Waterfront vacation 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 favorite

Guesthouse in Kingsville, Canada

4.98 out of 5 average rating, 597 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.

Jan 31 – Feb 7

G$23,478 GYD per night

Guest favorite

Home in Windsor, Canada

4.93 out of 5 average rating, 104 reviews

Waterfront Home in Central City -KING BED 4 guests

Unwind in the newly renovated stylish WATERFRONT Home on Riverside Drive St of Windsor. Central City is full of Casino, restaurants, bars, shops, historic landmarks, and attractions. Adventure through Windsor and the region easily from this prime location. Once you are ready to relax, retreat to our comfy Home. ✔ 1.5 Rooms with King - 1 Twin size Beds ✔ Scenic Living room ✔ 2 Full washrooms ✔ Open Concept Living Area ✔ Office Space ✔ High-Speed Wi-Fi ✔ Central AC/HEAT ✔ Parking for 4 cars

Jun 5 – 12

G$46,712 GYD per night

Guest favorite

Cottage in Essex, Canada

4.93 out of 5 average rating, 320 reviews

Your Soulstice Studio

Become one with nature in this cozy cottage with an expansive view of the lake. Let yourself be absorbed by the sound of waves, birds and silence in the early morning hours. Sudden urge to do some yoga? No problem you have mats, blocks and bolsters to fulfill you ever stretching need! Your Soulstice is an up and coming yoga and massage studio that has been 2 years in the making. Now that it’s ready to open it’s doors, it needs a wee income to repay the “bank of mom” to show my appreciation! ♥️

Sep 6 – 13

G$33,073 GYD per night

Guest favorite

Cottage in Essex

5.0 out of 5 average rating, 121 reviews

The Kiss n Tell - We’ll Pay the HST

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

Mar 10 – 17

G$45,927 GYD per night

Guest favorite

Cottage in Essex, Canada

4.94 out of 5 average rating, 104 reviews

The Hideaway

This cosy lakeside cabin is nestled in the heart of wine country, along the Shores of beautiful Lake Erie in a very friendly cottage community. The cottage is tastefully decorated with all the amenities of home, perfect for 1 or 2 people, and an amazing view of the lake no matter where you choose to sit. Just minutes away from local wineries. Walk, bike, explore all the region has to offer. Centrally located between Leamington home of Point Pelee national park and Historical Amherstburg.

Sep 20 – 27

G$28,001 GYD per night

Guest favorite

Home in Kingsville, Canada

4.95 out of 5 average rating, 155 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.

Dec 11 – 18

G$30,796 GYD per night

Guest favorite

Cottage in Lakeshore, Canada

5.0 out of 5 average rating, 116 reviews

Beau Chalet de Pointe-aux-Roches (No Cleaning Fee)

Bienvenue / Welcome to the village of Pointe-aux-Roches / Stoney Point in Lakeshore, Ontario. Available May thru October, this cozy lakefront cottage-home is fully furnished for your comfort on the southeastern shore of Lake St. Clair, offering beautiful summer sunrises and sunsets. Shallow and warm Lake St. Clair, part of the Great Lakes system, is the connector lake between Lakes Huron and Erie, and has among the largest variety of fresh-water fish and aquatic species in the world.

Oct 1 – 8

G$33,480 GYD per night

Guest favorite

Guest suite in Kingsville, Canada

4.99 out of 5 average rating, 109 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.

Apr 6 – 13

G$22,243 GYD per night

Superhost

Villa in Windsor, Canada

4.89 out of 5 average rating, 133 reviews

Cheerful 4-bedroom home by the river.

Located by the river, a 5 minute drive from the shopping center. This 4-bedroom home is equipped with fully furnished living and dining areas, as well as a backyard spot perfect for fishing, boating, canoeing, and winter ice skating. The yard, among the river, features a fire pit, a tree swing, and multiple sitting areas. You will enjoy traveling downstream by boat into the Detroit River bay, or taking a short drive to nearby attractions, shopping areas, and local restaurants.

Nov 3 – 10

G$33,118 GYD per night

Guest favorite

Home in Kingsville, Canada

4.99 out of 5 average rating, 182 reviews

La Perla - Lakefront Retreat in Wine Country!

Indulge in the stunning views of Lake Erie while relaxing at a one-of-a-kind vacation property. Experience the perfect harmony of contemporary comfort and vintage allure in every corner of our space. Nestled in Canada's most southern wine region, we're minutes from craft breweries, golf, dining, and Point Pelee National Park. Enjoy zero-contact check-in, pristine cleaning, luxurious linens and a chefs kitchen! Contact us today to begin planning your unforgettable getaway!

Nov 8 – 15

G$37,329 GYD per night

Guest favorite

Guest suite in Windsor, Canada

4.92 out of 5 average rating, 309 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 late March to early November at 32°C (90°F). The hot tub is open year round.

Jun 10 – 17

G$19,367 GYD per night

Superhost

Cottage in Leamington, Canada

4.86 out of 5 average rating, 256 reviews

Lakeshore Cottage Retreat

Charming, rustic cottage with many modern updates. Newly renovated kitchen and bathroom, with final decorative touches currently being added. Private corner lot with large deck and amazing views of Lake Erie. Beach access to quiet, local beach directly across from cottage, and two others within walking distance. Ideal place for birders, families, couples, nature lovers and wine connoisseurs. Free access to Point Pelee National Park for guests, throughout stay!

Oct 9 – 16

G$24,784 GYD per night