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
Windsor
08/07 – 23/07
$183/nighttotal: $2745 (15 )
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.
10 5 reviews
Windsor
01/07 – 03/07
$249/nighttotal: $498 (2 )
3 Br Modern Home In Windsor (West) By The Bridge
1 5
apartment , Windsor
This family-friendly apartment is located in the historic Sandwich Town district of Windsor, offering easy access to local cafes, restaurants, and the riverfront within 500 metres, and is a short drive to Windsor and Detroit. This modern duplex accommodates up to six guests across three bedrooms, featuring air conditioning, a fully equipped kitchen, and private televisions in each room, with free street parking available nearby.
10 2 reviews
Windsor
01/07 – 31/07
$133/nighttotal: $3990 (30 )
Newly Renovated Cozy & Clean 2br Modern Oasis!
1 2
apartment , Windsor
This newly renovated flat is located in a residential district of Windsor, offering a peaceful retreat with convenient access to local attractions. This main floor unit accommodates four guests and features a fully equipped, open-concept kitchen, air conditioning, and internet, with a separate entrance for privacy.
9.9 38 reviews
Windsor
07/07 – 24/08
$92/nighttotal: $4416 (48 )
Comfy Dream • 2 Beds • Netflix • Work Desk
1 3
apartment , Windsor
This Windsor semi-detached house enjoys a convenient location near Ottawa Street, offering easy access to shops, restaurants, and is approximately 6km from Windsor city centre. The two-bedroom property sleeps four guests, boasting a well-equipped kitchen with dishwasher, laundry facilities, a 50" smart TV with Netflix, free parking for two cars, and a dedicated workspace.
9.6 19 reviews
Windsor
17/07 – 19/07
$457/nighttotal: $914 (2 )
Riverside Home Minutes To Casino, Downtown, Bridge, Uwindsor
4 5
apartment , Windsor
This apartment is situated in Bridgeview, Windsor, just a short distance from Caesars Windsor Casino, downtown Windsor, and the Ambassador Bridge. It has received excellent ratings from previous guests. This four-bedroom property can comfortably accommodate up to 10 guests, making it ideal for large groups or families. The apartment features a range of amenities, including a snooker table, a sun room with an electric fireplace, a balcony with stunning views, and a fully-equipped kitchen.
9.5 101 reviews
Windsor
01/07 – 01/01
$141/nighttotal: $25944 (184 )
Cozy 2-br Home In Little Italy Near Caesars
1 2
apartment , Windsor
This Windsor apartment, ideally situated in a central location, offers easy access to Caesars Windsor Casino and the Windsor Riverfront. The two-bedroom, one-bathroom flat sleeps five guests and features a fully equipped kitchen, in-unit laundry, a smart TV with streaming services, high-speed Wi-Fi, and free on-street parking directly outside.
9.4 42 reviews
Windsor
26/07 – 31/08
$150/nighttotal: $5400 (36 )
Cozy Home In The Core
1 3
apartment , Windsor
This Windsor holiday home is located minutes from Windsor town centre, offering easy access to Windsor Castle and its attractions. Sleeping up to six guests in three bedrooms and one bathroom, the property boasts a kitchen with fridge, freezer and microwave, air conditioning, parking, a garden, and excellent guest ratings; the basement is currently unavailable.
9.9 129 reviews
Windsor
11/07 – 28/07
$271/nighttotal: $4607 (17 )
Modern Walkerville Gem | Hottub & Cozy Backyard
1 2
apartment , Windsor
This beautifully renovated Windsor townhome, perfect for families, offers excellent proximity to Windsor's attractions, although precise distances aren't specified. The two-bedroom, one-bathroom property sleeps five, boasting a spacious kitchen with stainless steel appliances, a relaxing garden with hot tub and BBQ, and a 65" Roku TV with Sonos soundbar.
10 43 reviews
Windsor
02/08 – 05/08
$702/nighttotal: $2106 (3 )
Windsor Luxury Stay Oasis
1 6
apartment , Windsor
This Southwood Lakes house, near Windsor Airport and approximately 8km from the Ambassador Bridge, offers easy access to Devonshire Mall and Caesars Windsor. The four-bedroom, two-and-a-half-bathroom property sleeps six, boasting a heated, saltwater pool, fully renovated interiors, and a picturesque catwalk overlooking the landscaped garden; parking is also available.
Windsor
31/08 – 30/09
$88/nighttotal: $2640 (30 )
Sky Cove | Skyline + River Vibes
1 2
apartment , Windsor
This one-bedroom flat in Windsor's Riverside district is located 1.2 kilometres from the Windsor Family Credit Union Centre and a 5-minute drive from Coventry Gardens, offering convenient access to entertainment venues such as Comerica Park and Ford Field, as well as outdoor attractions like Windsor Riverfront and Hart Plaza. This apartment accommodates two guests and features a fully equipped kitchen with a microwave, complimentary Wi-Fi, on-site parking, and an in-unit washer and dryer, with nearby attractions including Walkerville Brewery and Ambassador Golf Club.
9.5 88 reviews
Windsor
01/07 – 01/09
$88/nighttotal: $5456 (62 )
Gusii- Main Floor, Central Spot, Full 1br Apt, Ac
1 2
apartment , Windsor
This Windsor city centre flat is ideally located a 0.8km walk from the city's downtown area, the casino, and the Detroit River waterfront. The ground-floor apartment sleeps three guests and comprises a bedroom, kitchen with fridge, freezer and microwave, living room, bathroom, and offers parking, air conditioning, and a garden; it's perfect for short or extended stays and includes HST for bookings under 28 days.
9.4 10 reviews
Windsor
01/10 – 31/12
$67/nighttotal: $6097 (91 )
Chic Getaway | 1br Suite W/ Parking & Ac
1 2
apartment , Windsor
This Windsor apartment is conveniently located near Jackson Park, a short 0.5-1.8 km drive from Windsor city centre, the Via Rail station, and Windsor International Airport. The self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes parking, air conditioning, fast Wi-Fi, a Smart TV, and a fully equipped kitchen with a fridge, freezer, and microwave.
Best Windsor luxury short term rentals
8.3 1159 reviews
Windsor
08/07 – 23/07
$283/nighttotal: $4245 (15 )
Kasa Cadillac Square Detroit
1 2
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
Windsor
20/07 – 22/07
$554/nighttotal: $1108 (2 )
The Matchette Manor - Luxury - Hotub - Lasalle
3 2
B&B , Windsor
The Matchette Manor, a guest house located in Lasalle, is situated approximately 12.9 kilometres from downtown Windsor's attractions, including the TCF Centre and Gem Theatre. This non-smoking property offers 1760 square metres of space with three bedrooms and two bathrooms, accommodating up to eleven guests with amenities such as air conditioning, Wi-Fi, a garden, and a private jacuzzi, and is conveniently located 13 kilometres from Windsor International Airport.
9.5 15 reviews
Windsor
04/07 – 05/07
$1525/nightfor 1 night
Luxury Modern Smart Home For Vacation
1 8
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.
9.8 214 reviews
Windsor
04/07 – 05/07
$598/nightfor 1 night
The Painted House By Eastern Market ~Boutique B&b~
1 8
cabin , Detroit
This modern home is located within a 1.5 kilometre walk of Eastern Market, Downtown Detroit, and the Detroit River, offering easy access to the city's key attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience. The house features a unique open floor plan designed by Cranbrook Architecture students, accommodating up to 10 guests. Amenities include a fully equipped kitchen, a private hot tub, a garden with fresh produce, and a sustainable design that maximises natural ventilation and minimises environmental impact.
9.6 4 reviews
Windsor
13/08 – 16/08
$633/nighttotal: $1899 (3 )
3-bedroom Condo Quiet And Secure In An Upscale Neighborhood Downtown Detroit.
3 2
apartment , Detroit
This three-bedroom, four-bathroom Detroit apartment, situated in the Elmwood Park neighbourhood, is a 2.4km walk from the Detroit Riverwalk and a 6.4km drive from Ford Field. Sleeping up to five guests, this self-catering flat boasts a fully equipped kitchen, in-unit laundry, a barbecue, fireplace, and parking; nearby attractions include the Fox Theatre, Henry Ford Museum, and Saint Andrews Hall.
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?
Among the 1372 accommodations in Windsor, here are the 4 best family friendly rentals
10 1 review
Windsor
13/08 – 16/08
$375/nighttotal: $1125 (3 )
Matchette Manor - Luxury Hideaway Flat - Lasalle
2 2
apartment , Windsor
This Windsor flat, Matchette Manor - Luxury Hideaway Flat - Lasalle, is located approximately 12.9 kilometres from GM World, Saint Andrew's Hall, and Windsor International Airport. This air-conditioned apartment offers 1760 square metres of floor area, accommodates up to 11 guests with 2 bedrooms and 1 bathroom, and features a fully equipped kitchen with an oven, a private patio, and a garden, with complimentary WiFi and private entrance.
10 1 review
Windsor
07/07 – 24/08
$105/nighttotal: $5040 (48 )
Bright 2br Home Near Airport & Shops
1 3
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.
9.2 30 reviews
Windsor
01/07 – 03/07
$373/nighttotal: $746 (2 )
Paradise Home - Your Home Away From Home
3 5
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 90 reviews
Windsor
02/08 – 05/08
$626/nighttotal: $1878 (3 )
Eastern Market Love
1 6
apartment , Detroit
This one-bedroom apartment is located in Detroit's Eastern Market district, just a short walk from coffee shops, restaurants and the Saturday farmers market, and within 2km of Ford Field, Comerica Park and Little Caesars Arena. The surrounding area has a lively atmosphere, offering a taste of Detroit's unique energy and charm. The apartment can accommodate up to eight guests and has a fully equipped kitchen with a fridge, freezer and dishwasher. Guests can enjoy the garden, fitness centre, and secure parking, as well as explore the city on bicycles or skateboards provided.
Neighborhoods and points of interest in Windsor
Best Windsor lodging with parking
8.4 6 reviews
Windsor
29/06 – 18/07
$371/nighttotal: $7049 (19 )
Modern Spacious 1 Bedroom And A Den Home (Lower Unit)
2 2
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.
8.8 3 reviews
Windsor
17/07 – 19/07
$444/nighttotal: $888 (2 )
Detroit 3br Retreat W/ Wi-fi + Street Parking
3 5
apartment , Detroit
This three-bedroom Detroit apartment, situated in Southwest Detroit, is conveniently located approximately 6.4km from the Ambassador Bridge and 8km from the Detroit Riverwalk. Sleeping up to seven guests, this property boasts a fully equipped kitchen, in-unit laundry facilities, on-site parking, Wi-Fi, and is close to attractions including the Fox Theatre, Henry Ford Museum, Comerica Park, and Little Caesars Arena.
Windsor
07/07 – 24/08
$105/nighttotal: $5040 (48 )
New Build Cozy 2 Bedroom Unit
1 3
apartment , Windsor
This two-bedroom flat in Windsor offers convenient access to Detroit's major attractions, with GM World situated 2.7 kilometres away and Saint Andrew's Hall 3 kilometres distant. This accommodation includes complimentary WiFi, a fully equipped kitchen, and parking, accommodating up to seven guests with one bathroom and a check-out time of 10:00 AM.
9.7 59 reviews
Windsor
11/07 – 28/07
$132/nighttotal: $2244 (17 )
Bamoun- New Spacious 2br+2bath
1 2
apartment , Windsor
This Windsor apartment is situated a two-minute walk from Casino Windsor and directly beside the Detroit-Windsor Tunnel, offering easy access to shops, bars, and restaurants. The fully renovated, two-bedroom flat sleeps two guests, boasting two bathrooms (each bedroom with an en-suite shower), a kitchen equipped with a fridge, freezer, and microwave, plus air conditioning and excellent guest reviews.