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, 135 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

4.85 out of 5 average rating, 226 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 Amherstburg

4.9 out of 5 average rating, 101 reviews

That place by the Lake

Nestled between Lake Erie and a natural marsh, this tranquil setting will allow you relaxation, yet offers many activities just minutes away. On the edge of Holiday beach provincial park, there is truly something for everyone. Located in the Southwestern Ontario Essex Pelee Island Coast (Epic) wine country. Perfect for a weekend get away or extended stay with family and friends. Make your wedding day special with family and friends with charming accommodations. Minutes to Sprucewood winery.

Guest favorite

Home in Kingsville

4.95 out of 5 average rating, 192 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.

Superhost

Home in Detroit

4.88 out of 5 average rating, 197 reviews

Cozy Hot Tub Destination (A quiet getaway)

Take it easy at this unique and tranquil getaway. This home is absolutely NOT for parties or anything loud. It's peaceful! Spend a night out with your significant other with a heated hot tub, intimate games, massage table and a spacious updated kitchen and living area. This space is perfect for date night rendezvous, baby showers, game nights, family events, and more. All events with more than 6 people must be approved by the host. Security deposit is $150. Contact us to inquire!

Guest favorite

Home in Essex

4.94 out of 5 average rating, 134 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

4.99 out of 5 average rating, 226 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, 108 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, 119 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.

Superhost

Home in The Core

4.82 out of 5 average rating, 114 reviews

Couple's Romantic Retreat with hot tub, fire pit.

Romantic and soothing discreet hideaway. Come to relax, reunite and enjoy the night. This beautiful unit features: -private backyard Oasis with Hot tub, cedar Gazebo, outdoor Tv and sound bar, accent lighting, bbq and fire pit. -king size bed; -couple's spa shower; -massage table -fully stocked chef's kitchen; -private garage parking; -nearby parks and trails; -plus all of the comforts of being in the city. Everything you need to enjoy a restful and relaxing weekend away.

Guest favorite

Home in Kingsville

5 out of 5 average rating, 204 reviews

Designer’s Iconic Home 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.