Holiday houses in Walkerville, Windsor

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.

4.97 out of 5 average rating, 34 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

5 out of 5 average rating, 5 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

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.

4.97 out of 5 average rating, 69 reviews

Home in South Windsor

Luxury 2BR home with high ceilings and BBQ w/patio

Labelle Lodge invites you to this bright home with 2 spacious bedrooms and a living area with high ceilings and tons of natural light. Nestled amongst majestic trees, the serene getaway is just 7 minutes away from the US border. Conveniently located near EC Row, you’re minutes away from the Riverside and the entertainment district. Enjoy high speed internet and two smart TVs with all your streaming apps. Indulge in the outdoor dining area and experience the tranquility of South Windsor.

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!

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.

4.94 out of 5 average rating, 95 reviews

Walkerville Loft (Main floor unit)

Welcome to our charming loft nestled in the heart of a Walkerville in Windsor. This thoughtfully designed space combines modern comfort with historical charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and vibrant cafes just steps away. Immerse yourself in the city's rich history during the day and unwind in this stylish retreat at night.

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, 7 reviews

Condo in The Core

Prime Location | Near River/Uni/Casino & Downtown

🏡 Welcome to Your Chic Stay Near Downtown & River! Experience comfort and style in this modern retreat, just minutes from downtown Windsor, the riverfront, and key attractions like Caesars Casino 🎰, cafés ☕, and the University of Windsor 🎓. ✨ What You'll Love: ✔ Cozy space 🛋️ with a fully equipped kitchen 🍽️ ✔ Ultra-comfy bed 🛏️ & high-speed WiFi 📶 ✔ Steps from parks 🌳, shops 🛍️, and nightlife 🎶 ✔ Easy access to the U.S. border 🇺🇸 & transit 🚌 📅 Book your stay today!

5 out of 5 average rating, 56 reviews

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, 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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Other great holiday rentals in Walkerville, Windsor

4.92 out of 5 average rating, 26 reviews

Private room in Windsor

Cozy & lovely room

KadeenRating, 5 stars2 weeks ago

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

4.78 out of 5 average rating, 81 reviews

Private room in The Core

The green casita(females only)

GemmaRating, 5 stars3 months ago

I needed a last minute place to stay in Windsor and Hadas was very accommodating. The room was quite beautifully furnished. I was able to find everything I needed and Hadas was very hospitable and kind.

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

4.66 out of 5 average rating, 203 reviews

AKSUM- Location! Lovely Studio, Ensuite Shower, AC

ChyenneRating, 5 stars2 weeks ago

Awesome place to stay. Worth the price and very clean.

4.79 out of 5 average rating, 81 reviews

Bright&Cozy 2BDR+1BTH in Walkerville

BrianRating, 5 stars1 month ago

Overall enjoyed my stayed. The couch and beds were comfy! Bathroom was clean when we arrived and had no issues overall was a good experience

Home in Windsor

4.75 out of 5 average rating, 40 reviews

Brand new basement- Entire place

JaheemRating, 5 stars1 week ago

Yanli’s place was exactly as described. My girlfriend and I had a wonderful stay. The place looks exactly like the pictures, and even better in person. It was very clean with the exception of coming across a few bugs because we were in the basement. Instructions on getting in were very clear and easy to understand. The location was perfect as it was close to restaurants and other things to do(everything was under 15 min drive), and the neighborhood was very nice and peaceful. Yanli was very respectful and not too noisy as we were staying in the basement below her. She was also helpful and responsive when we had a situation with accidentally setting off the smoke detector while cooking. Overall it was a great stay and i’d book with Yanli again!

4.85 out of 5 average rating, 13 reviews

Private room in The Core

Victoria Upper Gem Private Room

SebastianRating, 5 stars9 months ago

Great place which is inside the city, with a quiet neighbourhood. Michèle was very helpful and a great host.