Vacation rentals in Walkerville

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.

Private/Quiet Perfect for professionals!

Discover comfort in this private guest suite w/ self-check-in and a separate entrance, located in the tranquil Southwood Lakes neighborhood. Close to golf courses and Devonshire Mall, it’s perfect for relaxation or exploring nearby amenities. Enjoy a swivel mount TV with Netflix and Amazon Prime from the cozy sofa or bed. Step into the spacious backyard with a stunning gazebo and elegant seating, ideal for unwinding. Luxury bathroom w/ supplies. Coffee bar! Book your peaceful escape today!

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!

Whisky room- EM Boutique Suites

Welcome to "EM Boutique" in the heart of little Italy- a stunning, new built 720 sqft condo unit that combines modern luxury w/ a unique whiskey poker theme. This unit offers an unparalleled living experience for those who appreciate the finer things in life. The spacious living area features its own outdoor balcony area to enjoy a morning coffee or an evening drink. With lots of natural light and a full kitchen this layout is perfect for working, entertaining and relaxing after a long day.

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.

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.

Serene Green 2BR Haven in Little Italy

Welcome to this luxurious 2-bedroom home featuring European designer furniture — family-friendly and work-from-home ready. Enjoy 5-star hotel beds, a renovated kitchen with stainless steel appliances, free laundry, Wifi, standing desks, a plush velvet sofa with a 50" TV, and convenient on-street free parking. Centrally located in Windsor, just a 5–10 min walk to Italian dining and shops, with easy access to Windsor downtown, Detroit border, Highway 401, and Windsor Regional Hospital.

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.

"The Modern Loft" in Walkerville / 2Bed - 1 Bath

Enjoy a luxury modern experience in the heart of Old Walkerville. This modern 2 bedroom loft is newly renovated with luxury finishes while keeping century old details. Restaurants, pubs, cafes, retail all within a minute walk from this superb location. Stay here and get a taste of what Old Walkerville 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

Modern Walkerville Gem | HotTub & Cozy Backyard

This beautifully renovated townhome combines luxury and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. Rest easy on two plush queen beds in this stunning retreat.

Modern Riverside Escape | Stylish & Cozy Stay

Welcome to our Modern Escape by the River in Walkerville! This stylish retreat is perfect for Business Travelers, Couples, or Solo Guests. Located just minutes from Riverside, Downtown, and Top Attractions, it offers both comfort and convenience. Our home offers: ✨ Bright & Cozy Space 🍽 Fully Equipped Kitchen 🛏 Ultra-Comfy Bed 📶 High-Speed WiFi & Workspace Whether you're here for work or leisure, this is your perfect home base. 📅 Book Your Stay Today!

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.