ford Plant.
9.8 11 reviews
Windsor
29/06 – 18/07
SG$108/nighttotal: SG$2052 (19 )
New Construction Bright And Sunny 2 Bedroom Unit
1 2
apartment , Windsor
This Windsor city centre apartment is situated one block from the Windsor Riverfront and within easy walking distance of downtown, the Windsor Aquatic Centre, St. Clair College, and the University of Windsor. This two-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped kitchen with fridge, freezer, and microwave, air conditioning, parking, and excellent guest reviews; explore Windsor's attractions from this ideal base.
9.9 35 reviews
Windsor
01/10 – 31/12
SG$93/nighttotal: SG$8463 (91 )
Charming Olde Walkerville Retreat
1 2
apartment , Windsor
This one-bedroom Windsor apartment, situated in Walkerville's historic distillery district, is within walking distance of boutiques, restaurants, and Willistead Manor, and a 9.6km drive from Caesars Windsor and the waterfront. The self-catering flat offers a fully equipped kitchen, spacious deck with BBQ and fire pit, sleeps four guests, and includes free Wi-Fi, on-site parking, and a welcome basket.
9.8 16 reviews
Windsor
25/06 – 27/06
SG$143/nighttotal: SG$286 (2 )
Two Bedrooms Full House
2 3
apartment , Windsor
This Windsor apartment rental is conveniently located near McDonald's and Ford Field Park, offering easy access to central Windsor attractions. The two-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, private patio, and a hand-held bidet in the bathroom.
9.9 85 reviews
Windsor
27/06 – 28/06
SG$96/nightfor 1 night
Private Guesthouse In South Windsor
1 2
house , Windsor
This charming house is located in a desirable Windsor neighbourhood, just a short distance from Windsor Castle, the Long Walk, and Eton College. It has received excellent ratings for its location, cleanliness, and overall guest experience. The house features one bedroom and one bathroom, comfortably accommodating two guests. It is fully equipped with a fridge, microwave oven, and air conditioning, along with parking and internet access.
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
26/07 – 31/08
SG$178/nighttotal: SG$6408 (36 )
Paradise Home - Your Home Away From Home
3 3
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.
9.7 107 reviews
Windsor
02/08 – 05/08
SG$659/nighttotal: SG$1977 (3 )
Spacious Detroit Retreat • Sleeps 16 • Parking
1 6
apartment , Detroit
This Detroit house, situated in a historic neighbourhood offering easy access to various city landmarks, provides a central location for exploring the Motor City. Sleeping up to 16 guests in six bedrooms and three bathrooms, this fully renovated property boasts a fully equipped kitchen, PS5, Ms. Pacman arcade game, Tempur-Pedic mattresses, and business-grade Wi-Fi, ideal for large families or groups.
9.8 59 reviews
Windsor
22/06 – 23/06
SG$382/nightfor 1 night
Private Studio Apartment 2 Blocks From All Arenas! Event Parking Included
1 2
studio , Detroit
This Brush Park flat is ideally located less than 0.8 km from Comerica Park and Little Caesars Arena, with Ford Field and the Fox Theatre also within a 1.6 km radius, offering easy access to Detroit's major sporting and entertainment venues. The 70 square metre one-bedroom, one-bathroom apartment sleeps five guests and includes a fully equipped kitchen, free Wi-Fi, a smart TV, in-unit laundry, and access to a fitness centre; nearby QLINE stations provide convenient public transport links.
9.7 34 reviews
Windsor
28/06 – 31/07
SG$88/nighttotal: SG$2904 (33 )
Adorable 2 Br House Near Downtown, 2 Discounts
1 2
bungalow , Windsor
This apartment is conveniently located just a short distance from Windsor town centre, offering easy access to shops, restaurants and attractions. It has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience. The apartment is spacious and can comfortably accommodate up to four guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a private deck, fast internet, Netflix, a washer and dryer, and free parking.
Best Windsor holiday rentals with parking
Windsor
27/06 – 30/09
SG$238/nighttotal: SG$22610 (95 )
Downtown: Rivers Edge Industrial Loft
1 2
apartment , Detroit
This Detroit apartment rental is situated in the Rivertown district, a 0.8-kilometre walk from the Detroit Riverwalk and a 9.6-kilometre drive from Comerica Park. The self-catering flat includes a fully equipped kitchen with microwave, air conditioning, parking, and Wi-Fi; it is conveniently located for visiting the Fox Theatre, Detroit Masonic Temple, and the Ambassador Bridge.
9.4 78 reviews
Windsor
26/09 – 28/09
SG$235/nighttotal: SG$470 (2 )
Stunning 3 Bedroom Single Family Home.
3 2
apartment , Windsor
This three-bedroom home is situated along the Little River Corridor in Windsor, just a short drive from the city centre and the Detroit River. It has received excellent ratings for location, cleanliness and user experience. The property is spacious at 111 square metres and features a fully equipped kitchen, a private deck and a fenced garden. Enjoy modern amenities such as air conditioning, a washer and dryer, and a Samsung Smart TV Plus, as well as the peace of mind provided by a Ring Smart Home Security system.
9.6 9 reviews
Windsor
10/07 – 11/07
SG$312/nightfor 1 night
Cozy Urban Loft Minutes From Downtown Detroit
1 2
apartment , Detroit
This Detroit apartment rental is located in the Corktown district, a short walk (less than 1.6km) from the Detroit Riverwalk and Joe Louis Arena metro station. The self-catering flat sleeps two guests and includes a kitchen with oven, hob, and microwave, Wi-Fi, a TV, and on-site laundry facilities; bathroom amenities are provided.
10 1 review
Windsor
27/06 – 30/09
SG$229/nighttotal: SG$21755 (95 )
Riverside Boho Artist's Loft Downtown
1 2
apartment , Detroit
This Detroit apartment rental is situated in the Rivertown district, a 0.8km walk from the Detroit Riverwalk and a 9.6km drive from Comerica Park. The one-bedroom flat sleeps three guests and features a fully equipped kitchen with oven, hob, and microwave, air conditioning, parking, and Wi-Fi.
Frequently asked questions about holiday rentals in Windsor
What are the top family-friendly attractions in Windsor, Ontà rio, Canadà ?
Windsor has plenty for families! The Windsor Sculpture Park is a great outdoor space for kids to run around, and the Chimney Stacks Park features a playground and a splash pad. For something indoors, the Windsor Public Library has a fantastic children's section with interactive exhibits and events.
What are the best Airbnb and vacation rentals in Windsor?
When is the best time to book a vacation rental in Windsor, Ontà rio, 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 peak tourist crowds and enjoy pleasant weather, making it ideal for exploring.
What events or festivals should visitors check out in and around Windsor, Ontà rio, Canadà ?
Windsor's calendar is packed with exciting events! The Windsor International Film Festival in November showcases independent films from around the world. In July, the Windsor International Jazz Festival brings a lively atmosphere with live music performances.
What are the best vacation rentals with a pool in Windsor?
What are the best budget-friendly activities in Windsor, Ontà rio, Canadà ?
For a budget-friendly day out, take a stroll along the Detroit Riverfront, enjoy the beautiful views, and maybe pack a picnic. You can also visit the Windsor Sculpture Park, a free outdoor art gallery, and enjoy the fresh air and artistic installations.
What are the best rentals for families and kids in Windsor?
What are the best restaurants with local dishes in Windsor, Ontà rio, Canadà ?
For a taste of local cuisine, try The Twisted Apron, known for its creative and delicious dishes featuring fresh, local ingredients. Another popular choice is The Colosseum, offering classic Italian dishes with a modern twist.
What are the best rentals or Airbnbs with a jacuzzi in Windsor?
What are the best walking or cycling routes in Windsor, Ontà rio, Canadà ?
The Riverfront Trail is a popular choice for walkers and cyclists, offering scenic views of the Detroit River. For a longer ride, explore the Windsor-Essex Parkway, a scenic route that winds through the countryside.
Are there pet-friendly attractions in Windsor, Ontà rio, Canadà ?
Windsor has a few pet-friendly options. The Windsor Sculpture Park welcomes well-behaved dogs on a leash. Many restaurants also have outdoor patios where you can dine with your furry friend.
What are the benefits of choosing a vacation rental in Windsor, Ontà rio, Canadà ?
Vacation rentals offer more space and privacy compared to hotels. They often come with kitchens, allowing you to cook your own meals and save money. You can also find rentals in different neighbourhoods, giving you a more local experience.
Destinations nearby
Best Windsor holiday rentals with a balcony
10 2 reviews
Windsor
01/07 – 03/07
SG$774/nighttotal: SG$1548 (2 )
7br House 19 Ppl Dt Windsor Wd Free Parking
7 5
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.
9.6 30 reviews
Windsor
04/07 – 05/07
SG$706/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.
8.0 1 review
Windsor
25/11 – 30/11
SG$136/nighttotal: SG$680 (5 )
Rare Find By The Riverside
1 2
apartment , Windsor
This Windsor flat boasts a prime Riverside location, offering scenic views and convenient access to Detroit attractions, with the TCF Centre located 6.1 kilometres away and GM World 5.5 kilometres distant. This family-friendly apartment, spanning 92.9 square metres, features a fully equipped kitchen, complimentary private parking, free WiFi, and a private balcony, accommodating one guest.
Windsor
02/08 – 05/08
SG$525/nighttotal: SG$1575 (3 )
Spacious 5br In Vibrant Area, Walk To Cafes, Restaurants & Galleries
5 6
apartment , Detroit
This Detroit flat is located in the East Village art district, a short distance from the city centre and major attractions like Ford Field and Comerica Park. This five-bedroom flat accommodates up to 12 guests, offering air conditioning and internet, with Chandler Park Golf Course, the Detroit Children's Museum, and the Detroit Riverwalk all within easy reach.
Best Windsor holiday rentals with air conditioning
Windsor
26/06 – 27/06
SG$134/nightfor 1 night
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.
8.4 6 reviews
Windsor
17/07 – 19/07
SG$593/nighttotal: SG$1186 (2 )
Modern Spacious 1 Bedroom And A Den Home (Lower Unit)
2 5
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.
9.7 76 reviews
Windsor
01/07 – 31/07
SG$150/nighttotal: SG$4500 (30 )
Comfort Home
1 2
apartment , Windsor
This modern four-bedroom house, sleeping up to eight guests, is situated in Windsor, within a 5km radius of Windsor town centre, the River Thames, and the historic Royal Windsor Castle. The property features two ground-floor and two upstairs bedrooms, two bathrooms, a fully equipped kitchen (fridge, freezer, microwave), air conditioning, parking, and excellent Wi-Fi; it's perfect for families or groups visiting Windsor's attractions.
10 2 reviews
Windsor
25/07 – 31/10
SG$100/nighttotal: SG$9800 (98 )
Bright 2br Home Near Airport & Shops
1 1
apartment , Windsor
This flat in the Fountainbleu district of East Windsor offers convenient access to Windsor Regional Hospital, Windsor Airport (approximately 5 kilometres away), and Tecumseh Mall, with direct access to EC Row Highway for regional travel. This accommodation for four guests features a private garden with seating, air conditioning, Wi-Fi, and parking, and is equipped with a kitchen containing a fridge, microwave, and dishwasher.
