House vacation rentals in Windsor

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Top-rated house rentals in Windsor

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Guest favorite

Home in Amherstburg

4.99 out of 5 average rating, 126 reviews

Modern Lakeside escape: Hot Tub, Wine & Stargazing

Relax under the large deck pergola or in the hot tub, listen to the crash of waves, stargaze at night and enjoy a local wine with friends around the fire. Whether is after a day of touring EPIC wine routes, hiking or biking the nearby conservation areas, the Lakeside House is just the place to come back and unwind! It is a contemporary designed home with a well stocked gourmet kitchen/living room overlooking the lake. It is a getaway where unregistered guests, oe and parties are not permitted

Superhost

Home in The Core

4.86 out of 5 average rating, 217 reviews

Year Round Hot Tub, Walkerville Charm Home

This stunning 4 bedroom, 6 bed home is dressed to impress! We have spared no detail to ensure your comfort, including: * a private 6 person hot tub; *4 Casper queen beds; * 2 Casper full beds; * a Weber gas BBQ; * lightning fast WIFI connection; * a 50-inch smart Samsung TV in the living room; * a 55-inch smart Samsung TV on the upper floor; * a large formal dining room; * an open concept dining/living/sitting space which can comfortably seat 14 people; * a kids' korner for playtime; * and+++

Guest favorite

Home in Kingsville

4.95 out of 5 average rating, 183 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

Home in Essex

4.95 out of 5 average rating, 128 reviews

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

Guest favorite

Home in LaSalle

4.86 out of 5 average rating, 148 reviews

Quiet LaSalle Newly Renovated Entire Country Home

Completely renovated home! Sleeps 4 (can be rented with B&B next door for a party of 12). All new furniture. Decor is cottagy with a contemporary/elegant flair! Located in LaSalle near Amherstburg on a country lot. 20 minute drive to the casino. Walk in the field or have a glass of wine on the deck overlooking the field. Close to Ambassador Bridge, Wineries. Large parking lot available for large vehicles/trucks/trailers. Upstairs bedroom has 2 double beds, main floor couch.

Guest favorite

Home in Kingsville

5 out of 5 average rating, 215 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 Amherstburg

4.96 out of 5 average rating, 106 reviews

The Lake House Ontario

Located at the start of the award winning EPIC Wine Trail, modern home 2 sides open to beautiful Lake Erie. Amazing sunset views from the hot tub. Sleeps 6 w 2 bdrms both w super comfy beds & 1 dbl pull out sofa bed, 1.5 baths, hardwood, gourmet kitchen, cozy gas fireplace, jacuzzi tub, gas BBQ, gas fire table - perfect for fun, romance or celebrating friendships. Beach just steps away. Canada's southernmost tip Point Pelee National Park, golf, museums, all just minutes away!

Guest favorite

Home in Kingsville

4.84 out of 5 average rating, 113 reviews

Peaceful and Private - 5 Mins from Beach/Wineries

If you're looking for a peaceful getaway with tons of privacy, this home is at the end of a dead-end street and exactly what you're looking for. The inside of the house is recently updated and has everything you need. The home is close to restaurants, shopping, wineries, and more. Whether you're coming to town for work, or for a weekend getaway, Erieview Place is perfect for you. With the beach being right around the corner, you can walk over and spend some time in the lake.

Guest favorite

Home in Kingsville

4.94 out of 5 average rating, 147 reviews

Elm St. Gardens! Birdwatchers & Brides!

Welcome to Elm St. Gardens, this historic retreat built-in 1900 is the perfect getaway in Downtown Kingsville. Walking distance to town, the beach, and the Pelee Island Ferry dock and a short drive to the many Wineries. We host 4 bedrooms, 2 full bathrooms and a pullout couch, along with a spacious entertaining space, very large yard and all the amenities to host your girls weekend, bachelorette party, shower, wedding or family reunion... plenty of room for all.

Guest favorite

Home in Kingsville

4.99 out of 5 average rating, 199 reviews

Elegant & Luxurious Getaway on Main Street

Main & Leslie is not just a place to stay; it's an immersive experience in the fusion of history and modern luxury. From the open concept layout to the chef's kitchen, stylish bedrooms, and family-friendly amenities, every aspect of this historic home is meticulously curated to offer a memorable and enchanting retreat. Book your stay at Main & Leslie and embark on a journey where elegance meets comfort, and where the charm of Main Street living awaits.

Guest favorite

Home in Windsor

4.97 out of 5 average rating, 180 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

Guest favorite

Home in Windsor

4.8 out of 5 average rating, 127 reviews

The Lake House 🇨🇦 Tecumseh, Ontario Canada.

This property is comfortably placed on a private lake-front lot on the shores of Lake St. Clair with a private break wall. No docking and not suitable for swimming. Public boat launch, docking, and public beaches nearby. 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.