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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Guest favourite
Loft in Corktown
4.88 out of 5 average rating, 162 reviews

Intimate Downtown Detroit Retreat | Easy Vibes

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

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, 139 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
4.92 out of 5 average rating, 165 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.

Guest favourite
A cozy living area features a dark leather sectional couch, complemented by a decorative throw and cushions. A wooden coffee table sits atop a soft, patterned rug. A tall plant adds a touch of greenery, while natural light flows through large windows dressed in sheer curtains.
Home in Walkerville
4.92 out of 5 average rating, 49 reviews

Hidden Gem Steps From River, Restos, Cafés, Parks

Discover a unique piece of history in Walkerville's Distillery District! This beautifully renovated home, blends past and present. Built in 1800's this home offers a rich legacy. Located in a vibrant neighborhood with high walking score, close to the best parks, pubs, and restaurants. The spacious 2 bedroom features formal living and dining spaces, a fully stocked kitchen, high ceilings, and a deck. Enjoy the cozy, large living space and become part of Walkerville's living history!

Top guest favourite
A spacious deck overlooking Lake St. Clair is surrounded by trees, featuring several lounge chairs arranged for relaxation. The serene water and clear sky provide a calming backdrop, inviting guests to enjoy the natural setting.
Home in Saint Joachim
5 out of 5 average rating, 50 reviews

Quaint 2-Bedroom Cottage with Lakeside Views

Relax and enjoy a little serenity at our 2 bedroom cottage on a quiet street overlooking Lake St. Clair. You can enjoy the beautiful morning sunrises as well as the breathtaking sunsets. The Belle River marina and Rochester golf course are only minutes away. Outside has a small bbq, beautiful sitting area with a propane firetable, dining area, and access to the water via ladder. Kayaking, stand up paddle boarding, fishing, and swimming are a few of the amenities to enjoy.

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, 419 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.

Superhost
Flat in Windsor
4.79 out of 5 average rating, 14 reviews

Cozy 2bd with beautiful view of Detroit River

Amazing views from sunrise to sunset, enjoy a cozy experience on the riverfront. With a beautiful view of the Detroit skyline, this spacious 2 bedroom is filled with lots of natural lighting, a fully-equipped kitchen and modern amenities. Conviently located within minutes of Cesar’s Windsor, The keg and Ambassador Bridge, this location is close to everything, making it a great place to stay for those looking to enjoy all that Windsor has to offer.

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
4.96 out of 5 average rating, 297 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.

Superhost
Villa in Windsor
4.87 out of 5 average rating, 208 reviews

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Headline: ♨️ The Ultimate Chill: Hot Tub, Lake Views & Cozy Vibes Embrace the beauty of winter at our waterfront home. Don't let the cold stop you—this is the best time of year to visit! Watch the dramatic winter waves or brave the crisp air for a dip in our bubbling hot tub. We’ve curated the perfect space for you to disconnect and recharge. Bring a good book, a bottle of local wine, and enjoy the absolute silence of winter by the water.

Superhost
A spacious living area features hardwood floors and exposed wooden beams. A comfortable seating arrangement is visible with a modern coffee table. A table tennis table stands in the corner, and a colorful area rug adds warmth to the space. Large windows provide natural light.
Loft in Rivertown - Warehouse District
4.88 out of 5 average rating, 165 reviews

"Discounted Rate* Downtown Detroit Sleeps up to 10

You'll definitely enjoy this low-key laid back chill spot whenever you're in Detroit. Bring the whole squad, we have enough room for up to 8 people to comfortably relax and chill. Fold up beds and air mattresses are available. Across the street from the river walk we're only a 5 minute drive to heart plaza, 7 minute drive to Campus Martius, and a 26 minute drive to Metro Detroit Airport

Guest favourite
A spacious living area is highlighted by exposed brick walls and large windows. A plush brown sofa complements two black side tables, while a vintage rug adds warmth to the hardwood floor. Natural light streams in, enhancing the inviting atmosphere.
Flat in Detroit
4.86 out of 5 average rating, 101 reviews

420 Retreat Downtown Loft Bridge View+Parking

Right in the heart of Detroit’s historic Corktown, our cozy, stylish loft offers a laid-back, 420-friendly space to unwind. With a dispensary conveniently connected to the building and the riverfront and Ambassador Bridge just minutes away, you’ll have everything you need for a perfect Detroit stay. Come experience the charm and convenience all in one spot!

Popular amenities for waterfront rentals in Windsor

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Quick stats about waterfront rentals in Windsor

  • Total holiday rentals

    Explore 100 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 13,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 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

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