House holiday rentals in Windsor

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Top-rated house rentals in Windsor

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Guest favourite

Home in The Core

4.88 out of 5 average rating, 138 reviews

Beautiful 3Bedroom 2Bath Home free parking&laundry

Welcome to our spacious Midtown home away from home (duplex) featuring 2 floors of living(main & upper)that have been beautifully updated offering 3 bdrms 2 full baths, 2 living rms w/65”&55” TVs w/Netflix. Full kitchen w/stainless appliances, granite counters, covered front porch for enjoyment, fenced shared backyard. On a quiet block, close to transit, shopping, restaurants, ECRow, 401&Windsor-Detroit Tunnel. Private drive Ideal for families, out of town workers or large groups. Come & Relax!

Superhost

Home in The Core

4.86 out of 5 average rating, 142 reviews

Hot Tub, TV & Sound bar with fire pit to enjoy.

Adults enjoy a shared hot tub outdoor TV, sound bar & fire pit, while the kids enjoy PAC-MAN, popcorn maker & assortment of game boards. Refreshed 2 bedroom with custom kitchen. Upstairs bedrooms offer individual climate control, queen beds. Island kitchen with attached living room. 2 Smart TV’s & unlimited fiber Internet. Ice maker, washer dryer. UNIT B parking in front of right garage off Shepherd, street parking free. BBQ. This is a multi unit home. Hot Tub & backyard are shared with Unit C.

Top guest favourite

Home in Riverside

4.97 out of 5 average rating, 110 reviews

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

Guest favourite

Home in Kingsville

4.92 out of 5 average rating, 227 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 favourite

Home in The Core

4.95 out of 5 average rating, 166 reviews

Charming Old Walkerville 2-Bedroom Luxury Suite

Located in the heart of Old Walkerville. Steps from restaurants, bars, shops, parks and the waterfront. A bright and comfortable main level suite that's part of a large duplex home. Perfect for relaxing visitors or working professionals. There are two spacious bedrooms with queen beds, closet and drawer storage. The grand room and kitchen are fully equipped just like home. The deck and yard space are available for fresh air fun and entertainment. There are 2 parking spots on site.

Guest favourite

Home in LaSalle

4.92 out of 5 average rating, 109 reviews

The Ambassador Estate Inn

A warm “welcome back” to all our previous guests and “greetings” to our new friends! A luxurious executive 7 bedroom estate property located on Windsor’s finest golf course and minutes from the Ambassador Bridge to Detroit Michigan. A beautifully appointed home nestled among rare Carolinian Forest. All the amenities of a 5 star resort with the privacy and serenity of a country estate. If you are looking for quality and relaxing luxury, then look no further than the Ambassador Estate.

Top guest favourite

Home in Kingsville

4.99 out of 5 average rating, 252 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 favourite

Home in The Core

4.91 out of 5 average rating, 187 reviews

Downtown 2 Bed 1 Bath Unit w/ Free Parking

Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!

Guest favourite

Home in Windsor

4.97 out of 5 average rating, 197 reviews

Shalom - Modern Spacious Home, 4BR + 4Beds + 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 favourite

Home in Riverside

4.95 out of 5 average rating, 130 reviews

Windsor Castle is Waiting for You

Beautiful newly renovated bungalow house one-and-a-half stories. Stay at this beautiful and spacious an open, inviting floor plan cozy castle with a huge kitchen, tower-bedroom, sauna, and all necessities. 3 modern bathrooms. 3 bedrooms with queen size beds. 3 sofa beds in the living room and dine in kitchen. Perfect place for a family or work trip. Located in a quiet neighborhood.

Guest favourite

Home in The Core

4.94 out of 5 average rating, 151 reviews

"The Oasis" a Walkerville dream / 2 Bed - 1 Bath

Kick back and relax in this calm, stylish space. This uniquely renovated century home is located in the heart of Old Walkerville and is just a few steps from all the beauty this area has to offer. DISTANCES TO: Casino - 2 minutes Downtown - 2 minutes Hospital - 5 minutes Detroit - 10 minutes Ford Field - 12 minutes Little Ceasers Arena - 12 minutes

Superhost

Home in The Core

4.83 out of 5 average rating, 144 reviews

3 Bed Bright Modern Home in Heart of Walkerville

Enjoy an elevated stay at this bright and modern Walkerville gem! Located in Windsor's most coveted neighbourhood, this home boasts comfort & style. You'll be steps away from the city's best restaurants, near public transit and a hop and a skip away from the downtown core.