Windsor Vacation Rentals - HomeToGo base64Hash Windsor Vacation Rentals - HomeToGo

Windsor Vacation Rentals

Find 444 available offers from 5 partners
Windsor
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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 443 properties

Best Vacation Home Deals in Windsor

Save up to 65%

House Windsor
Mar 2 - Mar 9
-65%
$745
$260 per night
House ∙ 10 guests ∙ 5 bedrooms

Entire Vacation Home in Fontainbleu with Free Parking

3.8
Good (16 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
Mar 2 - Mar 9
-54%
$358
$167 per night
House ∙ 6 guests ∙ 2 bedrooms

Lovely House in Walkerville

5.0
Outstanding (1 rating)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
Mar 2 - Mar 9
-47%
$312
$164 per night
House ∙ 4 guests ∙ 2 bedrooms

Charming Vacation Home in Walkerville

5.0
Outstanding (2 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal

Book the perfect accommodation for as little as $67 per night by searching through the 444 properties being offered in Windsor. HomeToGo, a vacation rental search engine, instantly compares all of these vacation rentals to help you save up to 65%!

Top-Rated Offers and Accommodations in Windsor

Book Vacation Rentals with the Highest User Rating

House Windsor
Dec 9 - Dec 16
$128 per night
House ∙ 6 guests ∙ 3 bedrooms

Entire Vacation Home in Walkerville with Yard

4.5
Excellent (26 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
Apartment Windsor
Jan 6 - Jan 13
$119 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Clean Rental Apartment in East Windsor with Yard + Beautiful Views

4.9
Outstanding (13 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
Apartment Windsor
May 25 - Jun 1
$148 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment in South Central with Grill

4.8
Outstanding (4 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal

Recommended Vacation Rentals in Windsor

Find your perfect vacation rental in Windsor: from $68 per night

Apartment Windsor
Mar 2 - Mar 9
$139 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment in South Central

4.0
Very good (1 rating)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
Apartment Windsor
Mar 2 - Mar 9
$115 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in Walkerville

Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
Dec 2 - Dec 9
$140 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in East Riverside

Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
Feb 3 - Feb 10
$160 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in City Centre with Free Parking

Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
Apartment Windsor
May 25 - Jun 1
$136 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment in South Central with Private Balcony

Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
May 25 - Jun 1
$160 per night
House ∙ 4 guests ∙ 2 bedrooms

House in East Windsor

Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
Dec 23 - Dec 30
$191 per night
House ∙ 6 guests ∙ 2 bedrooms

Child Friendly Vacation Home in Devonshire Heights with Electric Fireplace

Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
Mar 2 - Mar 9
$204 per night
House ∙ 4 guests ∙ 2 bedrooms

House in East Windsor

5.0
Outstanding (11 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
House Windsor
May 25 - Jun 1
$173 per night
House ∙ 6 guests ∙ 3 bedrooms

Charming Vacation Home in Forest Glade

5.0
Outstanding (1 rating)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
See all offers

Budget-friendly Rentals in Windsor

Find Fantastic yet Inexpensive Rentals

House Windsor
Mar 2 - Mar 9
$106 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Roseland

Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
Bed and breakfast Windsor
May 25 - Jun 1
$81 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Walkerville

5.0
Outstanding (2 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal
Bed and breakfast Windsor
Mar 2 - Mar 9
$103 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Walkerville with Yard & Patio

3.7
Good (6 ratings)
Windsor, Essex County, Canada
Details
Vrbo
View deal
View deal

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Windsor accommodation with high-speed internet.

House  Windsor
Mar 2 - Mar 9
-61%
$616
$240 per night
House ∙ 7 guests ∙ 3 bedrooms

House in University with Grill

Windsor, Essex County, Canada
Internet
Details
Vrbo
View deal
View deal
House  Windsor
Mar 2 - Mar 9
$579 per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home in East Windsor with Electric Fireplace

5.0
Outstanding (4 ratings)
Windsor, Essex County, Canada
Internet
Details
Vrbo
View deal
View deal
House  Windsor
Dec 23 - Dec 30
$372 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in East Riverside

Windsor, Essex County, Canada
Internet
Details
Vrbo
View deal
View deal
See all offers

Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Windsor rental with full kitchen.

House  Windsor
Mar 2 - Mar 9
$233 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Walkerville

5.0
Outstanding (1 rating)
Windsor, Essex County, Canada
Kitchen
Details
Vrbo
View deal
View deal
House  Windsor
Mar 2 - Mar 9
$218 per night
House ∙ 4 guests ∙ 2 bedrooms

House in East Riverside

Windsor, Essex County, Canada
Kitchen
Details
Vrbo
View deal
View deal
Apartment  Windsor
Mar 2 - Mar 9
$200 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Beautiful Rental Apartment in South Central

Windsor, Essex County, Canada
Kitchen
Details
Vrbo
View deal
View deal
See all offers

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Windsor and book a vacation rental with air conditioning.

House  Windsor
Mar 2 - Mar 9
$302 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Southwood Lakes with Yard, Pool & Grill

4.5
Excellent (2 ratings)
Windsor, Essex County, Canada
Air conditioning
Details
Vrbo
View deal
View deal
House  Windsor
Mar 2 - Mar 9
$510 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Southwood Lakes with Pool & Grill

5.0
Outstanding (2 ratings)
Windsor, Essex County, Canada
Air conditioning
Details
Vrbo
View deal
View deal
House  Windsor
Mar 2 - Mar 9
$344 per night
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home in University with Grill

Windsor, Essex County, Canada
Air conditioning
Details
Vrbo
View deal
View deal
See all offers

Popular Rental Amenities in Windsor

  • WiFi (433)
  • Pet-friendly (48)
  • Pool (125)
  • Kitchen (132)
  • Parking (21)
  • Washing machine (164)
  • Air conditioning (417)
  • TV (383)
  • Dishwasher (54)
  • Balcony/patio (48)
  • Grill (121)
  • Yard (63)

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 room with pools in Windsor are a excellent option for groups of 10 and have an average cost of $265 a night. more than two-thirds 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 in 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

Check out the climate diagram for Windsor. July is the warmest month in Windsor with average maximum temperatures of 27°. No heat wave is expected in January, where minimum average temperatures usally hit a -8° low. The month of September has nice weather with only 11 rainy days.

7-Day Weather Forecast in Windsor

Fri., 1 Dec.

65%

0 h

7 km/h

Sat., 2 Dec.

50%

0 h

5 km/h

Sun., 3 Dec.

15%

0 h

8 km/h

Mon., 4 Dec.

15%

0 h

16 km/h

Tue., 5 Dec.

15%

0 h

8 km/h

Wed., 6 Dec.

0%

5 h

17 km/h

Thu., 7 Dec.

0%

0 h

15 km/h

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 in 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 in 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.

Information about vacation rentals in Windsor

🏡 Vacation rentals available 443 homes
💳 Possible discounts up to 54%
🌙 Nightly prices starting at $67
⭐ Popular amenities Internet, Pets allowed and Pool
🐾 Pet friendly homes 44 homes
🏊 Vacation rentals with pools 125 homes

Frequently Asked Questions

What is the typical price of a vacation home in Windsor?

Accommodation prices in Windsor start at $67 per night.

What is the typical availability of House rental in Windsor?

We found 443 vacation homes in Windsor available for your next trip.

What are the most popular vacation home amenities in Windsor?

When looking to book a vacation home in Windsor, the most requested amenities include Internet, Pets allowed, and Pool.

How many House rental and Apartment rental can I find in Windsor?

Windsor has 443 House rental and Apartment rental available to book.

Are there pet-friendly vacation rentals in Windsor?

If you're travelling with a dog, over 10% of vacation rentals in 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 in Windsor with temperatures around 27 °C. January and February in Windsor are the coldest, with -8 °C on average.

Top cities to visit

Vacation Destinations Near Windsor

Show more

Top Vacation Ideas

Explore More Vacation Ideas

Show more
image-tag