Vacation rentals in Walkerville, Windsor

The entryway features a decorative staircase leading to the upper unit. A stained glass window adds a splash of color, complemented by a blue vase containing dried branches. A candle on a slender stand enhances the welcoming atmosphere, while a textured rug lies at the base of the steps.

4.95 out of 5 average rating, 267 reviews

OLDE WALKERVILLE, Windsor, Ontario

Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

A modern living area is captured, featuring a wall-mounted smart TV above a sleek electric fireplace. A glass coffee table centers the space, complemented by a vase with a yellow flower. The room is brightened by natural light from the nearby window.

4.93 out of 5 average rating, 67 reviews

Cheerful & cozy downtown 2-bedroom home

🇨🇦Welcome to our 2-bedroom home in Windsor Ontario!🇨🇦 Please read the following carefully. We look forward to hosting you! Enjoy free Netflix with a cozy fireplace, and cooking in a well-equipped kitchen. Main bedroom features a thick 12-inch queen mattress and a tall 11-ft ceiling. Located in downtown Windsor, our home is: ✔ Steps away to the main Wyandotte street with restaurants and shops ✔ 2 min drive to the Windsor Detroit Tunnel and Riverfront Trail ✔ 5 min drive to the University

A vibrant neon sign displaying 'The Bitcoin Building' is prominently featured above the entrance. The signage is illuminated in orange, contrasting with the cool blue tones of the building’s windows, highlighting the modern architecture of the property.

4.97 out of 5 average rating, 33 reviews

Farmer's Market, Balcony, 24/7 Gym, IPTV

Welcome to the beautiful & luxurious Boutique apartment building - The Bitcoin Building - located in the heart of the city. Enjoy a rejuvenating sleep on our BeautyRest hotel style mattresses, TV w/ Amazon fire stick w/ 1000s of channels/Movies. Elegant furniture, a cool LED fireplace & fully stocked kitchen will leave you wanting to stay longer. Includes access to 24/7 Fitness Gym. Perfectly situated on Downtown Windsor's nicest street you are a short walk away from everything the core offers.

Superhost

The modern bathroom features a glass-enclosed shower and a bathtub. Dark cabinetry complements the light marble walls. A mirror above the sink reflects soft lighting, while towels hang neatly on a rack. Subtle decor accents enhance the minimalist aesthetic.

5 out of 5 average rating, 4 reviews

The Urban Nest - Windsor

This modern and stylish 1-bedroom, 1-bath apartment in Windsor combines contemporary design with prime location. Featuring sleek finishes, open-concept living spaces, and abundant natural light, it offers a comfortable and elegant living experience. Mins from the scenic Riverside area and the vibrant Walkerville district, residents enjoy easy access to trendy shops, gourmet restaurants, and lively cultural spots, making it perfect for those seeking a chic urban lifestyle in a dynamic community.

Superhost

A dining setup is displayed on a brown table, featuring two white plates and bowls. A small potted plant adds greenery, while two bottles of sparkling water are positioned at the back. A tray of snacks complements the arrangement, creating a welcoming dining experience.

4.83 out of 5 average rating, 42 reviews

Adorable 2 bedroom Apt in the heart of Windsor

This charming 2-bdr apartment in the heart of Windsor is just a 3-min walk to Erie Street's authentic Italian dining and less than 15 mins to Windsor Regional Hospital (Ouellette). Enjoy easy access to the Detroit-Windsor Tunnel within a 15-min drive. Recently renovated, it features a standing desk, cozy living room, 2 spacious bedrooms, functional kitchen, free washer/dryer, high-speed internet, and ample on-street parking. Perfect for your Windsor stay! Ideal for business or leisure trips.

A modern dining area is highlighted by a glass tabletop, showcasing a sleek vase filled with fresh herbs. Exposed brick walls provide a warm contrast to the contemporary kitchen visible in the background, featuring white cabinetry and a stylish clock on the wall.

4.84 out of 5 average rating, 37 reviews

Trendy Home Spacious Backyard Historic Walkerville

Nestled in the Walkerville Distillery District, this fully renovated home from the 1890's offers serene surroundings and rich legacy. With exposed brick throughout, this elegant home features 2 modern bathrooms, 2 bedrooms, and a spacious, fully stocked kitchen with quartz counters and stainless steel appliances. Enjoy the spacious yard with BBQ, organic garden + cozy fire pit. Steps from shops, boutiques, Windsor's train station and top restaurants. Book now for an unforgettable stay!

A white dining table is positioned prominently, featuring two decorative, glossy, turquoise fruit pieces: one resembling an apple and the other a pear. The kitchen with modern cabinetry and a basket is subtly visible in the background.

4.83 out of 5 average rating, 12 reviews

Charming Upper, 3BD, with workspace in Walkerville

Minutes away from Willistead Manor, your home away from home awaits you. Enjoy the comfort of this bright contemporary upper unit of a Walkerville house. This newly renovated unit has an open concept living room & dining area, a kitchen, a full washroom & 3 bedrooms (two have queen sized beds & one with a double sized bed). One foldable twin/single cot is available in the unit. All bedrooms have a workstation (desk & chair). High speed internet, 50”TV, private laundry, and street parking.

A modern living area is featured, furnished with a soft gray sofa and a stylish coffee table. A wooden sideboard is placed against the wall, complemented by decorative items. Light walls enhance the spacious feel, while a chandelier adds subtle brightness to the room.

4.94 out of 5 average rating, 161 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.

5 out of 5 average rating, 56 reviews

A modern kitchen is highlighted by dark cabinetry and a striking marble countertop. A pale blue vase filled with white flowers adds a touch of freshness. Subtle lighting illuminates the patterned backsplash, while glassware is displayed on a hanging rack above the sink.

Townhouse in The Core

Cozy Downtown Walkerville Home

Welcome to your perfect home away from home in the heart of Windsor! This charming and cozy residence offers the perfect blend of comfort, style and convenience making it an ideal spot for both short and long stays. Whether you're in town for business, leisure, or a family visit, you'll find everything you need to feel right at home. Situated downtown Windsor just minutes from the VIA train station, Casino Windsor, Detroit tunnel and great popular restaurants

4.94 out of 5 average rating, 31 reviews

Come and relax at the BlueByU!

Beautifully decorated, blue-themed upper one-bedroom Executive Apartment. Ideal for business travel or romantic getaways. Conveniently located in the heart of Walkersville, the bright unit has a queen-sized bed, a beautiful kitchen and bathroom, a spacious dining area, a stunning living room, and a small office. We are located only 15 minutes from downtown Detroit via the tunnel, 15 minutes from Windsor’s airport, and 5 minutes from the Via train station.

A view into a spacious bedroom showcases a handcrafted built-in queen bed framed by large windows, allowing natural light to illuminate the room. Decorative antique-style lighting fixtures hang above, complemented by intricate glass details on the door. Polished hardwood floors reflect the warm tones of the interior.

4.96 out of 5 average rating, 47 reviews

Boutique Suite on the River

If you are in town to work, longer stays are possible. Experience the historic charm of our restored 1902 Victorian Queen Anne home. Admire the gas lanterns on the front porch and watch ships pass by. Steps away from the riverfront trail and popular Olde Walkerville establishments. Immerse yourself in history, beauty, and convenience during your stay.

A well-lit staircase features wooden steps leading up, flanked by a black railing with decorative spindles. A potted plant sits on a ledge at the top, and natural light filters in through a window, enhancing the clean and inviting space.

4.94 out of 5 average rating, 149 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

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Popular amenities for Walkerville, Windsor vacation rentals

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Other great vacation rentals in Walkerville, Windsor

4.92 out of 5 average rating, 26 reviews

A brick house is illuminated at night, showcasing an elegant facade. Trees with blossoms and various shrubs are visible in the well-maintained front yard. Soft lighting accentuates the entryway, while clouds drift across the night sky.

Private room in Windsor

Cozy & lovely room

KadeenRating, 5 stars1 week ago

My first time booking a Airbnb this place is everything on more friendly host. Nice neighborhood. Let me feel safe and welcoming.

Private room in South Windsor

An aerial view captures a spacious property surrounded by greenery in a suburban neighborhood. The well-maintained lawn frames the house, with neighboring homes visible in the background. The layout includes tree-lined streets and individual yards, creating a peaceful residential environment.

5 out of 5 average rating, 33 reviews

Near US border,restaurants,college,mall,riverside

FarhanRating, 5 stars6 days ago

This was my second time staying at this place. Amitha is very accommodating—I requested a late check-in around 2 a.m. due to a sudden trip to Windsor, and even though I contacted her quite late at night, she immediately accepted my request and made sure everything was ready before my arrival. Everything was perfect. There were plenty of shampoo and conditioner options, and the warm water and other amenities made it feel just like home. Since I often travel to Windsor for work, Amitha’s place has truly become my second home there. I will definitely stay at her place whenever I visit. Thank you, Amitha, for your wonderful hospitality. You’re a great host, and I look forward to staying at your place again.

The kitchen features white cabinetry and a countertop with a sink. Essential appliances include a microwave, a coffee maker, and a four-burner stovetop with an oven. Natural light illuminates the space, creating a functional area for meal preparation.

4.68 out of 5 average rating, 34 reviews

Cozy Little One Bedroom Oasis (upper unit)

TammyRating, 5 stars5 months ago

great stay. looked like the pictures

4.93 out of 5 average rating, 28 reviews

A laundry area is equipped with a top-loading washing machine and a front-loading dryer. Both appliances are positioned side by side against a neutral wall. Clean, tiled flooring provides a practical surface, and utility features are visible above the machines.

Private room in The Core

Cute bedroom w/ desk • mins to DT/hospital/shops

TonyRating, 5 stars2 weeks ago

I think it's a good place for students. There are hospitals and fire stations nearby, so it's accessible, and it's a short walk to downtown. It doesn't look bad because it's where it is. The kitchen and related facilities are old, but the cleaning and related cleanliness are constantly maintained by the housekeeper. It's not bad to give it.

Shared room in South Windsor

An outdoor backyard area features a concrete patio with two black chairs and a small table. Lush green grass surrounds the seating arrangement, and flower beds are visible along the back fence. A wooden deck is seen in the background, providing additional outdoor space.

4.97 out of 5 average rating, 34 reviews

R08 B#4/6 Shared Basement Hostel Sud Windsor

Anta Metty Dite AdamRating, 5 stars3 weeks ago

Very quiet and convenient house👍👍👍!!!

5 out of 5 average rating, 5 reviews

A bright and modern kitchen features white cabinetry and a spacious countertop. An electric stove with an oven is built into the cabinetry. A small wooden chair sits nearby, and a door leads to another room, enhancing the simplistic and functional design.

Private room in Windsor

A room in a new renovated house@ East Windsor (E)

AmericoRating, 5 stars7 months ago

Great place would come back Mel was an amazing host

4.94 out of 5 average rating, 18 reviews

Private room in The Core

Queen Room | Mins To DT | Ultra Fast Wifi

EllaRating, 5 stars3 weeks ago

Our stay was lovely! Olivia answered our messages extremely quickly, the airbnb was spotless, located in a nice area, and was very easy to check in & out. Thank you Olivia!