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Windsor Vacation Rentals

Find 319 available offers from 14 partners
Windsor
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Bed & Breakfast
Private room
House
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 28%

Best Vacation Home Deals Windsor

Bed & Breakfast Windsor
Dec. 24 - Dec. 31
-28%
$152
$109 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.7/5 "Outstanding"
(277 ratings)
Windsor, Essex County, Canada
Details
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Recommended Vacation Rentals Windsor

Find your perfect vacation rental Windsor: from $48 per night

House Windsor
Jan. 10 - Jan. 17
-30%
$241
$168 per night
House ∙ 8 guests ∙ 1 bedroom
4.5/5 "Outstanding"
(2 ratings)
Windsor, Essex County, Canada
Free cancellation
Details
Vrbo
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House Windsor
Apr. 2 - Apr. 9
$166 per night
House ∙ 10 guests ∙ 4 bedrooms
3.8/5 "Good"
(5 ratings)
Windsor, Essex County, Canada
Free cancellation
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Apartment Windsor
Feb. 26 - Mar. 5
$92 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Windsor, Essex County, Canada
Details
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Apartment Windsor
Jan. 15 - Jan. 22
$147 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0/5 "Excellent"
(1 rating)
Windsor, Essex County, Canada
Details
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House Windsor
Jan. 15 - Jan. 22
-25%
$250
$188 per night
House ∙ 6 guests ∙ 3 bedrooms
Windsor, Essex County, Canada
Free cancellation
Details
Vrbo
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House Windsor
Jan. 15 - Jan. 22
$201 per night
House ∙ 6 guests ∙ 3 bedrooms
Windsor, Essex County, Canada
Free cancellation
Details
Vrbo
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Apartment Windsor
Feb. 26 - Mar. 5
$167 per night
Apartment ∙ 7 guests ∙ 2 bedrooms
Windsor, Essex County, Canada
Details
Vrbo
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House Windsor
Jul. 2 - Jul. 9
$286 per night
House ∙ 10 guests ∙ 4 bedrooms
3.7/5 "Good"
(3 ratings)
Windsor, Essex County, Canada
Free cancellation
Details
Vrbo
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Aparthotel Windsor
May 14 - May 21
$99 per night
Aparthotel ∙ 4 guests ∙ 2 bedrooms
Windsor, Essex County, Canada
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Apartments and vacation rentals with a kitchen

Apartment Kitchen Windsor
Dec. 18 - Dec. 25
$92 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Windsor, Essex County, Canada
Kitchen
Details
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Apartment Kitchen Windsor
Feb. 26 - Mar. 5
$147 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0/5 "Excellent"
(1 rating)
Windsor, Essex County, Canada
Kitchen
Details
Vrbo
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House Kitchen Windsor
Feb. 19 - Feb. 26
$202 per night
House ∙ 6 guests ∙ 3 bedrooms
Windsor, Essex County, Canada
Free cancellation
Kitchen
Details
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Vacation rentals with a fireplace

House Fireplace Windsor
Jul. 2 - Jul. 9
$286 per night
House ∙ 10 guests ∙ 4 bedrooms
3.7/5 "Good"
(3 ratings)
Windsor, Essex County, Canada
Free cancellation
Fireplace
Details
Vrbo
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Bed & Breakfast Fireplace Windsor
Dec. 24 - Dec. 31
$301 per night
Bed & Breakfast ∙ 10 guests ∙ 4 bedrooms
4.0/5 "Very good"
(2 ratings)
Windsor, Essex County, Canada
Free cancellation
Fireplace
Details
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Vacation rentals with Wi-Fi

House Internet Windsor
Apr. 2 - Apr. 9
$166 per night
House ∙ 10 guests ∙ 4 bedrooms
3.8/5 "Good"
(5 ratings)
Windsor, Essex County, Canada
Free cancellation
Internet
Details
Vrbo
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Apartment Internet Windsor
Feb. 26 - Mar. 5
$167 per night
Apartment ∙ 7 guests ∙ 2 bedrooms
Windsor, Essex County, Canada
Internet
Details
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Aparthotel Internet Windsor
May 14 - May 21
$99 per night
Aparthotel ∙ 4 guests ∙ 2 bedrooms
Windsor, Essex County, Canada
Internet
Details
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Popular Rental Amenities Windsor

  • Internet (293)
  • Air conditioning (269)
  • TV (254)
  • No smoking (158)
  • Microwave (148)
  • No pets (135)
  • Grill (87)
  • Pool (82)
  • Crib (59)
  • Wheelchair access (51)
  • Yard (34)
  • Washer (27)

You will have a large selection of rentals to compare and choose from if you are looking for an accommodation with a pool in Windsor. Hotel rooms with pools Windsor are a excellent option for groups of 3 and have an average cost of $188 a night. nearly half of Windsor's vacation rentals with pools are located within two kilometres of water, spend your days lounging by the pool or the waterfront.

The Weather Windsor

max.
Min.
-1°
-8°
25 days 25
max.
Min.

-8°
21 days 21
max.
Min.

-3°
17 days 17
max.
Min.
13°
18 days 18
max.
Min.
22°
10°
16 days 16
max.
Min.
26°
15°
15 days 15
max.
Min.
27°
17°
13 days 13
max.
Min.
27°
17°
12 days 12
max.
Min.
24°
13°
11 days 11
max.
Min.
17°
16 days 16
max.
Min.

19 days 19
max.
Min.

-4°
21 days 21
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

7-Day Weather Forecast Windsor

Sat., 27 Nov.
-2°

15%

2 h

8 km/h

Sun., 28 Nov.
-1°

15%

5 h

16 km/h

Mon., 29 Nov.
-2°

15%

0 h

13 km/h

Tue., 30 Nov.

15%

0 h

14 km/h

Wed., 1 Dec.
-1°

15%

1 h

13 km/h

Thu., 2 Dec.

0%

1 h

16 km/h

Fri., 3 Dec.

0%

8 h

9 km/h

Dip into a Vibrant Cultural Life with Windsor Accommodation

Windsor is a city with both a geographical quirk - it's almost the only place on the border where you go south to enter Canada - and historical infamy. It was once a source for liquor smuggled over the border during prohibition. Today, it offers visitors plenty to see and do while its rich diversity promotes a vibrant gastronomic scene. For your Windsor stay, select short term rental accommodation that ranges from city apartments and historic houses to rustic rural cottages.

Show all 319 properties
What are the best places to discover the arts and culture of Windsor?

Windsor's Art and Cultural scene

If the sun is shining, visit Windsor Sculpture Park with its 35 huge exhibits.

Alternatively, if the weather isn't so good, spend a couple of hours at the Art Gallery of Windsor.

This long-established venue has one of the country's best displays of Canadian art.

What are the best nightlife spots Windsor?

Nightlife in Windsor

There are four casinos in the Detroit-Windsor area to choose from but Caesars Windsor will be closest to your vacation short term rental. Its decor is Ancient Roman but its gaming is right up to date.

Also thriving in the city is a tightly-knit underground music scene featuring indie, metal, rock and soul.

You'll find live music shows any evening of the week at popular venues such as Villains or the Phog Lounge.

What are the must-see attractions Windsor?

While Away the Hours in Windsor

Explore Windsor's History

A historic site close to any Windsor accommodation is Willistead Manor, designed in the Tudor-Jacobean style by Albert Kahn. Inside are many rooms to explore while its beautiful grounds play host to Arts in the Park every June. François Bâby House is now home to Windsor's Community Museum while the Sandwich First Baptist Church was established by successful users of the Underground Railroad.

Ojibwe Prairie Complex

Plan a day out from your short term rental with a visit to the Ojibway Prairie Complex. Hike or cycle through its different nature reserves before learning about its history, flora and fauna in the Educational Centre. Keep an eye out for a huge variety of birds as well as lizards, frogs, turtles, snakes and, in the evening, bats.

Roy A. Battagello River Walk Bike Trail

Enjoy a few hours on the eight-kilometre long Roy A. Battagello River Walk Bike Trail. It winds its way from Ambassador Bridge through Downtown Windsor to Dieppe Gardens and the Windsor Sculpture Park. Take time out to enjoy the views or tuck into a picnic prepared in your Windsor accommodation.

Adventure Bay Family Water Park

Close to your Windsor accommodation is Adventure Bay Family Water Park, perfect for family fun. It features five waterslides from the toddler-friendly Tot Loch to the thrilling Python along with a wave pool, lazy river, surf simulator and giant adventure playground.

Sandpoint Beach

Sandpoint Beach will be close to your Windsor accommodation wherever you choose to stay. Spend a lazy day swimming and sunbathing or take to the water for paddle boarding and windsurfing.

Frequently Asked Questions

What is the typical price of a vacation home Windsor?

Accommodation prices Windsor start at $48 per night.

What is the typical availability of Hotel rooms Windsor?

We found 319 vacation homes Windsor available for your next trip.

What are the most popular vacation home amenities Windsor?

When looking to book a vacation home Windsor, the most requested amenities include internet, TVs, and barbecues.

How many Hotel rooms and Bed & Breakfast rentals can I find Windsor?

Windsor has 319 Hotel rooms and Bed & Breakfast rentals available to book.

Are there pet-friendly vacation rentals Windsor?

If you're travelling with a dog, over 6% of vacation rentals Windsor are pet-friendly.

What's the best month to visit Windsor?

If you're looking for balmy weather, July and August are typically the hottest months Windsor with temperatures around 27 °C. January and February Windsor are the coldest, with -8 °C on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Windsor TripAdvisor Vacation Rentals Windsor Vrbo Vacation Rentals Windsor Airbnb Vacation Rentals Windsor Novasol Vacation Rentals Windsor Inter Chalet Vacation Rentals Windsor EveryStay Vacation Rentals Windsor Interhome Vacation Rentals Windsor 9flats.com Vacation Rentals Windsor HouseTrip Vacation Rentals Windsor Belvilla Vacation Rentals Windsor Sykes Cottages Vacation Rentals Windsor Homestay.com Vacation Rentals Windsor Ski Planet Vacation Rentals Windsor Only-apartments Vacation Rentals Windsor James Villa Holidays Vacation Rentals Windsor

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