Find short term rentals in Windsor at the best prices
1372 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Windsor
9.7 50 reviews
Windsor
24/07 – 25/07
$130/nightfor 1 night
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.
9.5 73 reviews
Windsor
26/09 – 28/09
$142/nighttotal: $284 (2 )
Affordable 2 Bedroom Apartment
1 2
apartment , Windsor
This Windsor apartment, conveniently located in an unspecified neighbourhood, offers easy access to local amenities and attractions, though precise distances to specific landmarks are not provided. The two-bedroom flat, situated in a basement with 8-foot ceilings, sleeps four guests and includes a fully equipped kitchen, fast Wi-Fi, and parking.
Windsor
27/06 – 30/09
$103/nighttotal: $9785 (95 )
221 · New Build Open 2 Bedroom Unit
2 2
apartment , Windsor
This centrally located downtown Windsor flat offers easy access to cultural attractions such as the Fox Theatre and Henry Ford Museum, and is a short drive via the Detroit Windsor Tunnel to Detroit's Comerica Park and Ford Field. This bright, clean 2-bedroom apartment accommodates up to 4 guests, featuring a queen-size bed in the master, twin bunk beds in the second bedroom, a full kitchen, and keyless entry.
9.7 226 reviews
Windsor
20/07 – 22/07
$119/nighttotal: $238 (2 )
The Ambassador’s Stay • Bright 1br Family Retreat
1 2
apartment , Windsor
This LaSalle, Ontario Airbnb flat is situated near shopping amenities, approximately 8 kilometres from the Ambassador Bridge. The one-bedroom, one-bathroom apartment sleeps three guests and features a fully equipped kitchen (fridge, microwave), air conditioning, a garden, parking, and a smart TV; excellent guest reviews highlight its cleanliness and location.
9.8 46 reviews
Windsor
01/10 – 31/12
$94/nighttotal: $8554 (91 )
Vera's Suite - Charming Renovated One Bedroom.
1 2
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.
9.2 20 reviews
Windsor
12/07 – 22/07
$291/nighttotal: $2910 (10 )
️ Steps To Caesars Riverfront ️ Dining Hot Tub Add-on ️ Sleeps 9
3 2
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.
10 14 reviews
Windsor
30/06 – 02/07
$476/nighttotal: $952 (2 )
Stunning Lakeview Dreamy Getaway
1 6
apartment , Windsor
This Windsor lakeside property, situated in a quiet neighbourhood with proximity to local parks, offers direct lake access. The 2500 sq ft (232 sq m) two-floor dwelling boasts three queen bedrooms, two bathrooms, sleeps six, and includes a 75" smart TV, high-speed Wi-Fi, in-unit laundry, and a private patio.
9.4 78 reviews
Windsor
25/11 – 30/11
$230/nighttotal: $1150 (5 )
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 58 reviews
Windsor
26/06 – 27/06
$86/nightfor 1 night
Charming Room In Downtown Windsor #4
1 2
apartment , Windsor
This Windsor guesthouse is conveniently located in the town centre, offering easy access to Windsor Castle and its attractions. The self-catering property features one bedroom, one bathroom, and sleeps two guests, including a fully equipped kitchen, Smart TV and free parking; shared facilities encourage guest interaction.
10 5 reviews
Windsor
01/10 – 31/12
$94/nighttotal: $8554 (91 )
Cute 2-bdr Retreat In Little Italy | Free Parking
1 2
apartment , Windsor
This main-floor flat on Howard Avenue offers immediate access to Erie Street's Little Italy and is a mere 5-kilometre drive from Windsor's downtown area and the riverfront. This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and includes a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, free on-site parking, and laundry facilities in the basement.
9.1 31 reviews
Windsor
01/07 – 31/07
$143/nighttotal: $4290 (30 )
Mint 3bedroom Home Perfect For Long Stay!
1 5
apartment , Windsor
This three-bedroom apartment is situated on a quiet street in East Windsor, just a short distance (approximately 2.5 kilometres) from Windsor Castle and the town centre. The property features a private backyard with a BBQ, a sunroom, a fully equipped kitchen, and a comfortable living space, comfortably accommodating up to six guests.
Windsor
08/07 – 23/07
$216/nighttotal: $3240 (15 )
Spacious Corktown Loft Near Downtown, Riverwalk & Michigan Central - 420 Friendly
1 2
apartment , Detroit
This one-bedroom flat is located in Detroit's historic Corktown district, offering easy access to downtown attractions such as the TCF Centre (2.4 kilometres), GM World (2.9 kilometres), Saint Andrew's Hall (3.2 kilometres), Gem Theatre (3.2 kilometres), The Fillmore Detroit (3.2 kilometres), and Music Hall Centre (3.2 kilometres). This 700 square metre apartment provides accommodation for up to five guests with a separate living room, a fully equipped kitchen featuring an oven and coffee machine, complimentary WiFi, air conditioning, and private parking, with private check-in and check-out also available.
Best Windsor luxury short term rentals
8.3 1159 reviews
Windsor
01/07 – 31/07
$369/nighttotal: $11070 (30 )
Kasa Cadillac Square Detroit
1 5
aparthotel , Detroit
Sonder The Randolph is conveniently located in downtown Detroit, just 500 yards from the city centre, within easy walking distance of major attractions like the TCF Center and GM World. This 4-star aparthotel has excellent user ratings for its location, cleanliness, and overall experience. Each self-contained apartment is equipped with a fully equipped kitchen, a private bathroom, and modern amenities like air conditioning and free Wi-Fi. Guests can enjoy the convenience of a garden, concierge service, and parking on-site, as well as the option of bringing their pets.
Best Windsor Short term rentals with a jacuzzi
Among the 1372 accommodations in Windsor, here are the 4 best rentals with a jacuzzi
9.7 254 reviews
Windsor
26/09 – 28/09
$1126/nighttotal: $2252 (2 )
6 Bedroom/4.5 Bath/across From Motown Museum
6 2
apartment , Detroit
This Detroit property is located close to the Motown Museum and within a 5km radius of Little Caesars Arena and MGM Grand Detroit Casino, offering easy access to entertainment and nightlife. It has excellent user, location and cleanliness ratings. This six-bedroom home is ideal for large families or groups of friends. It comes with a range of amenities, including a private pool, a fully equipped kitchen, a fitness centre and a garden, perfect for relaxing and enjoying the outdoors.
9.5 15 reviews
Windsor
26/06 – 18/07
$921/nighttotal: $20262 (22 )
Luxury Modern Smart Home For Vacation
1 4
apartment , Windsor
This luxury home is located in a sought-after area of South Windsor, just 3.2 kilometres from LaSalle and Highway 401, and a 19.3 kilometre drive from the Casino Windsor, Windsor city centre and the Canada–United States border. This spacious four-bedroom property sleeps 16 guests and features a private swimming pool, hot tub, garden, and a fully equipped kitchen.
Windsor
17/07 – 19/07
$648/nighttotal: $1296 (2 )
The Walkerville Suite Windsor
1 5
apartment , Windsor
This four-bedroom apartment is ideally located just one kilometre from a park, three kilometres from Windsor city centre, and five kilometres from the Detroit border and highway access. The surrounding area offers a convenient blend of urban amenities and green spaces. The apartment comfortably accommodates up to ten guests with two bathrooms. It features modern finishes, a fully equipped kitchen, a jacuzzi, a fitness centre, and parking. Guests can enjoy the convenience of internet access, laundry facilities, and fresh towels and toiletries.
8.4 6 reviews
Windsor
26/06 – 18/07
$491/nighttotal: $10802 (22 )
Modern Spacious 1 Bedroom And A Den Home (Lower Unit)
2 4
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.
Frequently Asked Questions about short term rentals in Windsor
What kind of weather can travelers expect in Windsor, Ontàrio, Canadà?
Windsor has a humid continental climate, so you can expect hot, humid summers and cold, snowy winters. Spring and autumn are usually mild and pleasant, making them great times to visit. Don't forget to pack layers, as the weather can change quickly.
What are the most popular festivals and events in Windsor, Ontàrio, Canadà?
Windsor has a vibrant events scene! The Windsor International Film Festival is a big draw for film buffs. The Windsor Jazz Festival is another popular event, featuring some of the best jazz musicians around. And if you're in town in July, be sure to check out the Windsor International Freedom Festival, a celebration of Canada Day with fireworks and live music.
What are the best short term rentals with a pool in Windsor?
Are there any famous stadiums or sports arenas in Windsor, Ontàrio, Canadà?
Windsor is home to the WFCU Centre, a multi-purpose arena that hosts a variety of events, including concerts, sporting events, and family shows. It's the home of the Windsor Spitfires, a junior ice hockey team in the Ontario Hockey League.
What are the best short term rentals with a jacuzzi in Windsor?
What notable natural landmarks are near Windsor, Ontàrio, Canadà?
Just across the river in Detroit, you'll find the Detroit Riverwalk, a beautiful waterfront park that's perfect for a stroll or a bike ride. If you're looking for a more natural setting, Point Pelee National Park is a short drive away and offers stunning views of Lake Erie.
What are the best short term rentals for families and kids in Windsor?
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.
10 1 review
Windsor
26/06 – 27/06
$442/nightfor 1 night
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay For Family
2 2
apartment , Windsor
This city centre flat in Windsor offers prime access, being a short walk to Caesars Casino and the waterfront, with dining and nightlife options also within easy reach. This accommodation sleeps up to 8 guests and features 2 bedrooms, 1 bathroom, a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, and 2 complimentary parking spaces, with a grocery store located directly behind the building.
9.6 14 reviews
Windsor
12/07 – 22/07
$220/nighttotal: $2200 (10 )
Private Charming Midtown 1-bedroom Apartment In Amazing Detroit With Wifi, Ac
1 2
apartment , Detroit
This Midtown Detroit flat is situated a short walk from Wayne State University and the Detroit Institute of Arts, and within 1.6km of Little Caesars Arena and the Fox Theatre. The one-bedroom, one-bathroom apartment sleeps four, boasting a fully equipped kitchen, Smart TV, in-unit laundry, parking, and a fireplace; nearby attractions include the Canfield Street and Martin Luther King Boulevard/Mack Avenue metro stations.
10 70 reviews
Windsor
30/06 – 02/07
$621/nighttotal: $1242 (2 )
5 Star Hotel Inspired Home | Gym • Sauna • Arcades
1 6
apartment , Windsor
This two-bedroom house is situated in a desirable neighbourhood in Windsor, close to the 401 highway, the airport, St. Clair College, and Devonshire Mall. The property has received excellent ratings for its location, cleanliness, and overall user experience. This comfortable home offers a spacious and open concept layout, accommodating up to four guests. Enjoy a range of amenities including a fully equipped kitchen, air conditioning, a private garden, a sauna, and a fitness centre.
Neighborhoods and points of interest in Windsor
Best Windsor lodging with parking
Windsor
24/07 – 25/07
$340/nightfor 1 night
Cozy Modern 2 Bed Home, Great Location By Riverside Park
3 2
apartment , Windsor
This Windsor city centre apartment, less than 1.6km from the Detroit-Windsor Tunnel and a 15-minute walk from the Windsor Riverfront, Caesars Windsor, and Caesars Casino, offers easy access to major attractions. Sleeping six guests, this three-bedroom flat boasts a fully equipped kitchen, free Wi-Fi, a terrace, on-site parking, a swimming pool, and a nearby water park.
Windsor
11/07 – 28/07
$181/nighttotal: $3077 (17 )
Black Door Bungalow
1 2
apartment , Windsor
This Windsor flat is located between 5.3 and 6.3 kilometres from GM World, Saint Andrew's Hall, and the TCF Centre, with the Gem Theatre and Music Hall Centre also within 6.3 kilometres. This one-bedroom apartment accommodates up to seven guests and offers complimentary Wi-Fi, a fully equipped kitchen, air conditioning, and free private parking.
Windsor
12/07 – 22/07
$137/nighttotal: $1370 (10 )
Centrally Located 3bdrm Home In Citycore!
1 2
apartment , Windsor
This CityCore apartment in Windsor offers direct access to urban attractions, with GM World (2.7 kilometres), Saint Andrew's Hall (3 kilometres), the Gem Theatre (3.7 kilometres), Music Hall Centre (3.7 kilometres), and The Fillmore Detroit (4.3 kilometres) all within easy reach, alongside the TCF Centre (3.4 kilometres). This 3-bedroom property accommodates up to 15 guests and includes complimentary WiFi, air conditioning, and a fully equipped kitchen, with Windsor International Airport located just 8 kilometres away.
Windsor
11/07 – 28/07
$118/nighttotal: $2006 (17 )
1037 Assumption · Brand New 1-bedroom House By The Riverfront
1 2
apartment , Windsor
This Walkerville flat is located in Windsor, just 160 metres from the Detroit Riverfront Trail, offering views of Detroit's skyline and proximity to Assumption Church and the Olde Walkerville district. This 88 square metre flat accommodates four guests, featuring a full kitchen, on-site parking, and is a short walk from Walkerville's restaurants, cafes, and shops.