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Featured Vacation Homes in Windsor

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Perfect Spot on the Edge of Erie Lake on 4300 Square Feet House

Perfect Spot on the Edge of Erie Lake on 4300 Square Feet House

Kingsville, ON
A fitness center is featured at this vacation home, along with a garden.
 
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Attention Cottagers .birders, Beach Goers and Boaters Come Check This Cottage .

Attention Cottagers .birders, Beach Goers and Boaters Come Check This Cottage .

Leamington, ON
This vacation home features barbecue grills.
 
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Hall House: Entire House for Your Stay

Hall House: Entire House for Your Stay

Windsor, ON
Located in Walkerville, this vacation home is within 1 mi (2 km) of Walkerville Brewery and Detroit Windsor Tunnel. Caesars Casino and University of Windsor are also within 3 mi (5 km). Windsor Station is 18 minutes by foot.
 
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Newly Remodeled Cottage on Lake Erie in Colchester Ontario

Newly Remodeled Cottage on Lake Erie in Colchester Ontario

Town of Essex, ON
Situated on the beach, this vacation home is 0.1 mi (0.2 km) from Lake Erie and within 20 mi (32 km) of Leamington Arts Centre and Leamington Municipal Marina. Point Pelee National Park and St. Clair College are also within 25 mi (40 km).
 
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NEW Luxury, Willow Beach Cottage Steps to the Lake

NEW Luxury, Willow Beach Cottage Steps to the Lake

Amherstburg, ON
This vacation home features a water park and barbecue grills.
 
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5 Bedroom - 2 Acre Privacy Home - Heated Pool - Bar Room, 2 car Garage

5 Bedroom - 2 Acre Privacy Home - Heated Pool - Bar Room, 2 car Garage

Town of Essex, ON
This vacation home features an outdoor pool and a fitness center. A garden and barbecue grills are also provided.
 
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Lake Erie Cottage House

Lake Erie Cottage House

Town of Essex, ON
This vacation home includes a garden and laundry facilities.
 
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Beautiful 3 BR Ranch House Waterfront on Lake Erie

Beautiful 3 BR Ranch House Waterfront on Lake Erie

Chatham-Kent, ON
A garden is available at this vacation home.
 
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Beautiful Waterfront Oasis This Home is Perfect for Your Next Family Vacation!

Beautiful Waterfront Oasis This Home is Perfect for Your Next Family Vacation!

Lakeshore, ON
A garden is available at this vacation home.
 
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Laken it Eazy - Belle River on the Lake

Laken it Eazy - Belle River on the Lake

Lakeshore, ON
Situated on the waterfront, this vacation home is 14.9 mi (23.9 km) from Windsor Family Credit Union Centre and within 25 mi (40 km) of Detroit Windsor Tunnel and Caesars Casino. GM Renaissance Center and Campus Martius Park are also within 25 mi (40 km).
 
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Oasis At The Point B&B - Lotus Room

Oasis At The Point B&B - Lotus Room

Leamington, ON
A garden is available at this vacation home.
 
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Anchors Away

Anchors Away

3.5 out of 5.0 273 Robson Rd., Leamington, ON
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the express check-in and free Internet in public areas. A terrace, a garden, and a picnic area are also on offer.
 
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Windsor Vacation Home Rentals

What kind of vacation do you want in Windsor? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation home is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Windsor that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Windsor, including luxury vacation home rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rental houses close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation homes a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.


Top trending hotels in Windsor

See all 95 Properties in Windsor
$86
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5.0 277 Riverside Drive West, Windsor, ON
Located in the heart of Windsor, this hotel is within a 10-minute walk of Adventure Bay Family Water Park and Caesars Casino. Detroit Windsor Tunnel and Ambassador Bridge are also within 2 mi (3 km).
 
$56
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2.0 out of 5.0 2225 Division Rd, Windsor, ON
Situated near the airport, this hotel is within 9 mi (15 km) of GM Renaissance Center, Ford Field, and Comerica Park. University of Windsor and Charles H. Wright Museum of African-American History are also within 12 mi (20 km).
 
$54
Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor

2.5 out of 5.0 2130 Division Road, Windsor, ON
Situated near the airport, this hotel is 2.1 mi (3.3 km) from Devonshire Mall and 2.5 mi (4.1 km) from Ciocairo Club of Windsor. Detroit Windsor Tunnel and Caesars Casino are also within 6 mi (10 km).
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.