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Featured Cottages in Windsor

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Duck Pond Bed & Breakfast Cottage

Duck Pond Bed & Breakfast Cottage

3.5 out of 5.0 901 Mersea Road 7, RR5, Leamington, ON
5/5
(1 Reviews)
This cottage features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
 
$80
Lakeview Cozy Cottage

Lakeview Cozy Cottage

Leamington, ON
A garden is available at this cottage.
 
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Cottage by the Shore - Breathtaking Views of Lake Erie - Leamington, Ontario

Cottage by the Shore - Breathtaking Views of Lake Erie - Leamington, Ontario

Leamington, ON
This cottage includes a garden and barbecue grills.
 
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Newly Renovated, Beautifully Decorated - A Few Steps From Family-friendly Beach

Newly Renovated, Beautifully Decorated - A Few Steps From Family-friendly Beach

Town of Essex, ON
Situated in Town of Essex, this cottage is 0.1 mi (0.1 km) from Lake Erie and within 25 mi (40 km) of Point Pelee National Park and Leamington Arts Centre. Leamington Municipal Marina and St. Clair College are also within 25 mi (40 km).
 
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Vacation Rental,water Front,cedar Island Marina,beach,kayak,wineries,point Pelee

Vacation Rental,water Front,cedar Island Marina,beach,kayak,wineries,point Pelee

Kingsville, ON
A fitness center is featured at this cottage, along with a garden and barbecue grills.
 
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Waterfront Cottage in a 200 Acre Conservation Area

Waterfront Cottage in a 200 Acre Conservation Area

Amherstburg, ON
Situated in Amherstburg, this beach cottage is 2.2 mi (3.6 km) from Lake Erie and within 20 mi (32 km) of St. Clair College and Devonshire Mall. Detroit Windsor Tunnel and GM Renaissance Center are also within 25 mi (40 km).
 
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Drifted Inn - Riverfront Cottage

Drifted Inn - Riverfront Cottage

Amherstburg, ON
A garden is available at this cottage.
 
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3 Brand new Cottages a Stones Throw Away From Beaches, Wineries, Marina, Parks

3 Brand new Cottages a Stones Throw Away From Beaches, Wineries, Marina, Parks

Town of Essex, ON
Situated near the beach, this romantic cottage 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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Hillman Marsh 1 Bedroom Cottage, 2 Minute Walk to Public Beach

Hillman Marsh 1 Bedroom Cottage, 2 Minute Walk to Public Beach

Leamington, ON
Situated in Leamington, this cottage is within a 5-minute walk of Hillman Marsh Conservation Area and Lake Erie. Wheatley Harbour and Kopegaron Woods Conservation Area are also within 3 mi (5 km).
 
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L'il Getaway: Wine, Water and Adventure

L'il Getaway: Wine, Water and Adventure

Town of Essex, ON
This cottage features barbecue grills.
 
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Waterfront, Finest Sand Swim Beach,cul-de-sac,lorain Lane,pelee Island Finest

Waterfront, Finest Sand Swim Beach,cul-de-sac,lorain Lane,pelee Island Finest

Kingsville, ON
A spa tub is featured at this cottage, along with barbecue grills.
 
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Prepare to Fall in Love With This Adorably Tropical Beach Front Property!

Prepare to Fall in Love With This Adorably Tropical Beach Front Property!

Kingsville, ON
A garden is available at this cottage.
 
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Windsor Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Windsor that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Windsor is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Top Trending Hotels in Windsor

See all 94 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 15-minute walk of Adventure Bay Family Water Park and Detroit Windsor Tunnel. Ambassador Bridge and University of Windsor are also within 2 mi (3 km).
 
$49
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 Belle Isle are also within 12 mi (20 km).
 
$53
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 St. Clair College 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.