Vacation rentals with outdoor seating in Windsor

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Top-rated outdoor seating rentals in Windsor

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Guest favorite

Guesthouse in Kingsville, Canada

4.96 out of 5 average rating, 217 reviews

Cozy Kingsville Country Guest House

Enjoy your stay in this cozy guest house on the main strip of the charming village of Cottam, within the town of Kingsville. This attached suite will be all for you. Separated from the main house with your own private entrance in the front and rear. Relax on the spacious deck overlooking the lush green mature treed backyard, roast marshmallows at the fire pit or take a nice nap on the hammock. Located a short drive to downtown Kingsville, beaches, wineries, restaurants, craft breweries and more!

Guest favorite

Home in Windsor, Canada

4.89 out of 5 average rating, 185 reviews

Stunning Top Tier Modern Home Is Ready To Host You

Enjoy the luxurious feel of a modern home while you sit back and relax in Windsor’s hidden gem! Beautifully decorated and featuring a MASSIVE 1500 sq.ft living room with chic furniture, a pool table, state-of-the-art kitchen, and a high-ceiling 4 piece bathroom. Lots of nearby attractions! Spend a night out enjoying the views of the Detroit skyline after Game Night at Caesars! Head over to the University of Windsor to meet friends! Come home and nestle in the warmth of your clean & comfy bed!

Guest favorite

Guesthouse in Kingsville, Canada

4.98 out of 5 average rating, 602 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.

Guest favorite

Home in Windsor, Canada

4.93 out of 5 average rating, 106 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

Guest favorite

Cottage in Essex, Canada

4.93 out of 5 average rating, 322 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! ♥️

Guest favorite

Cottage in Essex

5.0 out of 5 average rating, 127 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.

Guest favorite

Guesthouse in Essex, Canada

4.99 out of 5 average rating, 297 reviews

Private Wine Route Getaway with Hot Tub

The heart behind The Vineyard Retreat is to help our guests relax, restore, and reconnect. Located on County Road 50 we're conveniently placed on the wine route between Kingsville, Colchester, and Harrow. Our guest house is steps away from Lake Erie and close by to wineries, breweries, restaurants, tours, fruit stands, national parks, conservation areas, beaches, orchards, golf courses, bike paths, and more. Read more about what our guest house has to offer in the detailed description below.

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.

Guest favorite

Home in Kingsville, Canada

4.96 out of 5 average rating, 157 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 favorite

Guest suite in Windsor, Canada

4.98 out of 5 average rating, 160 reviews

Glenn & Deb’s Place

1100 sq. ft guest suite attached to main residence but completely separate space on quiet residential street. Upper level with two bedrooms, washer/dryer and 1 bathroom with custom shower. Lower level has full kitchen, living room with gas fireplace, 42'' television and high speed internet. Independent heating and cooling. Owners are on site for quick response to all your needs. Close to WFCU, Caesars Windsor and all major arteries. We regret we are unable to accommodate pets.

Guest favorite

Home in Kingsville, Canada

4.99 out of 5 average rating, 183 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!

Guest favorite

Home in Windsor, Canada

4.97 out of 5 average rating, 158 reviews

Shalom - Modern Spacious Home, 4BR + 3BA

A beautifully renovated house with a modern finish that lies within Forest Glade, East Windsor Ontario Canada. The 4 bedrooms, 3 bathroom and sofa bed house is plentiful in space for guests and is perfect for families, business travellers, and front line workers. During your stay, we provide the essentials from toilet paper to towels and linens in order for your stay to be as trouble-free as possible. With that being said, we welcome you to come