Windsor Short term rentals

1372 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Windsor short term rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Windsor

Best Windsor luxury short term rentals

Kasa Cadillac Square Detroit - Windsor
8.4 1159 reviews
Windsor
03/07 – 05/07
£249/nighttotal: £498 (2 )

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.
Roost Detroit - Windsor
9.7 1182 reviews
Windsor
03/10 – 07/10
£363/nighttotal: £1452 (4 )

Roost Detroit

1 2
hotel , Detroit
ROOST Detroit is situated in downtown Detroit, just a short walk from the TCF Center, Music Hall Center, and The Fillmore Detroit. The hotel is a 4-star establishment with excellent user ratings across the board.
The accommodation offers modern and stylish rooms with a focus on comfort. Guests can enjoy a range of amenities and activities, including a fitness centre, a restaurant serving French cuisine, a terrace, and a 24-hour front desk and concierge service.

Browse Holiday Lets with a Jacuzzi in Windsor

Private hot tub access after a day in the city is one of those details that makes a stay in Windsor truly memorable.

Welcome To The Paradise - Windsor
Windsor
03/07 – 05/07
£213/nighttotal: £426 (2 )

Welcome To The Paradise

5 6
apartment , Windsor
This five-bedroom house is situated in Windsor, offering convenient access to shopping centres, restaurants, parks, and major highways.
This spacious dwelling accommodates up to eight guests and features a fully equipped kitchen with a fridge and microwave, air conditioning, a Jacuzzi, and on-site parking.
Luxury Getaway With Pool And Hot Tub - Family Retreat - Windsor
8.6 4 reviews
Windsor
10/08 – 16/08
£530/nighttotal: £3180 (6 )

Luxury Getaway With Pool And Hot Tub - Family Retreat

4 2
apartment , Windsor
This luxurious four-bedroom apartment is situated in a desirable area of South Windsor, just 2km from LaSalle, 3km from Windsor Crossing Mall, 2km from Highway 401, and 12km from the Windsor Casino, downtown Windsor, and the border. It has received excellent user ratings, making it a popular choice for travellers.
The property is ideal for families and groups, accommodating up to 10 guests. It boasts a private pool, hot tub, and a fully equipped kitchen, perfect for enjoying both indoor and outdoor relaxation.
C-elegant And Comfortable 4br Retreat Movie-themed - Windsor
9.2 5 reviews
Windsor
25/06 – 27/06
£302/nighttotal: £604 (2 )

C-elegant And Comfortable 4br Retreat Movie-themed

1 5
apartment , Windsor
This four-bedroom Windsor apartment, sleeping up to 13 guests, is ideally located near Windsor Castle (precise distance unspecified), offering easy access to the town's attractions.
The 2-bathroom property boasts a modern open-plan layout, featuring a fully equipped kitchen with dishwasher, 80" TV, and private parking; further details regarding the apartment's size and specific proximity to landmarks are unavailable.
In The Heart Of Downtown Windsor Penthouse Suite  Change Listing - Windsor
Windsor
25/07 – 31/10
£108/nighttotal: £10584 (98 )

In The Heart Of Downtown Windsor Penthouse Suite Change Listing

2 1
apartment , Windsor
This fully furnished Windsor penthouse suite, a 1240 sq ft (115 sq m) apartment, enjoys a central location offering easy access to the Detroit-Windsor Tunnel and Ambassador Bridge, and is within walking distance of the Capitol Theatre and the Walkerville Brewery.
The two-bedroom, one-bathroom dwelling sleeps three guests and boasts a fully equipped kitchen, in-suite laundry, air conditioning, a swimming pool, jacuzzi, fitness centre, and allocated parking; all included in the price.

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 generally mild and pleasant. Be sure to pack for all types of weather, especially if you're visiting during the shoulder seasons.
  • What are the best short term rentals in Windsor?

  • 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 one, attracting filmmakers and film lovers from all over. The Windsor Jazz Festival is another popular event, with live music performances throughout the city. And don't forget the Windsor International Wine Festival, which is a great opportunity to sample wines from around the world.
  • 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 also home to the Windsor Spitfires, the city's Ontario Hockey League team.
  • What are the best short term rentals with a jacuzzi in Windsor?

  • What notable natural landmarks are near Windsor, Ontàrio, Canadà?

    Just a short drive from Windsor, you'll find Point Pelee National Park, which is known for its diverse birdlife and stunning sunsets. It's also the southernmost point of mainland Canada. If you're looking for a scenic drive, the Detroit River offers beautiful views of the city skyline.
  • What are the best short term rentals for families and kids in Windsor?

  • What part of Windsor, Ontàrio, Canadà is ideal for finding lodging?

    The downtown core is a great option for lodging, as it's close to all the action, including restaurants, shops, and attractions. The Riverside area is also popular, offering a more relaxed vibe with charming boutiques and cafes.

Destinations nearby

Check Out Family-Friendly Holiday Lets in Windsor

Kid-friendly short-term lets in Windsor with city attractions within easy reach. Holidays are better when everyone is comfortable.

2 Bedroom Cozy Accommodation - Windsor
8.6 5 reviews
Windsor
15/12 – 28/12
£39/nighttotal: £507 (13 )

2 Bedroom Cozy Accommodation

1 4
apartment , Windsor
This two-bedroom flat in Windsor is located approximately 8.4 kilometres from Detroit landmarks including the TCF Centre, GM World, Saint Andrew's Hall, the Gem Theatre, and the Music Hall Centre.
This 600 square meter flat offers air conditioning, complimentary WiFi, a kitchen with a fridge and microwave, and a garden, with parking available and pets welcome, accommodating up to seven guests.
Stunning 3 Bedroom Single Family Home. - Windsor
9.4 78 reviews
Windsor
03/10 – 07/10
£124/nighttotal: £496 (4 )

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.
Shalom - Modern Spacious Home, 4br + 4beds + 3ba - Windsor
9.9 217 reviews
Windsor
30/06 – 02/07
£175/nighttotal: £350 (2 )

Shalom - Modern Spacious Home, 4br + 4beds + 3ba

1 6
apartment , Windsor
This apartment is located in the quiet neighbourhood of Forest Glade in East Windsor, Ontario, a short drive from the Detroit River and the city centre. It has received excellent ratings for cleanliness, location, and user experience.
The apartment has four bedrooms, three bathrooms, and a sofa bed, accommodating up to seven guests. It includes a fully equipped kitchen, a sunroom, laundry facilities, and a large backyard, perfect for relaxing and enjoying the outdoors.
The Matchette Manor • Luxury • Hotub • Lasalle - Windsor
9.8 9 reviews
Windsor
25/07 – 26/07
£282/nightfor 1 night

The Matchette Manor • Luxury • Hotub • Lasalle

1 4
apartment , Windsor
This upscale bungalow in LaSalle, a prime Windsor neighbourhood, is located just 3 kilometres from Seven Lakes Golf, Ambassador Golf Club, and the Ambassador Bridge, offering convenient access to the US.
This family-friendly, pet-friendly holiday home accommodates up to six guests with three bedrooms and two bathrooms, featuring a luxurious master suite, a fully equipped gourmet kitchen, a hot tub, and garden games, with parking for two vehicles provided.

Best Short-Term Rentals with Parking in Windsor

Free on-site parking comes with these short-term lets in Windsor, letting you focus on the city centre from day one.

Renovated Church With Two Bedroom Apartment And Entertainment Space. - Windsor
Windsor
01/07 – 01/01
£313/nighttotal: £57592 (184 )

Renovated Church With Two Bedroom Apartment And Entertainment Space.

2 2
apartment , Detroit
This Detroit property, near the University of Detroit Mercy, is conveniently located approximately 4.8 kilometres from Little Caesars Arena, MGM Grand Detroit Casino, and Comerica Park.
The two-bedroom, two-bathroom house sleeps four guests and boasts a fully equipped kitchen, including a microwave oven, a washing machine, a jacuzzi, and smart TV; parking is also available.
Modern 3-bed, 2-bath In South Windsor - Windsor
Windsor
17/07 – 20/07
£158/nighttotal: £474 (3 )

Modern 3-bed, 2-bath In South Windsor

3 1
apartment , Windsor
This three-bedroom, two-bathroom flat is located in the Remington Park district of South Windsor, offering convenient access to St. Clair College (approximately 1.6 kilometres away), the University of Windsor (approximately 3.4 kilometres away), and Devonshire Mall (approximately 1.2 kilometres away).
This property provides parking, air conditioning, and a fully equipped kitchen including a microwave oven and dishwasher, with a peaceful backyard retreat and patio ideal for up to six guests.
The Sheridan Family Compound - Windsor
Windsor
04/07 – 05/07
£262/nightfor 1 night

The Sheridan Family Compound

1 2
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.
Quaint Clean 2br | Dt Windsor | Lndry & Prkng Inc - Windsor
9.4 46 reviews
Windsor
25/06 – 27/06
£115/nighttotal: £230 (2 )

Quaint Clean 2br | Dt Windsor | Lndry & Prkng Inc

2 5
apartment , Windsor
This Windsor apartment rental is conveniently located in a safe neighbourhood, less than 2km from the Windsor Riverfront, 2.4km from the University of Windsor, and under 1.6km from Windsor Regional Hospital.
The spacious two-bedroom basement flat sleeps six guests, boasting a fully equipped kitchen, two Smart TVs, in-unit laundry (shared laundry closed 10am-3pm daily), free street parking, and keyless entry; nearby restaurants, shops, and bars offer ample entertainment options.
©2026 cozycozy.com