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Apartment holiday rentals in Windsor

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Windsor

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the two-story property features light blue siding and a decorative gabled roof. A covered porch with a white railing and steps leads to the entrance. A wooden gate is visible to the side, providing access to the backyard.
Flat in Walkerville
4.95 out of 5 average rating, 303 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.

Superhost
The studio unit features a clean, comfortable queen bed with light-colored bedding. A cozy seating area includes a dark chaise lounge and a wooden table with a chair. The kitchenette displays a sink, stove, and microwave, while large windows provide natural light, framed by sheer and decorative curtains.
Flat in Downtown Windsor
4.69 out of 5 average rating, 232 reviews

AKSUM- Location! Lovely Studio, Ensuite Shower, AC

We are in Windsor, Canada Enjoy a stylish experience at our centrally located unit of modern elegance and minimalism. Close to many of Windsor's key destinations Aksum is an independent unit with ensuite bathroom (shower) Walk to appointments at City Hall (2min), to the casino or Walkerville or scenic riverfront (5min), Downtown St. Clair and to restaurants You'll be at the Detroit tunnel in 1 min. Bus stop is just outside for easy access to train station and Univ of Windsor No visitors allowed.

Superhost
Flat in Walkerville
5 out of 5 average rating, 5 reviews

The Serene Walkerville Stay

Cozy 1 bedroom suite in Walkerville, Windsor. Perfect for solo travellers, couples, and business travelers. The home features a large kitchen, living area, bedroom, and washroom with a washer and dryer. 5 minutes from Windsor University, grocery stores, and restaurants. 10 minutes from Central Parks Athletics and Devonshire Mall. 15 minutes from WCFU Centre, Windsor Airport, NextStar Energy, Flex-Ion Battery Plant, and the Ford Plant. Relax in comfort and enjoy easy access to all the essentials!

Guest favourite
A spacious living area features a comfortable gray sectional sofa adorned with decorative cushions. A wooden coffee table is centered on a soft area rug, while a wall-mounted television and a small dining table for two are visible. Natural light enters through large windows.
Flat in Windsor
4.87 out of 5 average rating, 205 reviews

The Ambassador’s Stay • Bright 1BR Family Retreat

Luxurious 1BR Retreat Prime Location, Perfect for Your Getaway! Escape to this stunning one-bedroom haven in LaSalle, where comfort and convenience meet! Whether you're here for a romantic getaway, a solo retreat, or a business trip, this modern sanctuary has everything you need for a perfect stay. Whether you're here for business or leisure, this luxurious one-bedroom retreat is the perfect home base for your LaSalle getaway. Book now and experience all the comfort and convenience you deserve!

Guest favourite
Flat in Remington Park
4.91 out of 5 average rating, 32 reviews

Windsor Perfect Stay

Welcome to modern 1BR suite in Windsor’s safest area! Relax in a queen bed, stream on Amazon FireTV, and cook in a sleek kitchen with new appliances. Spa-style bath with glass shower and pebble floor. Pot lights throughout. Free parking for 2 cars, self check-in, and outdoor security cameras. Just 3 mins to Devonshire Mall & Walmart, 1 min walk to Tim Hortons, Gas Station, 10 mins drive to downtown Windsor & close to restaurants & other big shopping centers. Stylish, secure, & super convenient!

Guest favourite
A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.
Flat in Walkerville
4.93 out of 5 average rating, 111 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.

Top guest favourite
A modern dining area is highlighted by a wooden table accompanied by four blue upholstered chairs. A minimalist aesthetic is enhanced by a potted plant and wall art featuring colorful portraits. Natural light enters through a window covered by a blind.
Flat in Walkerville
4.97 out of 5 average rating, 153 reviews

"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

Top guest favourite
A comfortable living area features a leather sofa and patterned armchairs, with a glass coffee table at the center. A ceiling fan hangs above, and the space is illuminated by recessed lighting. An open kitchen with modern appliances is visible in the background.
Flat in Amherstburg
5 out of 5 average rating, 118 reviews

Navy Yard Flats (Flat A) - Historic Amherstburg

Brand new, ready to receive guests in May of 2018. We've created a modern space to welcome guests. 2 BR apartments alongside the Detroit River and Navy Yard Park across the street. Think of it as your home away from home! You'll find a quiet place decorated with photos that celebrate Amherstburg's rich history! Located in downtown Amherstburg, with a restaurant below. You're a short walk to many local attractions in town and a 20 min drive to Windsor or Detroit!

Guest favourite
Flat in Downtown Windsor
4.88 out of 5 average rating, 8 reviews

Relaxing spa retreat in downtown Windsor

Your oasis in the city. Discover Windsor's only SPA apartment, tucked on a quiet street. Step inside and melt into relaxation with a private infrared sauna, soothing rain shower, full body- zero gravity massage chair and red light therapy. Calming decor, air purifiers and endless IPTV channels create a haven of comfort. Unwind on the spacious 800 sqft shared rooftop deck, then wander to the farmers market, riverfront, casino and top restaurants just steps away.

Top guest favourite
A comfortable living area features a navy blue sofa positioned near a glass coffee table. A television is displayed on an elegant metal stand. Bright natural light filters through sheer curtains, illuminating the soft gray carpeting.
Flat in Walkerville
4.95 out of 5 average rating, 40 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.

Superhost
Flat in Windsor
4.79 out of 5 average rating, 14 reviews

Cozy 2bd with beautiful view of Detroit River

Amazing views from sunrise to sunset, enjoy a cozy experience on the riverfront. With a beautiful view of the Detroit skyline, this spacious 2 bedroom is filled with lots of natural lighting, a fully-equipped kitchen and modern amenities. Conviently located within minutes of Cesar’s Windsor, The keg and Ambassador Bridge, this location is close to everything, making it a great place to stay for those looking to enjoy all that Windsor has to offer.

Top guest favourite
A brightly colored living room features a large, flat-screen television and a round coffee table topped with magazines. Two couches in contrasting shades of blue and green are complemented by vibrant artwork on the walls. Sunlight is visible through the doorway, creating a welcoming atmosphere.
Flat in Grosse Pointe Park
4.97 out of 5 average rating, 478 reviews

Detroit/Grosse Pointe Oasis

Cool vibe, relaxing in great neighborhood. Walking distance to bars and restaurants in the Park and only 10-15 minutes to Midtown and Downtown Detroit. Minutes to Belle Isle, Eastern Market, and waterfront. I am in the restaurant biz, so I can steer you in any direction to all Detroit has to offer. I know Detroit like the back of my hand and can point out all the cool spots to hit.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

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Quick stats about flat rentals in Windsor

  • Total holiday rentals

    Explore 550 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 34,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    520 of Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.7 Average rating

    Windsor stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field

Destinations to explore

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