617+ Rental Villas and Private Getaways in Windsor |
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Windsor Villa Rentals

About Windsor Vacation Rentals

There are more than 617 incredible getaway rentals that are available in Windsor. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Windsor.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Windsor, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Windsor. Places to stay near Windsor are 1071.88 ft² on average, with prices averaging CA $280 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Windsor. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Windsor

Type Count
Vacation Homes 267
Holiday Apartments 165
Cottages 87
B&B 11
Cabin Rentals 5
Villas 4
Others 2

Use these Quick Filters to Find a Vacation Rental in Windsor

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Windsor with BedroomVillas.

Weather in Windsor, ON

View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Stay Near Windsor's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Windsor's Research Top Attractions For Your Vacation


Caesars Casino
Detroit Windsor Tunnel
Point Pelee National Park
Caesar's Windsor
University of Windsor
Adventure Bay Family Water Park
The Colosseum
Jackson Park
St. Clair College
Devonshire Mall
Windsor Family Credit Union Centre
Leamington Arts Centre
Ambassador Golf Club
Coventry Gardens
Dieppe Gardens
Leamington Municipal Marina
Willistead Manor
Ontario Travel Information Centre - Windsor
Olde Walkerville Neighborhood
Walkerville Brewery

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


McGregor 395 Properties
South Central 224 Properties
Bridgeview 202 Properties
East Windsor 179 Properties
Leamington 138 Properties
Sandwich Towne 116 Properties
Tecumseh 114 Properties
Riverside 78 Properties
Walkerville 57 Properties
Wheatley 28 Properties
Amherstburg 26 Properties
LaSalle 25 Properties

Complexes around Windsor, ON


Waterfront Hotel 6 Properties
Days Inn 3 Properties
Holiday Inn Suites Ambassador Bridge Ihg Hotel 3 Properties
Howard Johnson Plaza 3 Properties
Leamington Hotel Conference Centre 3 Properties
Lexington Inn 3 Properties
Points 3 Properties
Quality Inn Leamington 3 Properties
Quality Inn Suites Downtown Windsor 3 Properties
Towneplace 3 Properties
Comfort Inn Windsor 2 Properties
The Jelly Bean Beach 2 Properties
Travelodge 2 Properties
Seacliffe Inn 1 Properties

Frequently Asked Questions About Windsor?

What are the top hotels or resorts in Windsor?

We provide an array of great vacation destinations in Windsor. If you are looking to stay in or around the Windsor area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Windsor:

How many vacation rentals have private pools in Windsor?

We have 11 luxury villas and vacation rentals featuriung a private pool in and near Windsor. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Windsor is best for families?

Searching for a family-friendly getaway in Windsor? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Windsor?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 617 in the Windsor area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Windsor. 

Nearby Neighborhood (7) 
Neighborhood Property Count
Walkerville Rental Villas and Private Getaways in Windsor, Ontario 57
Bridgeview Rental Villas and Private Getaways in Windsor, Ontario 202
East Windsor Rental Villas and Private Getaways in Windsor, Ontario 179
Riverside Rental Villas and Private Getaways in Windsor, Ontario 78
Romney Rental Villas and Private Getaways in Windsor, Ontario 59
South Central Rental Villas and Private Getaways in Windsor, Ontario 224
Sandwich Towne Rental Villas and Private Getaways in Windsor, Ontario 116

People Also Ask

There are 66 hotels in Windsor and 441 rentals

Recently Booked Hotels, Resorts, or Rentals in Windsor