Waterfront holiday rentals in Windsor

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Top-rated waterfront rentals in Windsor

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Loft in Corktown
4.87 out of 5 average rating, 159 reviews

Downtown Detroit Chill & Vibe Loft Free Parking

This charming loft blends classic character with modern touches, offering natural light and a cozy atmosphere. Perfect for groups, couples, families, or business trips, it’s located in vibrant downtown near Corktown. Just minutes from MGM Grand, Greektown, MotorCity Casino, Ford Field, Comerica Park, Fox Theatre, and Little Caesars Arena. Enjoy a stylish, adult-friendly retreat with great dining, nightlife, and nearby attractions to explore. Guests are welcome to relax and enjoy the space freely

Top guest favourite
A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.
Guest house in Kingsville
4.98 out of 5 average rating, 729 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Top guest favourite
A year-round hot tub is positioned under a wooden pergola, with views of a sunset reflecting on the calm waters of Lake Erie. Adirondack chairs are visible nearby, providing a relaxing spot to enjoy the surrounding natural beauty.
Home in Amherstburg
4.98 out of 5 average rating, 194 reviews

Lake Erie retreat-unwind & explore local wineries

Escape to a serene retreat at The Lakeside House, where relaxation and charm meet the magic of the season. Soak in the year-round hot tub while gazing out at the tranquil, icy expanse of Lake Erie or cozy up by the fireplace with a glass of local wine. The house has a contemporary design streaming into the lake views, from the living room and the gourmet kitchen to the loft office and bedrooms. PLEASE READ our house rules before you book! They include information in regard with pet allowance!

Guest favourite
A serene lakeside view is captured at dusk, featuring a white navigational beacon standing on green grass. In the background, the calm water reflects the evening sky, while silhouettes of boats and distant lights are visible near the shoreline.
Home in Windsor
4.82 out of 5 average rating, 138 reviews

The Lake House 🇨🇦 Tecumseh, Ontario Canada.

This property is conveniently placed on a gorgeous usually quiet, private lake-front lot on the shores of Lake St. Clair with a break wall. No docking and not suitable for swimming. Enjoy public pathways, boat launch, docking, parks, beaches and kayak/ paddle board rentals, stores and many other entertainment nearby for all ages. Usually greeted upon check in/ Self check-in with coded key pad lock. Recent updates: Wifi has been updated, and we now have a larger parking area for our guests.

Guest favourite
A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.
Cottage in Belle River
4.91 out of 5 average rating, 164 reviews

2 bedroom Getaway/lake St.Clair/boatslip

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

Guest favourite
A spacious living area features a light-colored sectional sofa adorned with dark blue and white blankets. A rustic barn door, made of wood, adds character and leads to the bedroom. Two round mirrors are mounted on the wall, reflecting natural light.
Cottage in Lakeshore
4.94 out of 5 average rating, 157 reviews

Waterfront Luxurious Cottage in Lakeshore, Ontario

Waterfront Modern Executive Cottage with lots of natural light and stunning views. This cottage is a breath of fresh air and provides all of the comforts and conveniences that you need in a luxurious relaxing getaway . The cottage boasts a unique layout that sleeps 4 with a bright fully stocked kitchen and dinette, master bedroom, an eclectic second bedroom, barn doors, Smart TV and plenty of closet space, gas fireplace, swimming pool and giant waterfront backyard with lake access to swim.

Top guest favourite
A cozy living area features a modern fireplace framed by natural stone. Large windows invite natural light and provide views of the outdoor hot tub on the deck. Comfortable seating arrangements include a white sofa and a light-colored armchair, complemented by a wooden dining table set for two.
Guest suite in Kingsville
4.98 out of 5 average rating, 115 reviews

Lakefront Beautiful Private Vacation Suite

Sit by the water and enjoy this unique and tranquil getaway. Modern, new and stylish space with fully equipped modern kitchen. Stunning panoramic view of Lake Erie from inside and out. Exclusive use of an outdoor hot tub, open all year round. Beautiful garden attracting numerous butterflies and birds with access to the water. Less than 1Km to downtown Kingsville- enjoy excellent restaurants and shopping. Walking distance to Pelee winery and the Greenway trail for walking/jogging/biking.

Guest favourite
A spacious living area features a comfortable sectional sofa and an ottoman. Large glass doors provide a view of Lake Erie. A natural wood TV stand and wall art accents are present, along with a patterned area rug and a touch of greenery from a nearby plant.
Home in Kingsville
4.92 out of 5 average rating, 254 reviews

Heritage Lakehouse

Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.

Guest favourite
A tranquil sunset over the water is captured, where warm orange and yellow hues blend into the soft blue of the evening sky. A wooden dock is visible in the foreground, with trees silhouetted along the shoreline, providing a serene backdrop.
Cottage in Brownstown Charter Township
4.92 out of 5 average rating, 140 reviews

Waterfront home with amazing views & great fishing

Beautiful and private backyard looking out at picturesque water views. Has a private dock to pull your boat up to. There is a marina, as well as a public boat launch less than 5 minutes away and Lake Erie is only a 10-minute boat ride from the house. You can also access the Huron River using kayaks within 5 minutes from our dock. The backyard has a patio and a built-in fire pit with a hot tub to enjoy both summer and winter nights with gorgeous sunsets over the water as your backdrop.

Top guest favourite
Two Adirondack chairs sit on a patio overlooking Lake Erie, with a small table positioned between them. The serene water and green lawn are visible, along with a pathway leading to the water's edge. Trees provide gentle shade in the background.
Guest suite in Kingsville
4.99 out of 5 average rating, 135 reviews

Shoreline Serenity, Private Suite

Due to Covid-19 I have extended the minimum stay to 3 nights and time between check-out and check-in to 24 hours to ensure proper disinfection. I have added an air purifier that recycles the air every 3 hours. Cozy, clean and comfortable open concept suite located on the beautiful shores of Lake Erie just one mile from downtown Kingsville where you will find excellent restaurants and eclectic shopping. The suite has its own entrance so that you have complete privacy during your stay.

Top guest favourite
A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.
Guest suite in Windsor
4.93 out of 5 average rating, 410 reviews

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

Top guest favourite
A private outdoor space is highlighted by a hot tub and seating areas, featuring contemporary furniture in neutral tones. Red lounge chairs are positioned on a sandy beach area, with a waterfront view stretching to the horizon, bordered by trees and a pier in the distance.
Cottage in Amherstburg
4.97 out of 5 average rating, 290 reviews

Year Round Hot Tub, The Beach House

Welcome to The Beach House! This home features a private hot tub plus your very own private beach. The house will accommodate 8 people. Mins from Windsor, Lasalle and downtown Amherstburg. Close to dining, shopping and Essex's beautiful wineries. Enjoy gorgeous sunsets, sipping your coffee on the back deck in the mornings, relaxing in the lounge chairs catching some rays, splashing your toes in the water! Come with your family and friends.

Popular amenities for waterfront rentals in Windsor

When is the best time to visit Windsor?

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Avg. price$113 SGD$119 SGD$125 SGD$116 SGD$130 SGD$132 SGD$127 SGD$136 SGD$128 SGD$119 SGD$118 SGD$112 SGD
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Quick stats about waterfront rentals in Windsor

  • Total holiday rentals

    Explore 90 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.7 Average rating

    Windsor stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field

Destinations to explore

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