Holiday rentals in Windsor

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.

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

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.

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!

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

Spacious & Cozy Basement in South Windsor

“Cozy Home in South Windsor: Ideal for Families” Located in the quiet neighborhood of South Windsor, this cozy basement apartment offers a family-friendly environment. With a queen bed, a child’s bed, and pull-out sofas, it’s perfect for families. It’s close to Walmart, shopping centers, and fast-food restaurants. Key destinations like the airport, downtown, and the Ambassador Bridge are just a 7-minute drive away. A great choice for a peaceful yet central stay!

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.

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!

"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